IP Library › Granted Patent US 10,941,141
Granted Patent B2
US 10,941,141 · App. 16/298,632 · Granted Mar 9, 2021

Compounds and methods for inhibiting fascin

Inventors: Xin-Yun Huang (New York, NY); Christy Young Shue (Towaco, NJ)
Assignees: NOVITA PHARMACEUTICALS, INC.; CORNELL UNIVERSITY
C07D471/04C07D209/30C07D209/40C07D231/56C07D401/06C07D401/12C07D401/14C07D403/12C07D405/04C07D405/12C07D405/14C07D409/12C07D413/12C07D413/14C07D417/12C07D417/14
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Quick Facts
Patent No.
US 10,941,141
App. No.
16/298,632
Granted
Mar 9, 2021
Kind
B2
Abstract

Provided are compounds, compositions and methods for inhibiting fascin activity or treating a condition or disorder mediated by fascin activity in a subject in need thereof.

Claims (24)

1. A compound of Formula I:

or tautomer thereof, and/or a pharmaceutically acceptable salt thereof;

wherein

A 3 and A 6 are independently CH, CR 3 or N, and at least one of A 3 and A 6 is N;

R 1 is phenyl, 5-membered heteroaryl or 6-membered heteroaryl, wherein the phenyl, 5-membered heteroaryl or 6-membered heteroaryl is optionally substituted with 1 to 3 R 6 ;

L 2 is selected from the group consisting of —C(O)NH—, —NHC(O)—, —C(O)CH 2 —, —CH 2 C(O)—, —NHCH 2 —, and —CH 2 NH—;

R 2 is 6- to 10-membered aryl or 5- to 10-membered heteroaryl; wherein the 6- to 10-membered aryl or 5- to 10-membered heteroaryl is optionally substituted with 1 to 4 R 4 , wherein each R 4 is independently selected from the group consisting of lower alkyl, lower haloalkyl, and halo;

each R 3 is independently selected from the group consisting of lower alkyl, lower haloalkyl, —OH, —OR 7 , —SH, —SR 7 , halo, cyano, nitro, —COH, —COR 7 , —CO 2 H, —CO 2 R 7 , —CONR 10 R 10 , —OCOR 7 , —OCO 2 R 7 , —OCONR 10 R 10 , —NR 10 COR 10 , —NR 10 CO 2 R 10 , —SOR 7 , —SO 2 R 7 , —SO 2 NR 10 R 10 , and —NR 10 SO 2 R 7 ;

m is 0, 1, or 2;

each R 6 is independently selected from the group consisting of halo, cyano, lower alkyl and lower haloalkyl;

R 7 is lower alkyl or lower haloalkyl; and

each R 10 is independently hydrogen or lower alkyl, or two R 10 together with the atom(s) attached thereto form a 4- to 6-membered ring;

provided that the compound is not N-(1-(4-(trifluoromethyl)benzyl)-1H-indazol-3-yl)furan-2-carboxamide,

wherein one or more hydrogen is optionally replaced by a deuterium.

2. The compound of claim 1 , wherein R 1 is phenyl optionally substituted with 1 to 3 R 6 .

3. The compound of claim 1 , wherein L 2 is selected from the group consisting of —C(O)NH— and —NHC(O)—.

4. The compound of claim 1 , wherein R 2 is the 5- to 10-membered heteroaryl.

5. The compound of claim 1 , wherein m is 1 or 2.

6. The compound of claim 1 , wherein R e is optionally substituted with 1 to 4 R 4 , and R 2 is selected from the group consisting of furan, benzofuran, pyridine, pyridazine, pyrazine, thiophene, thiazole, isothiazole, oxazole, isoxazole, oxadiazole, imidazole, pyrrole, and pyrazole.

7. The compound of claim 1 , wherein R 4 is not optional and is selected from the group consisting of lower alkyl, halo, lower haloalkyl, —OH, —OR 7 , cyano and phenyl optionally substituted methyl, and wherein R 7 is lower alkyl or lower haloalkyl.

8. A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier.

9. The compound of claim 1 , wherein R 2 is selected from the group consisting of

10. The compound of claim 1 , wherein A 3 is N.

11. The compound of claim 1 , wherein A 6 is N.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2020
From: HUANG, XIN-YUN
To: CORNELL UNIVERSITY
Reel/Frame 054142/0758 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 22, 2020
From: SHUE, CHRISTY YOUNG
To: NOVITA PHARMACEUTICALS, INC.
Reel/Frame 054187/0811 →
Continuity (5)
Continuation 15851141 · Dec 21, 2017
Continuation 15437229 · Feb 20, 2017
Division 14626791 · Feb 19, 2015
Provisional Application 61942554 · Feb 20, 2014
Related Publication 20200039976A1 · Feb 6, 2020