IP Library Granted Patent US 10,746,741
Granted Patent B2
US 10,746,741 · App. 16/723,319 · Granted Aug 18, 2020

CA IX—NIR dyes and their uses

Inventors: Sumith A Kularatne (West Lafayette, IN); Pravin Gagare (West Lafayette, IN); Ananda Kumar Kanduluru (West Lafayette, IN)
Assignee: On Target Laboratories, LLC
G01N33/583A61B1/00009A61B1/043A61B5/0071A61B5/0073A61B5/0084A61B5/7282C07D209/12C07D311/90C09B23/0008C09B23/0025C09B23/0066C09B23/166C12Y402/01001G01N33/573G01N33/574G01N33/57484G01N33/582A61B90/20A61B90/30A61B2090/373A61B2090/502A61B2560/0431A61K49/0017A61K49/0032G01N2333/988
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Quick Facts
Patent No.
US 10,746,741
App. No.
16/723,319
Granted
Aug 18, 2020
Kind
B2
Abstract

The present disclosure relates to compounds that are useful as near-infrared fluorescence probes, wherein the compounds include i) a ligand that binds to the active site of carbonic anhydrase, ii) a dye molecule, and iii) a linker molecule that comprises an amino acid, amide, ureido, or polyethylene glycol derivative thereof. The disclosure further describes methods and compositions for making and using the compounds, methods incorporating the compounds, and kits incorporating the compounds.

Claims (14)

1. A kit comprising:

a first compound having the formula:

B—W—X—Y—Z

wherein B is a CA IX-targeted molecule is selected from the group consisting of

wherein n is 0, 1, 2, or 3; m is 0, 1, 2, 3, 4, or 5 and p is 0, 1, 2, or 3;

W is an extended hydrophobic residue;

X is a hydrophobic spacer;

Y is an amino acid spacer; and

Z is a NIR dye; and

a second compound, wherein the second compound comprises a pteroyl ligand conjugated to an amino acid linking group or a PSMA-targeting compound conjugated to an amino acid linking group.

2. The kit of claim 1 , wherein the kit comprises the second compound and a third compound, wherein the second compound comprises the pteroyl ligand conjugated to the amino acid linking group and the third compound comprises the PSMA-targeting compound conjugated to the amino acid linking group.

3. The kit of claim 1 , wherein Z is selected from the group consisting of LS288, IR800, SP054, S0121, S2076, S0456,

wherein R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 , R 48 , ═H or SO 3 H, and X=O, S, or N.

4. The kit of claim 3 , wherein Z is S0456.

Assignments (1)
CHANGE OF NAME Recorded May 15, 2024
From: ON TARGET LABORATORIES, LLC
To: ON TARGET LABORATORIES, INC.
Reel/Frame 067419/0833 →
Continuity (3)
Continuation 15461361 · Mar 16, 2017
Provisional Application 62309412 · Mar 16, 2016
Related Publication 20200174009A1 · Jun 4, 2020