IP Library Granted Patent US 6,903,079
Granted Patent B2
US 6,903,079 · App. 10/320,780 · Granted Jun 7, 2005

Nucleoside compounds and compositions thereof

Assignee: Inotek Pharmaceuticals Corporation
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 6,903,079
App. No.
10/320,780
Granted
Jun 7, 2005
Kind
B2
Abstract

The invention provides a novel class of substituted nucleoside derivatives having the formula: A-Z1-L-Z2-G wherein: A and G are connected via Z 1 and Z 2 respectively, to a linker, L; and A is: wherein: X 1 and X 2 are N; X 3 is —N═CH; R 1 and R 2 are independently H, alkyl, NH 2 , OH, SH, Cl, NHR 9 , or N═NR 9 , where R 9 is alkyl, aryl, or arylalkyl; R 5 and R 6 are independently alkyl, or R 5 and R 6 taken together form a —C(CH 3 ) 2 — group; Z 1 is —CH 2 O—, —CH 2 NR 10 —, —CH 2 NR 10 C(O)—, —CONR 10 —, —CO 2 —, —CH 2 NHCONH—, —CH 2 —, —CH 2 NHCSNH—, —CO—, —CH 2 CO 2 —, —NHCO 2 —, —S—, —SO 2 —, —CH 2 S—, or —SO—; Z 2 is —NR 10 CO—, —C(O)NR 10 —, —NHCONH—, —OC(O)—, —C(O)O—, NHCS, —CSNH—, —NHCSNH—, —O—, —CO—, —OCO—, —OCONH—, —NH—, —CH 2 —, —CH—alkyl—, —NHCO 2 —, —S—, —SO 2 —, CS—, or —SO—; L is H, O, S, C1-15 alkylene chain optionally substituted in one or more positions, a 5, 6 or 7 membered carbocycle, piperidine, piperazine, pyrole, imidazole, benzimidazole, tetrazoles, indole, isoquinoline, quinoline, or pyrrolidine, any of the 5, 6 or 7 membered carbocycle, piperidine, piperazine, pyrole, imidazole, benzimidazole, tetrazoles, indole, isoquinoline, quinoline, or pyrrolidine groups being unsubstituted or substituted with one or more lower alkyl, hydroxyl, keto, amino, aminoalkyl, halo, or alkoxy groups, provided that L is not H when Z 1 is O, and when L=H, Z 2 and G are absent; and G is H, OH, SH, NH 2 , CO 2 H, unsubstituted or substituted alkyl, aryl, alkylaryl, carbocyclic, biphenyl, piperidine, piperazine, pyrole, imidazole, benzimidazole, tetrazole, indole, isoquinoline, quinoline, isoindolinyl, tetrahydroindolinonyl, phthalimidyl, or pyrrolidine. Pharmaceutical compositions, and methods of making and using the compounds, or pharmaceutically acceptable salts, hydrates, or mixtures thereof are also described.

Claims (26)

1. A compound having the formula:

or a pharmaceutically acceptable salt thereof,

wherein:

R is —(CH 2 ) n —, —CH(OH)—CH(OH)—, —CH(OC(O)CH 3 )—CH(OC(O)CH 3 )—, —CF 2 CF 2 —, —CH 2 OCH 2 —, —NHCH 2 — or —CH 2 CH(OH)CH 2 —; and

n is an integer ranging from 1 to 8.

2. A compound having the formula:

or a pharmaceutically acceptable salt thereof,

wherein:

R is —H, —CH 3 or —CH 2 CH 3 ; and

n is 1 or 2.

3. A compound having the structure:

or a pharmaceutically acceptable salt thereof.

4. A compound having the structure:

or a pharmaceutically acceptable salt thereof.

5. A compound having the formula:

or a pharmaceutically acceptable salt thereof,

wherein:

R is

6. A compound having the structure:

or a pharmaceutically acceptable salt thereof.

7. A composition comprising a pharmacologically effective amount of the compound or pharmaceutically acceptable salt of the compound of claim 1 and a pharmaceutically acceptable carrier.

8. A composition comprising a pharmacologically effective amount of the compound or pharmaceutically acceptable salt of the compound of claim 2 and a pharmaceutically acceptable carrier.

9. A composition comprising a pharmacologically effective amount of the compound or pharmaceutically acceptable salt of the compound of claim 3 and a pharmaceutically acceptable carrier.

10. A composition comprising a pharmacologically effective amount of the compound or pharmaceutically acceptable salt of the compound of claim 4 and a pharmaceutically acceptable carrier.

11. A composition comprising a pharmacologically effective amount of the compound or pharmaceutically acceptable salt of the compound of claim 5 and a pharmaceutically acceptable carrier.

12. A composition comprising a pharmacologically effective amount of the compound or pharmaceutically acceptable salt of the compound of claim 6 and a pharmaceutically acceptable carrier.

Continuity (3)
Division 0976605300 · Jan 19, 2001
Provisional Application 6019562200 · Apr 6, 2000
Related Publication 20030149050A1 · Aug 7, 2003