IP Library Granted Patent US 11,001,583
Granted Patent B2
US 11,001,583 · App. 16/394,764 · Granted May 11, 2021

Dihydropyrrolopyridine inhibitors of ROR-gamma

Inventors: David A. Claremon (Maple Glen, PA); Lawrence Wayne Dillard (Yardley, PA); Chengguo Dong (Staten Island, NY); Yi Fan (Doylestown, PA); Stephen D. Lotesta (Burlington, NJ); Andrew Marcus (Media, PA); Suresh B. Singh (Kendall Park, NJ); Colin M. Tice (Maple Glen, PA); Jing Yuan (Lansdale, PA); Wei Zhao (North Potomac, MD); Linghang Zhuang (Chalfont, PA)
Assignee: Vitae Pharmaceuticals, LLC
C07D471/04
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Quick Facts
Patent No.
US 11,001,583
App. No.
16/394,764
Granted
May 11, 2021
Kind
B2
Abstract

Provided are novel compounds of Formula (I): pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, which are useful in the treatment of diseases and disorders mediated by RORγ. Also provided are pharmaceutical compositions comprising the novel compounds of Formula (I) and methods for their use in treating one or more inflammatory, metabolic, autoimmune and other diseases or disorders.

Claims (23)

1. A compound of the Formula:

or a pharmaceutically acceptable salt thereof, wherein

R 2 is (C 1 -C 3 )alkyl;

Cy 1 is phenyl or pyridyl, each substituted with (C 1 -C 3 )alkylsulfonyl;

Cy 2 is cyclohexyl optionally substituted with halo(C 1 -C 3 )alkyl; and

R 8 is (C 1 -C 3 )alkyl-O—(C 1 -C 3 )alkyl, aminocarbonyl-O—(C 1 -C 3 )alkyl, (C 1 -C 3 )alkylaminocarbonyl-O—(C 1 -C 3 )alkyl, di(C 1 -C 3 )alkylaminocarbonyl-O—(C 1 -C 3 )alkyl, or hydroxycarbonyl(C 1 -C 3 )alkyl-O—(C 1 -C 3 )alkyl.

2. The compound of claim 1 , wherein the compound is of the Formula:

or a pharmaceutically acceptable salt thereof.

3. The compound of claim 1 , wherein the compound is of the Formula:

or a pharmaceutically acceptable salt thereof.

4. The compound of claim 1 , wherein the compound is of the Formula

or a pharmaceutically acceptable salt thereof, wherein

X is CH or N;

R 9 is CF 3 ; and

R 10 is SO 2 Et or SO 2 Me.

5. The compound of claim 4 , wherein R 8 is —CH 2 OCH 3 , —CH 2 OCH 2 CH 3 , —CH 2 OC(O)NH 2 , or —CH 2 OCH 2 COOH.

6. The compound of claim 4 , wherein R 8 is —CH 2 OCH 3 .

7. A compound having the structural formula:

or a pharmaceutically acceptable salt thereof.

8. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

9. A pharmaceutical composition comprising the compound of claim 7 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier.

10. A method of treating Crohn's disease, psoriasis, psoriatic arthritis (PsA), inflammatory bowel disease (IBD), rheumatoid arthritis, juvenile rheumatoid arthritis, systemic lupus erythematosus (SLE), multiple sclerosis, ankylosing spondylitis, and asthma in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound according to claim 1 , or a pharmaceutically acceptable salt thereof.

11. A method of treating Crohn's disease, psoriasis, psoriatic arthritis (PsA), inflammatory bowel disease (IBD), rheumatoid arthritis, juvenile rheumatoid arthritis, systemic lupus erythematosus (SLE), multiple sclerosis, ankylosing spondylitis, and asthma in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a compound according to claim 7 , or a pharmaceutically acceptable salt thereof.

Assignments (2)
CHANGE OF NAME Recorded Jan 20, 2021
From: VITAE PHARMACEUTICALS, INC.
To: VITAE PHARMACEUTICALS, LLC
Reel/Frame 055042/0426 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 23, 2019
From: CLAREMON, DAVID A.; DILLARD, LAWRENCE WAYNE; DONG, CHENGGUO; FAN, YI; LOTESTA, STEPHEN D.; MARCUS, ANDREW; SINGH, SURESH B.; TICE, COLIN M.; YUAN, JING; ZHAO, WEI; ZHUANG, LINGHANG
To: VITAE PHARMACEUTICALS, INC.
Reel/Frame 051358/0661 →
Continuity (6)
Continuation 16115860 · Aug 29, 2018
Continuation 15838841 · Dec 12, 2017
Continuation 15496036 · Apr 25, 2017
Continuation 14933524 · Nov 5, 2015
Provisional Application 62075602 · Nov 5, 2014
Related Publication 20200079767A1 · Mar 12, 2020