IP Library Granted Patent US 9,169,242
Granted Patent B2
US 9,169,242 · App. 13/882,567 · Granted Oct 27, 2015

Oxazoline and isoxazoline derivatives as CRAC modulators

Inventors: Nageswara Rao Irlapati (Maharashtra, IN); Gokul Keruji Deshmukh (Maharashtra, IN); Vijay Pandurang Karche (Maharashtra, IN); Santosh Madhukar Jachak (Maharashtra, IN); Neelima Sinha (Maharashtra, IN); Venkata P. Palle (Maharashtra, IN); Rajender Kumar Kamboj (Maharashtra, IN)
Assignee: LUPIN LIMITED
C07D417/14C07D261/12C07D413/10C07D413/14
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Quick Facts
Patent No.
US 9,169,242
App. No.
13/882,567
Granted
Oct 27, 2015
Kind
B2
Abstract

The present invention relates to compounds that are useful for treating, preventing and/or managing the diseases, disorders, syndromes or conditions associated with the modulation of CRAC and to processes for preparing these compounds. The invention further relates to methods of treating, preventing managing and/or lessening the diseases, disorders, syndromes or conditions associated with the modulation of CRAC by these compounds.

Claims (26)

1. A compound of the structure of Formula(I):

wherein,

R 1 , which may be same or different at each occurrence, is independently selected from halo, alkyl, haloalkyl, alkoxy and cycloalkyl;

R 2 is selected from hydrogen, halo, hydroxyl, alkyl, haloalkyl, alkoxy, haloalkoxy, and cycloalkyl;

R is alkyl; and

p is an integer ranging from 0 to 2, both inclusive;

or a pharmaceutically acceptable salt thereof or stereoisomers thereof.

2. The compound of claim 1 , which is selected from:

2,6-Difluoro-N-(2′-methyl-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)benzamide,

N-(5′-(4-Ethyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-2′-methyl-[1,1′-biphenyl]-4-yl)-2,6-difluorobenzamide,

2,6-Difluoro-N-(2′-methyl-5′-(5-oxo-4-propyl-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)benzamide,

N-(2′-Ethyl-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)-2,6-difluorobenzamide,

2-Chloro-N-(2′-ethyl-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)-6-fluorobenzamide,

N-(2′-Ethyl-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)-2-fluoro-6-methylbenzamide,

2,6-Difluoro-N-(2′-methoxy-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)benzamide,

2-Chloro-6-fluoro-N-(2′-methoxy-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)benzamide,

2-Fluoro-N-(2′-methoxy-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)41,1′-biphenyl]-4-yl)-6-methylbenzamide,

4-Ethyl-N-(2′-methoxy-5′-(4-methyl-5-oxo-4,5dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)benzamide,

N-(2′-(Difluoromethoxy)-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)-2,6-difluorobenzamide,

N-(2′-Chloro-5′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)-2,6-difluorobenzamide,

2,6-Difluoro-N-(2′-methyl-3′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)1,1′-biphenyl]-4-yl)benzamide,

2-Chloro-6-fluoro-N-(2′-methyl-3′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)benzamide, and

N-(2′-ethyl-3′-(4-methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)-[1,1′-biphenyl]-4-yl)-2,6-difluorobenzamide,

or a pharmaceutically acceptable salt thereof.

3. A pharmaceutical composition comprising one or more compounds of Formula (I) according to claim 1 and one or more pharmaceutically acceptable excipients.

4. A pharmaceutical composition comprising one or more compounds according to claim 2 and one or more pharmaceutically acceptable excipients.

Assignments (2)
CHANGE OF ADDRESS Recorded Jan 27, 2017
From: LUPIN LIMITED
To: LUPIN LIMITED
Reel/Frame 041936/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2013
From: IRLAPATI, NAGESWARA RAO; DESHMUKH, GOKUL KERUJI; KARCHE, VIJAY PANDURANG; JACHAK, SANTOSH MADHUKAR; SINHA, NEELIMA; PALLE, VENKATA P.; KAMBOJ, RAJENDER KUMAR
To: LUPIN LIMITED
Reel/Frame 030329/0753 →
Priority Claims (2)
IN 1215/KOL/2010 · Oct 30, 2010 · national
IN 473/KOL/2011 · Apr 1, 2011 · national
Continuity (1)
Related Publication 20130225600A1 · Aug 29, 2013