The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jun. 12, 2018

Filed:

Jul. 05, 2016
Applicant:

Washington University, Saint Louis, MO (US);

Inventors:

Robert Mach, Philadelphia, PA (US);

Wenhua Chu, Saint Louis, MO (US);

Dong Zhou, Ballwin, MO (US);

Loren Michel, Clayton, MO (US);

Delphine Chen, Brentwood, MO (US);

Assignee:

WASHINGTON UNIVERSITY, St. Louis, MO (US);

Attorneys:
Primary Examiner:
Assistant Examiner:
Int. Cl.
CPC ...
A61K 51/00 (2006.01); A61K 51/04 (2006.01); C07D 403/12 (2006.01); C07D 235/18 (2006.01); C07D 487/04 (2006.01); A61B 6/03 (2006.01);
U.S. Cl.
CPC ...
A61K 51/0468 (2013.01); A61B 6/037 (2013.01); C07D 235/18 (2013.01); C07D 403/12 (2013.01); C07D 487/04 (2013.01);
Abstract

Disclosed are PARP-1 inhibitors, which can beF-labeled for use as tracers in positron emission tomographic (PET) imaging. Further disclosed are methods of synthesis. Of the compounds synthesized, 2-[p-(2-Fluoroethoxy)phenyl]-1.3.10-triazatricyclo[6.4.1.0]trideca-2,4(13),5,7-tetraen-9-one (12) had the highest inhibition potency for PARP-1 (IC=6.3 nM). Synthesis of [F]-12 is disclosed under conventional conditions in high specific activity with 40-50% decay-corrected yield. MicroPET imaging using [F]-12 in MDA-MB-436 tumor-bearing mice demonstrated accumulation of [F]-12 in a tumor. Binding, can be blocked by olaparib. The compounds have utility for tumor imaging.


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