IP Library Granted Patent US 11,028,052
Granted Patent B2
US 11,028,052 · App. 16/574,657 · Granted Jun 8, 2021

Compounds useful as modulators of TRPM8

Inventors: Lyudmyla Chumakova (San Diego, CA); Andrew Patron (San Marcos, CA); Chad Priest (Cardiff, CA); Donald Karanewsky (Escondido, CA); Rachel Kimmich (San Diego, CA); Brant Clayton Boren (San Diego, CA); Jeffrey Robert Hammaker (San Diego, CA); Volodymyr Chumakov (San Diego, CA); Wen Zhao (San Diego, CA); Alain Noncovich (San Diego, CA); Jane Ung (San Diego, CA)
Assignee: Firmenich Incorporated
C07D231/20A23L2/52A23L33/10C07C233/31C07D207/26C07D207/32C07D207/333C07D213/50C07D233/78C07D235/02C07D239/22C07D239/62C07D333/22C07D401/06C07D403/06C07D405/06C07D409/06A23V2002/00C07C2601/04C07C2601/14C07C2601/16
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Quick Facts
Patent No.
US 11,028,052
App. No.
16/574,657
Granted
Jun 8, 2021
Kind
B2
Abstract

The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.

Claims (24)

1. A compound having structural Formula (Ib):

or a salt or solvate thereof; wherein

R 5 or R 6 is selected from C 1 -C 3 alkyl, and the remaining R 5 or R 6 is selected from the group consisting of optionally substituted C 3 -C 8 cycloalkyl and optionally substituted C 3 -C 8 cycloalkenyl;

X and X 1 are N;

R 7 is C 1 -C 3 alkyl;

R 8 is represented by (a) or (b):

A is O;

B is CH 2 , or C═O;

C is CH 2 , or C═O;

Ar and Ar 1 are independently optionally substituted phenyl, or optionally substituted heteroaryl; and

R 11 is selected from the group consisting of hydrogen or optionally substituted C 1 -C 4 alkyl.

2. A compound of claim 1 , selected from the group consisting of:

or a salt or solvate thereof.

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

or a salt or solvate thereof.

4. A composition comprising a compound of claim 1 , or a salt or solvate thereof; and at least one carrier.

5. The composition of claim 4 , which is an ingestible composition or personal care composition.

6. The composition of claim 5 , wherein the ingestible composition is a food or beverage.

7. The composition of claim 4 , wherein the compound in the composition is in a concentration ranging from about 1 ppm to about 500 ppm.

8. The composition of claim 4 , which is a textile product or a packaging material.

9. The composition of claim 5 , wherein the composition is in the form of a solid, semisolid, plaster, solution, suspension, lotion, cream, foam, gel, paste, emulsion, or a combination thereof.

10. The compound of claim 1 or a salt or solvate thereof for use in a method of modulating transient receptor potential channel melastatin member 8 (TRPM8).

11. The compound of claim 1 or a salt or solvate thereof for use in either a) a method of modulating the cooling sensation of a composition, or b) a method of inducing a cooling sensation in a human or animal.

12. The compound of claim 10 or a salt or solvate thereof, wherein the compound is a TRPM8 receptor agonist.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2021
From: CHUMAKOVA, LYUDMYLA; PATRON, ANDREW; PRIEST, CHAD; KARANEWSKY, DONALD; KIMMICH, RACHEL; BOREN, BRANT CLAYTON; HAMMAKER, JEFFREY ROBERT; CHUMAKOV, VOLODYMYR; ZHAO, WEN; NONCOVICH, ALAIN; UNG, JANE
To: SENOMYX, INC.
Reel/Frame 055427/0764 →
MERGER AND CHANGE OF NAME Recorded Feb 26, 2021
From: SENOMYX, INC.; FIRMENICH INCORPORATED
To: FIRMENICH INCORPORATED
Reel/Frame 055427/0879 →
Continuity (6)
Division 15697301 · Sep 6, 2017
Division 14768146
Provisional Application 61766458 · Feb 19, 2013
Provisional Application 61829530 · May 31, 2013
Provisional Application 61829367 · May 31, 2013
Related Publication 20200010425A1 · Jan 9, 2020