US20190144402 1,2,4-oxadiazole derivatives as immunomodulators

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United States of America

Application Number 16192030

Application Date 15.11.2018

Publication Number 20190144402

Publication Date 16.05.2019

Grant Number 10590093

Grant Date 17.03.2020

Publication Kind B2

IPC

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Applicants Pottayil Govindan Nair Sasikumar
Aurigene Discovery Technologies Limited
Muralidhara Ramachandra
Seetharamaiah Setty Sudarshan Naremaddepalli

Inventors Pottayil Govindan Nair Sasikumar
Muralidhara Ramachandra
Seetharamaiah Setty Sudarshan Naremaddepalli

Agents Benjamin Aaron Adler

Priority Data 4011/CHE/2013 06.09.2013 IN

Title

(EN) 1,2,4-oxadiazole derivatives as immunomodulators

Abstract

(EN)

The present invention relates to methods of modulating an immune response mediated by a PD-1 signaling pathway and of treating a cancer or an infectious disease. A subject is administered a compound(s) or a pharmaceutically acceptable salt or pharmaceutically acceptable composition thereof of formula (I)

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In the ring Q is S or O. R₁substituents are an optionally substituted side chain of the amino acid Ser or Thr and R₃substituents are a side chain of the amino acids Asn, Asp, Gln, or Glu. R₂is hydrogen or —CO-Aaa and Aaa is Thr or Ser with a free, amidated or esterified C-terminus. R₄and R₅are independently hydrogen or absent. R₆is hydrogen, alkyl or acyl.

C	CHEMISTRY; METALLURGY
07	ORGANIC CHEMISTRY
D	HETEROCYCLIC COMPOUNDS
271	Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
02	not condensed with other rings
06	1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles

C	CHEMISTRY; METALLURGY
07	ORGANIC CHEMISTRY
D	HETEROCYCLIC COMPOUNDS
273	Heterocyclic compounds containing rings having nitrogen and oxygen atoms as the only ring hetero atoms, not provided for by groups C07D261/-C07D271/183
08	having two nitrogen atoms and more than one oxygen atom

A	HUMAN NECESSITIES
61	MEDICAL OR VETERINARY SCIENCE; HYGIENE
K	PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
31	Medicinal preparations containing organic active ingredients
33	Heterocyclic compounds
395	having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
41	having five-membered rings with two or more ring hetero atoms, at least one of which is nitrogen, e.g. tetrazole
433	Thiadiazoles

A	HUMAN NECESSITIES
61	MEDICAL OR VETERINARY SCIENCE; HYGIENE
K	PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
31	Medicinal preparations containing organic active ingredients
33	Heterocyclic compounds
395	having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
41	having five-membered rings with two or more ring hetero atoms, at least one of which is nitrogen, e.g. tetrazole
4245	Oxadiazoles

A	HUMAN NECESSITIES
61	MEDICAL OR VETERINARY SCIENCE; HYGIENE
K	PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
45	Medicinal preparations containing active ingredients not provided for in groups A61K31/-A61K41/132
06	Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca

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1. US20190144402 - 1,2,4-oxadiazole derivatives as immunomodulators