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:
Oct. 10, 2017

Filed:

Aug. 03, 2016
Applicant:

Quadriga Biosciences, Inc., Los Altos, CA (US);

Inventors:

Bernd Jandeleit, Menlo Park, CA (US);

Wolf-Nicolas Fischer, Sunnyvale, CA (US);

Kerry J. Koller, San Francisco, CA (US);

Gordon Ringold, Los Altos Hills, CA (US);

Assignee:

Quadriga Biosciences, Inc., Los Altos, CA (US);

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C 229/42 (2006.01); A61K 45/06 (2006.01); A61K 31/519 (2006.01); A61K 31/365 (2006.01); A61K 31/42 (2006.01); A61K 31/196 (2006.01); C07F 9/48 (2006.01); A61K 31/662 (2006.01); C07C 309/69 (2006.01); A61K 31/255 (2006.01); A61K 31/197 (2006.01); C07C 229/22 (2006.01); C07C 271/46 (2006.01); A61K 31/27 (2006.01); C07C 271/14 (2006.01); C07C 239/20 (2006.01); C07C 237/30 (2006.01); C07C 229/60 (2006.01); A61K 31/245 (2006.01); C07C 233/54 (2006.01); C07D 303/32 (2006.01); A61K 31/336 (2006.01); A61K 31/137 (2006.01); C07C 271/22 (2006.01); C07C 291/04 (2006.01); C07C 215/68 (2006.01); C07C 229/34 (2006.01); C07C 237/04 (2006.01); C07D 303/36 (2006.01);
U.S. Cl.
CPC ...
C07C 229/42 (2013.01); A61K 31/137 (2013.01); A61K 31/196 (2013.01); A61K 31/197 (2013.01); A61K 31/245 (2013.01); A61K 31/255 (2013.01); A61K 31/27 (2013.01); A61K 31/336 (2013.01); A61K 31/365 (2013.01); A61K 31/42 (2013.01); A61K 31/519 (2013.01); A61K 31/662 (2013.01); A61K 45/06 (2013.01); C07C 215/68 (2013.01); C07C 229/22 (2013.01); C07C 229/34 (2013.01); C07C 229/60 (2013.01); C07C 233/54 (2013.01); C07C 237/04 (2013.01); C07C 237/30 (2013.01); C07C 239/20 (2013.01); C07C 271/14 (2013.01); C07C 271/22 (2013.01); C07C 271/46 (2013.01); C07C 291/04 (2013.01); C07C 309/69 (2013.01); C07D 303/32 (2013.01); C07D 303/36 (2013.01); C07F 9/4808 (2013.01); C07B 2200/07 (2013.01);
Abstract

β-Substituted β-amino acids, β-substituted β-amino acid derivatives, and β-substituted β-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and methods of using the compounds for treating cancer are also disclosed. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs exhibit selective uptake in tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted β-amino acid derivatives and β-substituted β-amino acid analogs and (bio)isosteres exhibit cytotoxicity toward several tumor types.


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