IP Library Granted Patent US 10,208,055
Granted Patent B2
US 10,208,055 · App. 15/321,249 · Granted Feb 19, 2019

Pyrazole compounds as modulators of FSHR and uses thereof

Inventors: Henry Yu (Wellesley, MA); Changhe Qi (Shanghai, CN); Paul Tempest (Shanghai, CN); Selvaraj G. Nataraja (Wellesley, MA); Stephen S. Palmer (Groton, MA)
Assignee: TOCOPHERX, INC.
C07D491/052
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,208,055
App. No.
15/321,249
Granted
Feb 19, 2019
Kind
B2
Abstract

Disclosed are pyrazole compounds, and pharmaceutically acceptable compositions thereof. The compounds and the compositions can be used for positive allosteric modulators of follicle stimulating hormone receptor (FSHR).

Claims (35)

1. A compound of formula I,

or a pharmaceutically acceptable salt thereof, wherein:

X is O;

Y is O;

Z is N;

each R is independently hydrogen, C 1-6 aliphatic, aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocyclic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, each of which is optionally substituted; or

two R groups on the same atom are taken together with the atom to which they are attached to form an aryl ring, a 3-8 membered saturated or partially unsaturated carbocyclic ring, a 3-7 membered heterocyclic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, each of which is optionally substituted;

Ring A is phenyl;

R 1 is —OR;

R 2 is aryl, a 3-8 membered saturated or partially unsaturated carbocyclic ring, or a 5-6 membered monocyclic heteroaryl ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, each of which is optionally substituted;

R 3 is an optionally substituted phenyl;

each R 4 is independently —R, -halogen, -haloalkyl, —OR, —SR, —CN, —NO 2 , —SO 2 R, —SOR, —C(O)R, —CO 2 R, —C(O)N(R) 2 , —NRC(O)R, —NRC(O)N(R) 2 , —NRSO 2 R, or —N(R) 2 ;

R 5 is an optionally substituted C 1-6 aliphatic; and

R 6 is an optionally substituted C 1-6 aliphatic;

or R 5 , R 6 , and Z together form an optionally substituted 3-8 membered heterocyclic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen or sulfur;

n is 0; and

p is 1.

2. The compound of claim 1 , wherein R 2 is a 6-membered aryl ring, a 3-membered carbocyclic ring, or a 5-6 membered monocyclic heteroaryl ring having 1-4 nitrogen atoms, each of which is optionally substituted.

3. The compound of claim 2 , wherein R 2 is

4. The compound of claim 1 , wherein R 3 is

5. The compound of claim 1 , wherein R 5 is methyl, t-butyl,

6. The compound of claim 1 , wherein R 6 is methyl, ethyl, or t-butyl.

7. The compound of claim 1 , of formula I-e:

or a pharmaceutically acceptable salt thereof.

8. A compound selected from

or a pharmaceutically acceptable salt thereof.

9. The compound of claim 1 , wherein the compound is

or a pharmaceutically acceptable salt thereof.

10. The compound of claim 1 , wherein the compound is

or a pharmaceutically acceptable salt thereof.

11. The compound of claim 1 , wherein the compound is

or a pharmaceutically acceptable salt thereof.

12. The compound of claim 1 , wherein the compound is

or a pharmaceutically acceptable salt thereof.

13. A pharmaceutical composition comprising a compound of claim 1 , and a pharmaceutically acceptable adjuvant, carrier, or vehicle.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 31, 2020
From: TOCOPHERX, INC.
To: ARES TRADING S.A.
Reel/Frame 053638/0106 →
Priority Claims (1)
WO PCT/CN2014/080519 · Jun 23, 2014 · international
Continuity (1)
Related Publication 20170253605A1 · Sep 7, 2017
Cited By (1)
US 12,378,243