IP Library Patent Application 17231482
Patent Application
App. No. 17/231,482

Modulators of the Cystic Fibrosis Transmembrane Conductance Regulator Protein and Methods of Use

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Patent No.
US None
App. No.
17/231,482
Abstract

The invention discloses compounds of Formula (I), wherein A 1 , R 1 , R 2 , R 3 , R 4 , and n are as defined herein. The present invention relates to compounds and their use in the treatment of cystic fibrosis, methods for their production, pharmaceutical compositions comprising the same, and methods of treating cystic fibrosis by administering a compound of the invention.

Claims (34)

1 . A compound selected from the group consisting of:

1-{5-ethyl-2-[(propan-2-yl)oxy]pyridin-3-yl}-N-(1H-indole-4-sulfonyl)cyclopropane-1-carboxamide;

1-[5-methyl-2-(2-methylpropoxy)pyridin-3-yl]-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-[5-methyl-2-(2-methylpropoxy)pyridin-3-yl]-N-(2-methylquinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{5-cyclopropyl-2-[(propan-2-yl)oxy]pyridin-3-yl}-N-(1H-indole-4-sulfonyl)cyclopropane-1-carboxamide;

1-{2-[(propan-2-yl)oxy]-5-(pyrrolidin-1-yl)pyridin-3-yl}-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

N-(2-methylquinoline-5-sulfonyl)-1-{2-[(propan-2-yl)oxy]-5-(pyrrolidin-1-yl)pyridin-3-yl}cyclopropane-1-carboxamide;

1-(5-ethyl-2-{[(2R)-1-methoxypropan-2-yl]oxy}phenyl)-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{2-[(2S)-2-methoxypropoxy]-5-methylphenyl}-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{2-[(2S)-2-methoxypropoxy]-5-methylphenyl}-N-(2-methylquinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{5-ethyl-2-[(propan-2-yl)oxy]pyridin-3-yl}-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide; and

1-[5-cyclopropyl-2-(2-methylpropoxy)pyridin-3-yl]-N-(2-methylquinoline-5-sulfonyl)cyclopropane-1-carboxamide.

2 . A compound, or a pharmaceutically acceptable salt thereof, wherein the compound is selected from the group consisting of:

1-{5-ethyl-2-[(propan-2-yl)oxy]pyridin-3-yl}-N-(1H-indole-4-sulfonyl)cyclopropane-1-carboxamide;

1-[5-methyl-2-(2-methylpropoxy)pyridin-3-yl]-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-[5-methyl-2-(2-methylpropoxy)pyridin-3-yl]-N-(2-methylquinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{5-cyclopropyl-2-[(propan-2-yl)oxy]pyridin-3-yl}-N-(1H-indole-4-sulfonyl)cyclopropane-1-carboxamide;

1-{2-[(propan-2-yl)oxy]-5-(pyrrolidin-1-yl)pyridin-3-yl}-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

N-(2-methylquinoline-5-sulfonyl)-1-{2-[(propan-2-yl)oxy]-5-(pyrrolidin-1-yl)pyridin-3-y}cyclopropane-1-carboxamide;

1-(5-ethyl-2-{[(2R)-1-methoxypropan-2-yl]oxy}phenyl)-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{2-[(2S)-2-methoxypropoxy]-5-methylphenyl}-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{2-[(2S)-2-methoxypropoxy]-5-methylphenyl}-N-(2-methylquinoline-5-sulfonyl)cyclopropane-1-carboxamide;

1-{5-ethyl-2-[(propan-2-yl)oxy]pyridin-3-yl}-N-(quinoline-5-sulfonyl)cyclopropane-1-carboxamide; and

1-[5-cyclopropyl-2-(2-methylpropoxy)pyridin-3-yl]-N-(2-methylquinoline-5-sulfonyl)cyclopropane-1-carboxamide.

3 . A method for treating cystic fibrosis in a subject comprising administering a therapeutically effective amount of a compound of claim 1 to a subject in need thereof.

4 . A method for treating cystic fibrosis in a subject comprising administering a compound of claim 1 , one or more potentiators, and one or more additional correctors, to a subject in need thereof.

5 . A method for treating cystic fibrosis in a subject comprising administering a compound of claim 1 and one or more additional therapeutic agents.

6 . The method of claim 5 wherein the additional therapeutic agents are selected from the group consisting of CFTR modulators and CFTR amplifiers.

7 . The method of claim 5 wherein the additional therapeutic agents are CFTR modulators.

8 . A pharmaceutical composition comprising a therapeutically effective amount of a compound of claim 1 in combination with a pharmaceutically acceptable carrier.

9 . A pharmaceutical composition comprising a compound of claim 1 , one or more potentiators, and one or more additional correctors.

10 . A pharmaceutical composition comprising a compound of claim 1 and one or more additional therapeutic agents.

11 . The pharmaceutical composition of claim 10 wherein the additional therapeutic agents are selected from the group consisting of CFTR modulators and CFTR amplifiers.

12 . The pharmaceutical composition of claim 10 wherein the additional therapeutic agents are CFTR modulators.

Assignments (8)
MERGER Recorded Mar 15, 2023
From: ABBVIE GLOBAL LIMITED
To: ABBVIE GLOBAL ENTERPRISES LTD.
Reel/Frame 062991/0634 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 15, 2023
From: ABBVIE OVERSEAS S.Á.R.L.
To: ABBVIE GLOBAL LIMITED
Reel/Frame 063100/0241 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2023
From: DESROY, NICOLAS; HOUSSEMAN, CHRISTOPHER GAËTEN; MERAYO, NURIA MERAYO; PIZZONERO, MATHIEU RAFAËL; PICOLET, OLIVIER LAURENT; COUTY, SYLVAIN; MAI, THI THU TRANG
To: GALAPAGOS SASU
Reel/Frame 062812/0316 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2023
From: MALAGU, KARINE FABIENNE
To: CHARLES RIVER DISCOVERY RESEARCH SERVICES UK LIMITED
Reel/Frame 062812/0465 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2023
From: ALTENBACH, ROBERT; BOGDAN, ANDREW; GFESSER, GREGORY A.; KYM, PHILIP R.; LIU, BO; SEARLE, XENIA; WANG, XUEQING; YEUNG, MING CLINTON
To: ABBVIE S.Á.R.L.
Reel/Frame 062811/0632 →
MERGER Recorded Feb 27, 2023
From: ABBVIE S.Á.R.L.
To: ABBVIE OVERSEAS S.Á.R.L.
Reel/Frame 062880/0489 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2023
From: VAN DER PLAS, STEVEN EMIEL; GALAPAGOS SASU; CHARLES RIVER DISCOVERY RESEARCH SERVICES UK LIMITED
To: GALAPAGOS NV
Reel/Frame 062812/0588 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2023
From: ALTENBACH, ROBERT; BOGDAN, ANDREW; GFESSER, GREGORY A.; KYM, PHILIP R.; LIU, BO; SEARLE, XENIA; WANG, XUEQING; YEUNG, MING CLINTON
To: ABBVIE S.Á.R.L.
Reel/Frame 062811/0876 →