IP Library Granted Patent US 12,226,424
Granted Patent B2
US 12,226,424 · App. 17/046,690 · Granted Feb 18, 2025

Target protein degradation compounds, their anti-tumor use, their intermediates and use of intermediates

Inventors: Xiaobao Yang (Shanghai, CN); Biao Jiang (Shanghai, CN); Renhong Sun (Shanghai, CN); Chaowei Ren (Shanghai, CN); Ning Sun (Shanghai, CN); Ying Kong (Shanghai, CN); Yan Li (Shanghai, CN); Jinju Chen (Shanghai, CN); Qianqian Yin (Shanghai, CN); Xiaoling Song (Shanghai, CN); Quanju Zhao (Shanghai, CN); Xing Qiu (Shanghai, CN)
Assignee: ShanghaiTech University
A61K31/675A61K31/138A61K31/454A61K31/496A61K31/5025A61K31/506A61K31/519A61K31/5517A61K45/06A61K47/545A61K47/60A61P35/00
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Quick Facts
Patent No.
US 12,226,424
App. No.
17/046,690
Granted
Feb 18, 2025
Kind
B2
Abstract

The present disclosure relates to compounds of formula (I) and their anti-tumor uses, and their intermediates of formula (III), intermediates of formula (IV), and uses of the intermediates. The compound of formula (I) has a degrading effect on a specific target protein, which is mainly composed of three parts. The first part is a small molecule compound (SMBP, Small Molecules Binding Protein) that can bind to a protein, the second part LIN is a linker, and the three-part ULM is a ubiquitin ligand (ULM, Ubiquitin Ligase Binding Moiety), wherein SMBP is covalently bound to LIN, and LIN is covalently bound to ULM. A series of compounds designed and synthesized in the present disclosure have a wide range of pharmacological activities, including the functions of degrading specific proteins and/or inhibiting activities of specific proteins, and thus can be used in related tumor treatments.

Claims (652)

1. A compound of formula (IV):

wherein,

A represents CH 2 or CO,

B, X, Y, and Z represent CH,

R represents S, SO, or SO 2 , and

LIN is a linking group and represents W-alkylene-,

wherein -alkylene- is an alkylene group that is a linear or branched alkylene group optionally interrupted one or more times by one or more groups selected from the group consisting of O, CONH, NHCO, NH, or any combination thereof,

wherein the linear or branched alkylene group is optionally substituted with one or more substituents substituents selected from hydroxyl, amino, mercapto and halogen, or

the LIN represents: W—(CH 2 ) n11 —triazolylene—(CH 2 ) n12 —, W—(CH 2 ) n11 —triazolylene—(CH 2 ) n12 —(O(CH 2 ) n13 ) m11 —, W—(CH 2 ) n 11 —(O(CH 2 ) n 12 ) m 11 —O—(CH 2 ) n 13 —triazolylene—(CH 2 ) n 14 —(O(CH 2 ) n 15 ) m 12 —O—(CH 2 ) n 16 —, W—(CH 2 ) n 11 -triazolylene—(CH 2 ) n 12 —(O(CH 2 ) n 13 ) m 11 —O—(CH 2 ) n14 —, or W—(CH 2 ) n11 —(O (CH 2 ) n12 ) m11 —O—(CH 2 ) n13 —triazolylene—(CH 2 ) n14 —; and wherein n11, n12, n13, n14, n15, n16,m11, m12 each independently represent an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9,10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20; or

the LIN represents: W—(CH 2 ) 2 —O—CH 2 —phenylene—CH 2 —O—(CH 2 ) 2 —, W—CH 2 —phenylene—CH 2 —, W—(CH 2 ) 3 —phenylene—(CH 2 ) 3 —, W—(CH 2 ) 2 —O—CH 2 —piperazinylene—CH 2 —O—(CH 2 ) 2 —, or W—(CH 2 ) 3 —piperazinylene—(CH 2 ) 3 —;

wherein W— represents N 3 , CHO, COOH, NH 2 , halogen, methanesulfonyloxy, trifluoromethanesulfonyloxy, or p-toluenesulfonyloxy;

or a salt, enantiomer, stereoisomer, or solvate thereof.

2. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 1 ,

wherein the LIN represents: W—C 1-30 alkylene-, W—(CH 2 ) n1 —(O(CH 2 ) n2 ) m1 —, W—(CH 2 ) n1 —(O(CH 2 ) n2 ) m1 —(O(CH 2 ) n3 ) m2 —, W—(CR a1 R a2 ) n1 —(O(CR a3 R a4 ) n2 ) m1 —, W—(CR a5 R a6 ) n1 —(O(CR a7 R a8 ) n2 ) m1 —(O(CR a9 R a10 ) n3 ) m2 —, W—(CH 2 ) n1 —(CONH—(CH 2 ) n2 ) m1 —, W—(CH 2 ) n1 —(CONH—(CH 2 ) n2 ) m1 —(O(CH 2 ) n3 ) m2 —, W—(CH 2 ) n1 —(O(CH 2 ) n2 ) m1 —O—(CH 2 ) n3 —CONH—(CH 2 ) n4 —(O(CH 2 ) n5 ) m2 —O—(CH 2 ) n6 —, W—(CR a11 R a12 ) n1 —(O(CR a13 R a14 ) n2 ) m1 —O—(CR a15 R a16 ) n3 —CONH—(CR a17 R a18 ) n4 —(O(CR a19 R a20 ) n5 ) m2 —O—(CR a21 R a22 ) n6 —, W—(CR a23 R a24 ) n1 —CONH—(O(CR a25 R a26 ) n2 ) m1 —, W—(CH 2 ) n1 —(NHCO—(CH 2 ) n2 ) m1 —, W—(CH 2 ) n1 —(NHCO—(CH 2 ) n2 ) m1 —(O(CH 2 ) n3 ) m2 ;

wherein R a1 , R a2 , R a3 , R a4 , R a5 , R a6 , R a7 , R a8 , R a9 , R a10 , R a11 , R a12 , R a13 , R a14 , R a15 , R a16 , R a17 , R a18 , R a19 , R a20 , R a21 , R a22 , R a23 , R a24 , R a25 , R a26 each independently represent H, linear or branched C 1 -C 10 alkyl or C 3 -C 10 cycloalkyl, wherein in the same group LIN, R a1 , R a2 , R a3 , and R a4 are not H at the same time, R a5 , R a6 , R a7 , R a8 , R a9 , and R a10 are not H at the same time, R a11 , R a12 , R a13 , R a14 , R a15 , R a16 , R a17 , R a18 , R a19 , R a20 , R a21 , and R a22 are not H at the same time, or R a23 , R a24 , R a25 , and R a26 are not H at the same time; and

wherein n1, n2, n3, n4, n5, n6, m1, m2 each independently represent an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20.

3. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 2 , wherein the LIN represents:

W—CH 2 —; W—(CH 2 ) 2 —; W—(CH 2 ) 3 —; W—(CH 2 ) 4 —; W—(CH 2 ) 5 —; W—(CH 2 ) 6 —; W—(CH 2 ) 7 —; W—(CH 2 ) 8 —; W—(CH 2 ) 9 —; W—(CH 2 ) 10 —; W—(CH 2 ) 11 —; W—(CH 2 ) 12 —; W—(CH 2 ) 13 —; W—(CH 2 ) 14 —; W—(CH 2 ) 15 —; W—(CH 2 ) 16 —; W—(CH 2 ) 17 —; W—(CH 2 ) 18 —; W—(CH 2 ) 19 —; W—(CH 2 ) 20 —; W—(CH 2 ) 21 —; W—(CH 2 ) 22 —; W—(CH 2 ) 23 —; W—(CH 2 ) 24 —; W—(CH 2 ) 25 —; W—(CH 2 ) 26 —; W—(CH 2 ) 27 —; W—(CH 2 ) 28 —; W—(CH 2 ) 29 —; or W—(CH 2 ) 30 —.

4. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 2 , wherein the LIN represents: W—CH 2 —O—(CH 2 ) 2 —, W—CH 2 —(O(CH 2 ) 2 ) 2 —, W—CH 2 —(O(CH 2 ) 2 ) 3 —, W—CH 2 —(O(CH 2 ) 2 ) 4 —, W—CH 2 —(O(CH 2 ) 2 ) 5 —, W—CH 2 —(O(CH 2 ) 2 ) 6 —, W—CH 2 —(O(CH 2 ) 2 ) 7 —, W—CH 2 —(O(CH 2 ) 2 ) 8 —, W—CH 2 —(O(CH 2 ) 2 ) 9 —, W—CH 2 —(O(CH 2 ) 2 ) 10 —, W—(CH 2 ) 2 —O—(CH 2 ) 2 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 2 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 4 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 5 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 6 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 7 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 8 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 9 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 10 —, W—(CH 2 ) 3 —O—(CH 2 ) 2 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 2 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 4 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 5 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 6 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 7 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 8 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 9 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 10 —, W—(CH 2 ) 4 —O—(CH 2 ) 2 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 2 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 3 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 4 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 5 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 6 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 7 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 8 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 9 —, W—(CH 2 ) 4 —(O(CH 2 ) 2 ) 10 —, W—CH 2 —O—(CH 2 ) 3 —, W—CH 2 —(O(CH 2 ) 3 ) 2 —, W—CH 2 —(O(CH 2 ) 3 ) 3 —, W—CH 2 —(O(CH 2 ) 3 ) 4 —, W—CH 2 —(O(CH 2 ) 3 ) 5 —, W—CH 2 —(O(CH 2 ) 3 ) 6 —, W—CH 2 —(O(CH 2 ) 3 ) 7 —, W—CH 2 —(O(CH 2 ) 3 ) 8 —, W—CH 2 —(O(CH 2 ) 3 ) 9 —, W—CH 2 —(O(CH 2 ) 3 ) 10 —, W—(CH 2 ) 2 —O—(CH 2 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 2 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 4 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 5 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 6 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 7 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 8 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 9 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 10 —, W—(CH 2 ) 3 —O—(CH 2 ) 3 —, W—(CH 2 ) 3 3 —(O(CH 2 ) 3 ) 2 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 3 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 4 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 5 —, W—(CH 2 ) 3 3 —(O(CH 2 ) 3 ) 6 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 7 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 8 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 9 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 10 —, W—CH 2 —O—(CH 2 ) 2 —O—(CH 2 ) 3 —, W—CH 2 —(O(CH 2 ) 2 ) 2 —(O(CH 2 ) 3 ) 2 —, W—CH 2 —(O(CH 2 ) 2 ) 3 —(O(CH 2 ) 3 ) 3 —, W—CH 2 —(O(CH 2 ) 2 ) 4 —(O(CH 2 ) 3 ) 4 —, W—CH 2 —(O(CH 2 ) 2 ) 5 —(O(CH 2 ) 3 ) 5 —, W—CH 2 —(O(CH 2 ) 2 ) 6 —(O(CH 2 ) 3 ) 6 —, W—(CH 2 ) 2 —O—(CH 2 ) 2 —O—(CH 2 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 2 —(O(CH 2 ) 3 ) 2 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 3 —(O(CH 2 ) 3 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 4 —(O(CH 2 ) 3 ) 4 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 5 —(O(CH 2 ) 3 ) 5 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 6 —(O(CH 2 ) 3 ) 6 —, W—(CH 2 ) 3 —O—(CH 2 ) 2 —O—(CH 2 ) 3 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 2 —(O(CH 2 ) 3 ) 2 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 3 —(O(CH 2 ) 3 ) 3 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 4 —(O(CH 2 ) 3 ) 4 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 5 —(O(CH 2 ) 3 ) 5 —, W—(CH 2 ) 3 —(O(CH 2 ) 2 ) 6 —(O(CH 2 ) 3 ) 6 —, W—CH 2 —O—(CH 2 ) 3 —O—(CH 2 ) 2 —, W—CH 2 —(O(CH 2 ) 3 ) 2 —(O(CH 2 ) 2 ) 2 —, W—CH 2 —(O(CH 2 ) 3 ) 3 —(O(CH 2 ) 2 ) 3 —, W—CH 2 —(O(CH 2 ) 3 ) 4 —(O(CH 2 ) 2 ) 4 —, W—CH 2 —(O(CH 2 ) 3 ) 5 —(O(CH 2 ) 2 ) 5 —, W—CH 2 —(O(CH 2 ) 3 ) 6 —(O(CH 2 ) 2 ) 6 —, W—(CH 2 ) 2 —O—(CH 2 ) 3 —O—(CH 2 ) 2 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 2 —(O(CH 2 ) 2 ) 2 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 3 —(O(CH 2 ) 2 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 4 —(O(CH 2 ) 2 ) 4 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 5 —(O(CH 2 ) 2 ) 5 —, W—(CH 2 ) 2 —(O(CH 2 ) 3 ) 6 —(O(CH 2 ) 2 ) 6 —, W—(CH 2 ) 3 —O—(CH 2 ) 3 —O—(CH 2 ) 2 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 2 —(O(CH 2 ) 2 ) 2 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 3 —(O(CH 2 ) 2 ) 3 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 4 —(O(CH 2 ) 2 ) 4 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 5 —(O(CH 2 ) 2 ) 5 —, W—(CH 2 ) 3 —(O(CH 2 ) 3 ) 6 —(O(CH 2 ) 2 ) 6 —, W—CH 2 —O—(CH 2 ) 2 —O—CH 2 —, W—(CH 2 ) 2 —O—(CH 2 ) 2 —O—CH 2 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 2 —O—(CH 2 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 3 —O—(CH 2 ) 3 —, W—(CH 2 ) 2 —(O(CH 2 ) 2 ) 4 —O—(CH 2 2 ) 3 —, W—(CH 2 ) 5 —(O(CH 2 ) 2 ) 2 —O—(CH 2 ) 5 —, or W—(CH 2 ) 5 —(O(CH 2 ) 2 ) 2 —O—(CH 2 ) 6 —.

5. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 2 , wherein the LIN represents: W—CH 2 CONHCH 2 —, W—(CH 2 ) 2 CONH(CH 2 ) 2 —, W—(CH 2 ) 3 CONH(CH 2 ) 3 —, W—(CH 2 ) 3 CONH(CH 2 ) 4 —, W—(CH 2 ) 4 CONH(CH 2 ) 4 —, W—(CH 2 ) 5 CONH(CH 2 ) 5 —, W—(CH 2 ) 6 CONH (CH 2 ) 7 —, W—(CH 2 ) 6 CONH(CH 2 ) 6 —, W—(CH 2 ) 7 CONH(CH 2 ) 7 —, W—(CH 2 ) 8 CONH(CH 2 ) 8 , W—(CH 2 ) 9 CONH(CH 2 ) 9 —, W—(CH 2 ) 10 CONH(CH 2 ) 10 —, W—(CH 2 ) 2 CONH(CH 2 ) 5 —, W—(CH 2 ) 2 CONH(CH 2 ) 3 —, W—(CH 2 ) 2 CONH(CH 2 ) 4 —, or W—(CH 2 ) 2 CONH(CH 2 ) 2 —O—(CH 2 ) 2 —.

6. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 2 , wherein the LIN represents:

W—CH 2 NHCOCH 2 —, W—(CH 2 ) 2 NHCO(CH 2 ) 2 —, W—(CH 2 ) 3 NHCO(CH 2 ) 3 —, W—(CH 2 ) 3 NHCO(CH 2 ) 4 —, W—(CH 2 ) 4 NHCO(CH 2 ) 4 —, W—(CH 2 ) 5 NHCO(CH 2 ) 5 —, W—(CH 2 ) 6 NHCO(CH 2 ) 7 —, W—(CH 2 ) 6 NHCO(CH 2 ) 6 —, W—(CH 2 ) 7 NHCO(CH 2 ) 7 —, W—(CH 2 ) 3 NHCO(CH 2 ) 8 , W—(CH 2 ) 9 NHCO(CH 2 ) 9 —, W—(CH 2 ) 10 NHCO(CH 2 ) 10 —, W—(CH 2 ) 2 NHCO(CH 2 ) 5 —, W—(CH 2 ) 2 NHCO(CH 2 ) 3 —, W—(CH 2 ) 2 NHCO(CH 2 ) 4 —, W—(CH 2 ) 4 NHCO(CH 2 ) 8 —, or W—(CH 2 ) 2 NHCO(CH 2 ) 2 —O—(CH 2 ) 2 —.

7. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 2 , wherein the LIN represents: W—(CH 2 ) 4 NHCOCH 2 —.

8. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 1 , wherein the LIN represents W—C 1-30 alkylene, wherein the C 1-30 alkylene is a straight or branched C 1-30 alkylene chain substituted by one or more substituents selected from hydroxyl, amino, mercapto, halogen, or a combination thereof.

9. The compound of formula (IV) or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 1 , wherein the LIN represents: W—(CH 2 ) 3 —triazolylene—(CH 2 ) 5 —, W—(CH 2 ) 2 —triazolylene—(CH 2 ) 5 —, W—CH 2 —triazolylene—(CH 2 ) 5 —, W—(CH 2 ) 2 —triazolylene—(CH 2 ) 4 —, W—(CH 2 ) 3 —triazolylene—(CH 2 ) 2 —O (CH 2 ) 2 —, W—(CH 2 ) 2 —triazolylene—(CH 2 ) 2 —O (CH 2 ) 2 —, or W—CH 2 —triazolylene-(CH 2 ) 2 —O (CH 2 ) 2 —.

10. The compound of formula (IV), or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 1 , which is selected from:

2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)acetic acid;

3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)propanoic acid;

2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)ethoxy)acetic acid;

3-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)ethoxy)propanoic acid;

2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)ethoxy)ethoxy)acetic acid;

3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)ethoxy)ethoxy)propanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)-3,6,9,12-tetraoxatetradecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)-3,6,9,12-tetraoxapentadecan-15-oic acid;

17-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)-3,6,9,12,15-pentaoxaheptadecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)-3,6,9,12,15-pentaoxaoctadecan-18-oic acid;

3-(3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)propoxy)propanoic acid;

3-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)propoxy)propanoic acid;

3-(2-(3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)propoxy)ethoxy)propanoic acid;

3-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)propanamido)propanoic acid;

2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)acetic acid;

3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)propanoic acid;

4-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)butanoic acid;

5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)pentanoic acid;

6-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)hexanoic acid;

7-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)heptanoic acid;

8-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)octanoic acid;

9-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)nonanoic acid;

10-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)decanoic acid;

11-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)undecanoic acid;

12-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)dodecanoic acid;

13-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)tridecanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)tetradecanoic acid;

15-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)pentadecanoic acid;

3-(6-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)hexanamido)propanoic acid;

4-((2-(2-aminoethoxy)ethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((3-(2-(3-aminopropoxy)ethoxy)propyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((14-amino-3,6,9,12-tetraoxatetradecyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((17-amino-3,6,9,12,15-pentaoxaheptadecyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)ethyl)amino)-4-oxobutanoic acid;

4-((2-aminoethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((3-aminopropyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((4-aminobutyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-aminopentyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((6-aminohexyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((7-aminoheptyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((8-aminooctyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)pentyl)amino)-4-oxobutanoic acid;

4-((2-(2-azidoethoxy)ethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-azidoethoxy)ethoxy)ethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((14-azido-3,6,9,12-tetraoxatetradecyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((17-azido-3,6,9,12,15-pentaoxaheptadecyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(1-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

4-((2-azidoethyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((3-azidopropyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((4-azidobutyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-azidopentyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((6-azidohexyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((7-azidoheptyl)thio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(1-(5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)pentyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-iodoethoxy)ethylthio)isoindoline-1,3-dione;

4-(2-(2-bromoethoxy)ethylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-iodoethoxy)ethoxy)ethylthio)isoindoline-1,3-dione;

4-(2-(2-(2-bromoethoxy)ethoxy)ethylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylthio)isoindoline-1,3-dione;

4-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethylthio)isoindoline-1,3-dione;

4-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylthio)isoindoline-1,3-dione;

4-(2-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(3-(3-iodopropoxy)propylthio)isoindoline-1,3-dione;

4-(3-(3-bromopropoxy)propylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

3-(3-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)propoxy)propyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(3-(3-iodopropoxy)propoxy)ethylthio)isoindoline-1,3-dione;

4-(2-(3-(3-bromopropoxy)propoxy)ethylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

3-(3-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)ethoxy)propoxy)propyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-iodoethylthio)isoindoline-1,3-dione;

4-(2-bromoethylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(3-iodopropylthio)isoindoline-1,3-dione;

4-(3-bromopropylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

3-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)propyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(4-iodobutylthio)isoindoline-1,3-dione;

4-(4-bromobutylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)butyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(5-iodopentylthio)isoindoline-1,3-dione;

4-(5-bromopentylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

5-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)pentyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(6-iodohexylthio)isoindoline-1,3-dione;

4-(6-bromohexylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

6-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)hexyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(7-iodoheptylthio)isoindoline-1,3-dione;

4-(7-bromoheptylthio)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

7-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylthio)heptyl 4-methylbenzenesulfonate;

2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)acetic acid;

3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)propanoic acid;

2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)acetic acid;

3-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)propanoic acid;

2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)ethoxy)acetic acid;

3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)ethoxy)propanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)-3,6,9,12-tetraoxatetradecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)-3,6,9,12-tetraoxapentadecan-15-oic acid;

17-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)-3,6,9,12,15-pentaoxaheptadecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)-3,6,9,12,15-pentaoxaoctadecan-18-oic acid;

3-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)propanamido)propanoic acid;

2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)acetic acid;

3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)propanoic acid;

4-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)butanoic acid;

5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)pentanoic acid;

6-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)hexanoic acid;

7-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)heptanoic acid;

8-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)octanoic acid;

9-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)nonanoic acid;

10-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)decanoic acid;

11-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)undecanoic acid;

12-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)dodecanoic acid;

13-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)tridecanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)tetradecanoic acid;

15-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)pentadecanoic acid;

3-(6-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)hexanamido)propanoic acid;

4-((2-(2-aminoethoxy)ethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((14-amino-3,6,9,12-tetraoxatetradecyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((17-amino-3,6,9,12,15-pentaoxaheptadecyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)ethyl)amino)-4-oxobutanoic acid;

4-((2-aminoethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((3-aminopropyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((4-aminobutyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-aminopentyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((6-aminohexyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((7-aminoheptyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((8-aminooctyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)pentyl)amino)-4-oxobutanoic acid;

4-((2-(2-azidoethoxy)ethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-azidoethoxy)ethoxy)ethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((14-azido-3,6,9,12-tetraoxatetradecyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((17-azido-3,6,9,12,15-pentaoxaheptadecyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(1-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

4-((2-azidoethyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((3-azidopropyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((4-azidobutyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-azidopentyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((6-azidohexyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((7-azidoheptyl)sulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(1-(5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfinyl)pentyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-iodoethoxy)ethylsulfinyl)isoindoline-1,3-dione;

4-(2-(2-bromoethoxy)ethylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-iodoethoxy)ethoxy)ethylsulfinyl)isoindoline-1,3-dione;

4-(2-(2-(2-bromoethoxy)ethoxy)ethylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylsulfinyl)isoindoline-1,3-dione;

4-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)isoindoline-1,3-dione;

4-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)isoindoline-1,3-dione;

4-(2-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-iodoethylsulfinyl)isoindoline-1,3-dione;

4-(2-bromoethylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(3-iodopropylsulfinyl)isoindoline-1,3-dione;

4-(3-bromopropylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

3-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)propyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(4-iodobutylsulfinyl)isoindoline-1,3-dione;

4-(4-bromobutylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)butyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(5-iodopentylsulfinyl)isoindoline-1,3-dione;

4-(5-bromopentylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

5-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)pentyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(6-iodohexylsulfinyl)isoindoline-1,3-dione;

4-(6-bromohexylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

6-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)hexyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(7-iodoheptylsulfinyl)isoindoline-1,3-dione;

4-(7-bromoheptylsulfinyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

7-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfinyl)heptyl 4-methylbenzenesulfonate;

2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)acetic acid;

3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)propanoic acid;

2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)acetic acid;

3-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)propanoic acid;

2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)ethoxy)acetic acid;

3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)ethoxy)propanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)-3,6,9,12-tetraoxatetradecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)-3,6,9,12-tetraoxapentadecan-15-oic acid;

17-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)-3,6,9,12,15-pentaoxaheptadecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)-3,6,9,12,15-pentaoxaoctadecan-18-oic acid;

3-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)propanamido)propanoic acid;

2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)acetic acid;

3-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)propanoic acid;

4-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)butanoic acid;

5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)pentanoic acid;

6-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)hexanoic acid;

7-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)heptanoic acid;

8-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)octanoic acid;

9-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)nonanoic acid;

10-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)decanoic acid;

11-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)undecanoic acid;

12-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)dodecanoic acid;

13-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)tridecanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)tetradecanoic acid;

15-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)pentadecanoic acid;

3-(6-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)hexanamido)propanoic acid;

4-((2-(2-aminoethoxy)ethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((14-amino-3,6,9,12-tetraoxatetradecyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((17-amino-3,6,9,12,15-pentaoxaheptadecyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)ethyl)amino)-4-oxobutanoic acid;

4-((2-aminoethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((3-aminopropyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((4-aminobutyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-aminopentyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((6-aminohexyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((7-aminoheptyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((8-aminooctyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)pentyl)amino)-4-oxobutanoic acid;

4-((2-(2-azidoethoxy)ethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-azidoethoxy)ethoxy)ethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((14-azido-3,6,9,12-tetraoxatetradecyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((17-azido-3,6,9,12,15-pentaoxaheptadecyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(1-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

4-((2-azidoethyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((3-azidopropyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((4-azidobutyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((5-azidopentyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((6-azidohexyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-((7-azidoheptyl)sulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(1-(5-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)sulfonyl)pentyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-iodoethoxy)ethylsulfonyl)isoindoline-1,3-dione;

4-(2-(2-bromoethoxy)ethylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-iodoethoxy)ethoxy)ethylsulfonyl)isoindoline-1,3-dione;

4-(2-(2-(2-bromoethoxy)ethoxy)ethylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylsulfonyl)isoindoline-1,3-dione;

4-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)isoindoline-1,3-dione;

4-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)isoindoline-1,3-dione;

4-(2-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(2-iodoethylsulfonyl)isoindoline-1,3-dione;

4-(2-bromoethylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

2-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)ethyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(3-iodopropylsulfonyl)isoindoline-1,3-dione;

4-(3-bromopropylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

3-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)propyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(4-iodobutylsulfonyl)isoindoline-1,3-dione;

4-(4-bromobutylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

4-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)butyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(5-iodopentylsulfonyl)isoindoline-1,3-dione;

4-(5-bromopentylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

5-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)pentyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(6-iodohexylsulfonyl)isoindoline-1,3-dione;

4-(6-bromohexylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

6-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)hexyl 4-methylbenzenesulfonate;

2-(2,6-dioxopiperidin-3-yl)-4-(7-iodoheptylsulfonyl)isoindoline-1,3-dione;

4-(7-bromoheptylsulfonyl)-2-(2,6-dioxopiperidin-3-yl)isoindoline-1,3-dione;

7-(2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-ylsulfonyl)heptyl 4-methylbenzenesulfonate;

2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)acetic acid;

3-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)propanoic acid;

2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)ethoxy)acetic acid;

3-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)ethoxy)propanoic acid;

2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)ethoxy)ethoxy)acetic acid;

3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)ethoxy)ethoxy)propanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)-3,6,9,12-tetraoxatetradecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)-3,6,9,12-tetraoxapentadecan-15-oic acid;

17-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)-3,6,9,12,15-pentaoxaheptadecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)-3,6,9,12,15-pentaoxaoctadecan-18-oic acid;

3-(3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)propoxy)propanoic acid;

3-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)propanamido)propanoic acid;

2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)acetic acid;

3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)propanoic acid;

4-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)butanoic acid;

5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)pentanoic acid;

6-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)hexanoic acid;

7-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)heptanoic acid;

8-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)octanoic acid;

9-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)nonanoic acid;

10-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)decanoic acid;

11-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)undecanoic acid;

12-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)dodecanoic acid;

13-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)tridecanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)tetradecanoic acid;

15-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)pentadecanoic acid;

3-(6-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)hexanamido)propanoic acid;

3-(4-((2-(2-aminoethoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(2-(3-aminopropoxy)ethoxy)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((14-amino-3,6,9,12-tetraoxatetradecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((17-amino-3,6,9,12,15-pentaoxaheptadecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-((2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)ethyl)amino)-4-oxobutanoic acid;

3-(4-((2-aminoethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-aminopropyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((4-aminobutyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((5-aminopentyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((6-aminohexyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((7-aminoheptyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((8-aminooctyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-((5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)pentyl)amino)-4-oxobutanoic acid;

3-(4-((2-(2-azidoethoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-azidoethoxy)ethoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((14-azido-3,6,9,12-tetraoxatetradecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((17-azido-3,6,9,12,15-pentaoxaheptadecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(1-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

3-(4-((2-azidoethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-azidopropyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((4-azidobutyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((5-azidopentyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((6-azidohexyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((8-azidooctyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(1-(5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)pentyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

3-(4-(2-(2-iodoethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-bromoethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(3-(3-iodopropoxy)propylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(3-(3-bromopropoxy)propylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(3-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)propoxy)propyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-iodoethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-bromoethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-iodoethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-bromoethylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)ethyl 4-methylbenzenesulfonate;

3-(4-(3-iodopropylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(3-bromopropylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)propyl 4-methylbenzenesulfonate;

3-(4-(4-iodobutylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(4-bromobutylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)butyl 4-methylbenzenesulfonate;

3-(4-(5-iodopentylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(5-bromopentylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

5-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)pentyl 4-methylbenzenesulfonate;

3-(4-(6-iodohexylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(6-bromohexylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

6-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)hexyl 4-methylbenzenesulfonate;

3-(4-(7-iodoheptylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(7-bromoheptylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

7-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylthio)heptyl 4-methylbenzenesulfonate;

2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)acetic acid;

3-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)propanoic acid;

2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)acetic acid;

3-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)propanoic acid;

2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)ethoxy)acetic acid;

3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)ethoxy)ethoxy)propanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)-3,6,9,12-tetraoxatetradecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)-3,6,9,12-tetraoxapentadecan-15-oic acid;

17-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)-3,6,9,12,15-pentaoxaheptadecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)-3,6,9,12,15-pentaoxaoctadecan-18-oic acid;

3-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)propanamido)propanoic acid;

2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)acetic acid;

3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)propanoic acid;

4-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)butanoic acid;

5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)pentanoic acid;

6-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)hexanoic acid;

7-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)heptanoic acid;

8-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)octanoic acid;

9-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)nonanoic acid;

10-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)decanoic acid;

11-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)undecanoic acid;

12-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)dodecanoic acid;

13-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)tridecanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)tetradecanoic acid;

15-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)pentadecanoic acid;

3-(6-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)hexanamido)propanoic acid;

3-(4-((2-(2-aminoethoxy)ethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((14-amino-3,6,9,12-tetraoxatetradecyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((17-amino-3,6,9,12,15-pentaoxaheptadecyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-((2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)ethyl)amino)-4-oxobutanoic acid;

3-(4-((2-aminoethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-aminopropyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((4-aminobutyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((5-aminopentyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((6-aminohexyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((7-aminoheptyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((8-aminooctyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-((5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)pentyl)amino)-4-oxobutanoic acid;

3-(4-((2-(2-azidoethoxy)ethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-azidoethoxy)ethoxy)ethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((14-azido-3,6,9,12-tetraoxatetradecyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((17-azido-3,6,9,12,15-pentaoxaheptadecyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(1-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

3-(4-((2-azidoethyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-azidopropyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((4-azidobutyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((5-azidopentyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((6-azidohexyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((7-azidoheptyl)sulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(1-(5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfinyl)pentyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

3-(4-(2-(2-iodoethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-bromoethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-iodoethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-bromoethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-iodoethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-bromoethylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)ethyl 4-methylbenzenesulfonate;

3-(4-(3-iodopropylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(3-bromopropylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)propyl 4-methylbenzenesulfonate;

3-(4-(4-iodobutylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(4-bromobutylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)butyl 4-methylbenzenesulfonate;

3-(4-(5-iodopentylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(5-bromopentylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

5-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)pentyl 4-methylbenzenesulfonate;

3-(4-(6-iodohexylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(6-bromohexylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

6-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)hexyl 4-methylbenzenesulfonate;

3-(4-(7-iodoheptylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(7-bromoheptylsulfinyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

7-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfinyl)heptyl 4-methylbenzenesulfonate;

2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)acetic acid;

3-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)propanoic acid;

2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)acetic acid;

3-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)propanoic acid;

2-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)ethoxy)acetic acid;

3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)ethoxy)ethoxy)propanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)-3,6,9,12-tetraoxatetradecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)-3,6,9,12-tetraoxapentadecan-15-oic acid;

17-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)-3,6,9,12,15-pentaoxaheptadecanoic acid;

1-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)-3,6,9,12,15-pentaoxaoctadecan-18-oic acid;

3-(3-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)propanamido)propanoic acid;

2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)acetic acid;

3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)propanoic acid;

4-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)butanoic acid;

5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)pentanoic acid;

6-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)hexanoic acid;

7-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)heptanoic acid;

8-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)octanoic acid;

9-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)nonanoic acid;

10-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)decanoic acid;

11-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)undecanoic acid;

12-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)dodecanoic acid;

13-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)tridecanoic acid;

14-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)tetradecanoic acid;

15-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)pentadecanoic acid;

3-(6-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)hexanamido)propanoic acid;

3-(4-((2-(2-aminoethoxy)ethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-aminoethoxy)ethoxy)ethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((14-amino-3,6,9,12-tetraoxatetradecyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((17-amino-3,6,9,12,15-pentaoxaheptadecyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-((2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)ethyl)amino)-4-oxobutanoic acid;

3-(4-((2-aminoethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-aminopropyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((4-aminobutyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((5-aminopentyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((6-aminohexyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((7-aminoheptyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((8-aminooctyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-((5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)pentyl)amino)-4-oxobutanoic acid;

3-(4-((2-(2-azidoethoxy)ethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-azidoethoxy)ethoxy)ethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((14-azido-3,6,9,12-tetraoxatetradecyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((17-azido-3,6,9,12,15-pentaoxaheptadecyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(1-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

3-(4-((2-azidoethyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-azidopropyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((4-azidobutyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((5-azidopentyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((6-azidohexyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((7-azidoheptyl)sulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(1-(5-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)sulfonyl)pentyl)-1H-1,2,3-triazol-4-yl)butanoic acid;

3-(4-(2-(2-iodoethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-bromoethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-iodoethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-bromoethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-(2-(2-(2-(2-(2-iodoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-(2-(2-(2-(2-(2-bromoethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2-(2-(2-(2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(2-iodoethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(2-bromoethylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)ethyl 4-methylbenzenesulfonate;

3-(4-(3-iodopropylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(3-bromopropylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)propyl 4-methylbenzenesulfonate;

3-(4-(4-iodobutylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(4-bromobutylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

4-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)butyl 4-methylbenzenesulfonate;

3-(4-(5-iodopentylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(5-bromopentylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-azidoethoxy)methy1)piperazin-1-y1)methoxy)ethy1)thio)-l-oxoisoindolin-2-yl)piperidine-2,6-di one;

3-(4-((3-(4-(3-azidopropy1)pheny1)propyl)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((3-(4-(3-azidopropy1)piperazin-1-y1)propy1)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((2-((4-((2-iodoethoxy)methy1)benzy1)oxy)ethy1)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((2-((4-((2-iodoethoxy)methy1)piperazin-1-y1)methoxy)ethy1)thio)-1-oxoisoindolin-2-y1) piperidine-2,6-dione;

3-(4-((3-(4-(3-iodopropyl)pheny1)propy1)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((3-(4-(3-iodopropy1)piperazin-1-y1)propy1)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((2-((4-((2-bromoethoxy)methy1)benzy1)oxy)ethy1)thio)-1-oxoisoindo1in-2-y1)piperidine-2,6-dione;

3-(4-((2-((4-((2-bromoethoxy)methy1)piperazin-1-y1)methoxy)ethy1)thio)-l-oxoisoindolin-2-yl)piperidine-2,6-di one;

3-(4-((12-bromododecy1)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((4-(bromomethy1)benzy1)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((3-(4-(3-bromopropy1)pheny1)propyl)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

3-(4-((3-(4-(3-bromopropy1)piperazin-1-y1)propy1)thio)-1-oxoisoindolin-2-y1)piperidine-2,6-dione;

2-((4-((2-((2-(2,6-dioxopiperidin-3-y1)-1-oxoisoindolin-4-y1)thio)ethoxy)methyl)benzy1)oxy)ethyl 4-methy1benzenesulfonate;

5-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)pentyl 4-methylbenzenesulfonate;

3-(4-(6-iodohexylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(6-bromohexylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

6-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)hexyl 4-methylbenzenesulfonate;

3-(4-(7-iodoheptylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-(7-bromoheptylsulfonyl)-1-oxoisoindolin-2-yl)piperidine-2,6-dione; or

7-(2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-ylsulfonyl)heptyl 4-methylbenzenesulfonate.

11. The compound of formula (IV), or a salt, enantiomer, stereoisomer, or solvate thereof according to claim 1 , which is selected from:

N-(4-aminobutyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)thio)acetamide;

N-(4-aminobutyl)-2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)acetamide;

3-((4-((2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)methyl)benzyl)oxy)propanoic acid;

3-((4-((2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)methyl)piperazin-1-yl)methoxy)propanoic acid;

4-(4-(3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)propyl)phenyl)butanoic acid;

4-(4-(3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)propyl)piperazin-1-yl)butanoic acid;

3-(4-((2-((4-((2-aminoethoxy)methyl)benzyl)oxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-aminoethoxy)methyl)piperazin-1-yl)methoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-aminopropyl)phenyl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-aminopropyl)piperazin-1-yl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-azidoethoxy)methyl)benzyl)oxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-azidoethoxy)methyl)piperazin-1-yl)methoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-azidopropyl)phenyl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-azidopropyl)piperazin-1-yl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-iodoethoxy)methyl)benzyl)oxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-iodoethoxy)methyl)piperazin-1-yl)methoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-iodopropyl)phenyl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-iodopropyl)piperazin-1-yl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-bromoethoxy)methyl)benzyl)oxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((2-((4-((2-bromoethoxy)methyl)piperazin-1-yl)methoxy)ethyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((8-bromooctyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((9-bromononyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((10-bromodecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((11-bromoundecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((12-bromododecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((4-(bromomethyl)benzyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-bromopropyl)phenyl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((3-(4-(3-bromopropyl)piperazin-1-yl)propyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

2-((4-((2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)methyl)benzyl)oxy)ethyl 4-methylbenzenesulfonate;

2-((4-((2-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)ethoxy)methyl)piperazin-1-yl)methoxy)ethyl 4-methylbenzenesulfonate;

3-(4-(3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)propyl)phenyl)propyl 4-methylbenzenesulfonate;

3-(4-(3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)thio)propyl)piperazin-1-yl)propyl 4-methylbenzenesulfonate;

3-(4-((9-azidononyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((10-azidodecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione;

3-(4-((11-azidoundecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione; or

3-(4-((12-azidododecyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione.

12. A pharmaceutical composition comprising the compound of formula (IV) according to claim 1 or a pharmaceutically acceptable salt thereof, and at least one pharmaceutically acceptable carrier.

13. The pharmaceutical composition according to claim 7 , further comprising at least one additional therapeutic agent.

14. The pharmaceutical composition according to claim 7 , further comprising at least one additional therapeutic agent, wherein the at least one additional therapeutic agent is a cancer treatment agent.

15. A method, comprising: preparing the compound of formula (I) from a compound of formula (IV):

wherein formula (I) is:

wherein SMBP is covalently bonded to ULM through a linking group LIN;

wherein SMBP represents a small molecule compound or its derivative capable of binding protein; and

wherein LIN-ULM represents the chemical structure of the following formula (II):

wherein

A represents CH 2 or CO,

B, X, Y, and Z represent CH,

R represents S, SO, or SO 2 , and

LIN is a linking group and represents —U-alkylene-,

wherein -alkylene- is an alkylene group that is a linear or branched alkylene group optionally interrupted one or more times by one or more groups selected from the group consisting of O, CONH, NHCO, NH, alkynylene, alkenylene, cycloalkylene, arylene, heterocyclylene, heteroarylene, or any combination thereof,

wherein the linear or branched alkylene group is optionally substituted with one or more substituents, and

wherein —U— is a group that represents CO or NH, or the group —U— is absent;

or a salt, enantiomer, stereoisomer, or solvate thereof; and

wherein formula (IV) is:

wherein,

A represents CH 2 or CO,

B, X, Y, and Z represent CH, R represents S, SO, or SO 2 , and

LIN is a linking group and represents —W-alkylene-,

wherein -alkylene- is an alkylene group that is a linear or branched alkylene group optionally interrupted one or more times by one or more groups selected from the group consisting of O, CONH, NHCO, NH, or any combination thereof,

wherein the linear or branched alkylene group is optionally substituted with one or more substituents selected from hydroxyl, amino, mercapto and halogen, or

the LIN represents: W—(CH 2 ) n11 -triazolylene-(CH 2 ) n12 —, W—(CH 2 ) n11 —triazolylene-(CH 2 ) n12 —(O(CH 2 ) n13 ) m11 —, W—(CH 2 ) n11 —(O (CH 2 ) n12 ) m11 —O—(CH 2 ) n13 -triazolylene-(CH 2 ) n14 —(O(CH 2 ) n15 ) m12 —O—(CH 2 ) n16 —, W—(CH 2 ) n11 -triazolylene-(CH 2 ) n12 —(O(CH 2 ) n13 ) m11 -O—(CH 2 ) n14 —, or W—(CH 2 ) n11 —(O(CH 2 ) n12 ) m11 —O—(CH 2 ) n13 -triazolylene-(CH 2 ) n14 —; and

wherein n 11 , n 12 , n 13 , n 14 , n 15 , n 16 , m 11 , m 12 each independently represent an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16,17, 18, 19, or 20; or

the LIN represents: W—(CH 2 ) 2 —O—CH 2 -phenylene-CH 2 —O—(CH 2 ) 2 —, W—CH 2 - phenylene-CH 2 —, W—(CH 2 ) 3 -phenylene-(CH 2 ) 3 —, W—(CH 2 ) 2 —O—CH 2 —piperazinylene-CH 2 —O—(CH 2 ) 2 —, or W—(CH 2 ) 3 -piperazinylene-(CH 2 ) 3 —;

wherein —W— represents, N 3 , CHO, COOH NH 2 , halogen, methanesulfonyloxy, trifluoromethanesulfonyloxy, or p-toluenesulfonyloxy;

or a salt, enantiomer, stereoisomer, or solvate thereof.

16. A method of treating a cancer in a subject, comprising administering to the subject a therapeutically effective amount of a compound of formula (IV) or a pharmaceutically acceptable salt thereof, or a pharmaceutical composition according to claim 12 ,

wherein the compound of formula (IV) is:

wherein,

A represents CH 2 or CO,

B, X, Y, and Z represent CH,

R represents S, SO, or SO 2 , and

LIN is a linking group and represents-W-alkylene-,

wherein-alkylene-is an alkylene group that is a linear or branched alkylene group optionally interrupted one or more times by one or more groups selected from the group consisting of O, CONH, NHCO, NH, or any combination thereof,

wherein the linear or branched alkylene group is optionally substituted with one or more substituents selected from hydroxyl, amino, mercapto and halogen, or

the LIN represents: W—(CH 2 ) n11 -triazolylene-(CH 2 ) n12 —, W—(CH 2 ) n11 —triazolylene-(CH 2 ) n12 —(O(CH 2 ) n13 ) m11 —, W—(CH 2 ) n11 —(O (CH 2 ) n12 ) m11 —O—(CH 2 ) n13 -triazolylene-(CH 2 ) n14 —(O(CH 2 ) n15 ) m12 —O—(CH 2 ) n16 —, W—(CH 2 ) n11 -triazolylene-(CH 2 ) n12 —(O(CH 2 ) n13 ) m11 -O—(CH 2 ) n14 —, or W—(CH 2 ) n11 —(O(CH 2 ) n12 ) m11 —O—(CH 2 ) n13 -triazolylene-(CH 2 ) n14 —; and

wherein n11, n12, n13, n14, n15, n16, m11, m12 each independently represent an integer of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16,17, 18, 19, or 20; or

the LIN represents: W—(CH 2 ) 2 —O—CH 2 -phenylene-CH 2 —O—(CH 2 ) 2 —, W—CH 2 - phenylene-CH 2 —, W—(CH 2 ) 3 -phenylene-(CH 2 ) 3 —, W—(CH 2 ) 2 —O—CH 2 —piperazinylene-CH 2 —O—(CH 2 ) 2 —, or W—(CH 2 ) 3 -piperazinylene-(CH 2 ) 3 —;

wherein —U— is a group that represents CO or NH, or the group —U— is

wherein -W- represents, N 3 , CHO, COOH, NH 2 , halogen, methanesulfonyloxy, trifluoromethanesulfonyloxy, or p-toluenesulfonyloxy.

17. The method according to claim 16 , wherein the administering to the subject is carried out through at least one mode of administration selected from nasal administration, inhalation administration, topical administration, oral administration, oral mucosal administration, rectal administration, pleural administration, peritoneal administration, vaginal administration, intramuscular administration, subcutaneous administration, transdermal administration, epidural administration, intrathecal administration and intravenous administration.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 29, 2023
From: YANG, XIAOBAO; JIANG, BIAO; SUN, RENHONG; REN, CHAOWEI; SUN, NING; KONG, YING; LI, YAN; CHEN, JINJU; YIN, QIANQIAN; SONG, XIAOLING; ZHAO, QUANJU; QUI, XING
To: SHANGHAITECH UNIVERSITY
Reel/Frame 065983/0832 →
Priority Claims (1)
CN 201810312040.8 · Apr 9, 2018 · national
Continuity (1)
Related Publication 20220117982A1 · Apr 21, 2022
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