IP Library Granted Patent US 7,683,060
Granted Patent B2
US 7,683,060 · App. 11/834,226 · Granted Mar 23, 2010

Triazolotriazines as kinase inhibitors

Assignee: Incyte Corporation
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 7,683,060
App. No.
11/834,226
Granted
Mar 23, 2010
Kind
B2
Abstract

The present invention is directed to [1,2,4]triazolo[4,3-b][1,2,4]triazines, and pharmaceutical compositions thereof, which are inhibitors of kinases such as c-Met and are useful in the treatment of cancer and other diseases related to the dysregulation of kinase pathways.

Claims (181)

1. A compound of Formula I:

or pharmaceutically acceptable salt thereof, wherein:

Cy 1 is aryl, heteroaryl, cycloalkyl, or heterocycloalkyl, each optionally substituted by 1, 2, 3, 4, or 5 —W—X—Y-Z;

Cy 2 is aryl, heteroaryl, cycloalkyl, or heterocycloalkyl, each optionally substituted by 1, 2, 3, 4, or 5 —W′—X′—Y′-Z′;

A is H, halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, CN, NO 2 , OR A , SR A , C(O)R B , C(O)NR C R D , C(O)OR A , OC(O)R B , OC(O)NR C R D , NR C R D , NR C C(O)R B , NR C C(O)NR C R D , NR C C(O)OR A , S(O)R B , S(O)NR C R D , S(O) 2 R B , NR C S(O) 2 R B , or S(O) 2 NR C R D ;

R 1 and R 2 together with the carbon atom to which they are attached form a 3- to 7-membered cycloalkyl group or 3- to 7-membered heterocycloalkyl group, each optionally substituted by 1, 2, 3, 4, or 5 substituents independently selected from Q, halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, CN, NO 2 , OR a , SR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d , NR c C(O)R b , NR c C(O)NR c R d , NR c C(O)OR a , C(═NR g )NR c R d , NR c C(═NR g )NR c R d , P(R f ) 2 , P(OR e ) 2 , P(O)R e R f , P(O)OR e OR f , S(O)R b , S(O)NR c R d , S(O) 2 R b , NR c S(O) 2 R b , and S(O) 2 NR c R d , wherein said C 1-6 alkyl, C 2-6 alkenyl, and C 2-6 alkynyl is optionally substituted with 1, 2, or 3 substituents selected from Q, CN, NO 2 , OR a , SR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d , NR c C(O)R b , NR c C(O)NR c R d , NR c C(O)OR a , C(═NR g )NR c R d , NR c C(═NR g )NR c R d , P(R f ) 2 , P(O)R e R f , P(O)R e R f , P(O)OR e OR f , S(O)R b , S(O)NR c R d , S(O) 2 R b , NR c S(O) 2 R b , and S(O) 2 NR c R d ;

Q is aryl, heteroaryl, cycloalkyl, or heterocycloalkyl, each optionally substituted by 1, 2, 3, 4, or 5 substituents independently selected from halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, halosulfanyl, CN, NO 2 , OR a1 , SR a1 , C(O)R b1 , C(O)NR c1 R d1 , C(O)OR a1 , OC(O)R b1 , OC(O)NR c1 R d1 , NR c1 R d1 , NR c1 C(O)R b1 , NR c1 C(O)NR c1 R d1 , NR c1 C(O)OR a1 , C(═NR g1 )NR c1 R d1 , NR c1 C(═NR g1 )NR c1 R d1 , S(O)R b1 , S(O)NR c1 R d1 , S(O) 2 R b1 , NR c1 S(O) 2 R b1 , and S(O) 2 NR c1 R d1 ;

W and W′ are independently absent or independently selected from C 1-6 alkylene, C 2-6 alkenylene, C 2-6 alkynylene, O, S, NR h , CO, COO, CONR h , SO, SO 2 , SONR h and NR h CONR i , wherein each of the C 1-6 alkylene, C 2-6 alkenylene, and C 2-6 alkynylene is optionally substituted by 1, 2 or 3 substituents independently selected from halo, C 1-6 alkyl, C 1-6 haloalkyl, OH, C 1-6 alkoxy, C 1-6 haloalkoxy, amino, C 1-6 alkylamino, and C 2-8 dialkylamino;

X and X′ are independently absent or independently selected from C 1-6 alkylene, C 2-6 alkenylene, C 2-6 alkynylene, arylene, cycloalkylene, heteroarylene, and heterocycloalkylene, wherein each of the C 1-6 alkylene, C 2-6 alkenylene, C 2-6 alkynylene, arylene, cycloalkylene, heteroarylene, and heterocycloalkylene is optionally substituted by 1, 2 or 3 substituents independently selected from halo, CN, NO 2 , OH, C 1-6 alkyl, C 1-6 haloalkyl, C 2-8 alkoxyalkyl, C 1-6 alkoxy, C 1-6 haloalkoxy, C 2-8 alkoxyalkoxy, cycloalkyl, heterocycloalkyl, C(O)OR j , C(O)NR h R i , amino, C 1-6 alkylamino, and C 2-8 dialkylamino;

Y and Y′ are independently absent or independently selected from C 1-6 alkylene, C 2-6 alkenylene, C 2-6 alkynylene, O, S, NR h , CO, COO, CONR h , SO, SO 2 , SONR h , and NR h CONR i , wherein each of the C 1-6 alkylene, C 2-6 alkenylene, and C 2-6 alkynylene is optionally substituted by 1, 2 or 3 substituents independently selected from halo, C 1-6 alkyl, C 1-6 haloalkyl, OH, C 1-6 alkoxy, C 1-6 haloalkoxy, amino, C 1-6 alkylamino, and C 2-8 dialkylamino;

Z and Z′ are independently selected from H, halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, CN, NO 2 , OR a2 , SR a2 , C(O)R b2 , C(O)NR c2 R d2 , C(O)OR a2 , OC(O) b2 , OC(O)NR c2 R d2 , NR c2 R d2 , NR c2 C(O)R b2 , NR c2 C(O)NR c2 R d2 , NR c2 C(O)OR a2 , C(═NR g2 )NR c2 R d2 , NR c2 C(═NR g2 )NR c2 R d2 , S(O)R b2 , S(O)NR c2 R d2 , S(O) 2 R b2 , NR c2 S(O) 2 R b2 , S(O) 2 NR c2 R d2 , aryl, cycloalkyl, heteroaryl, and heterocycloalkyl, wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, and heterocycloalkyl are optionally substituted by 1, 2, 3, 4 or 5 substituents independently selected from halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, halosulfanyl, CN, NO 2 , OR a2 , SR a2 , C(O)R b2 , C(O)NR c2 R d2 , C(O)OR a2 , OC(O)R b2 , OC(O)NR c2 R d2 , NR c2 R d2 , NR c2 C(O)R b2 , NR c2 C(O)NR c2 R d2 , NR c2 C(O)OR a2 , C(═NR g2 )NR c2 R d2 , NR c2 C(═NR g2 )NR c2 R d2 , S(O)R b2 , S(O)NR c2 R d2 , S(O) 2 R b2 , NR c2 S(O) 2 R b2 , and S(O) 2 NR c2 R d2 ;

wherein two adjacent —W—X—Y-Z, together with the atoms to which they are attached, optionally form a fused 4-, 5-, 6-, or 7-membered cycloalkyl ring or a fused 4-, 5-, 6-, or 7-membered heterocycloalkyl ring, each optionally substituted by 1, 2, or 3 substituents independently selected from halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, CN, NO 2 , OR a2 , SR a2 , C(O)R b2 , C(O)NR c2 R d2 , C(O)OR a2 , OC(O)R b2 , OC(O)NR c2 R d2 , NR c2 R d2 , NR c2 C(O)R b2 , NR c2 C(O)NR c2 R d2 , NR c2 C(O)OR a2 , C(═NR g2 )NR c2 R d2 , NR c2 C(═NR g2 )NR c2 R d2 , S(O)R b2 , S(O)NR c2 R d2 , S(O) 2 R b2 , NR c2 , S(O) 2 R b2 , S(O) 2 NR c2 R d2 , aryl, cycloalkyl, heteroaryl, and heterocycloalkyl;

wherein two adjacent —W′—X′—Y′-Z′, together with the atoms to which they are attached, optionally form a fused 4-, 5-, 6-, or 7-membered cycloalkyl ring or a fused 4-, 5-, 6-, or 7-membered heterocycloalkyl ring, each optionally substituted by 1, 2, or 3 substituents independently selected from halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, CN, NO 2 , OR a2 , SR a2 , C(O)R b2 , C(O)NR c2 R d2 , C(O)OR a2 , OC(O)R b2 , OC(O)NR c2 R d2 , NR c2 R d2 , NR c2 C(O)R b2 , NR c2 C(O)NR c2 R d2 , NR c2 C(O)OR a2 , C(═NR g2 )NR c2 R d2 , NR c2 C(═NR g2 )NR c2 R d2 , S(O)R b2 , S(O)NR c2 R d2 , S(O) 2 R b2 , NR c2 S(O) 2 R b2 , S(O) 2 NR c2 R d2 , aryl, cycloalkyl, heteroaryl, and heterocycloalkyl;

R A is H, C 1-4 alkyl, C 2-4 alkenyl, or C 2-4 alkynyl, wherein said C 1-4 alkyl, C 2-4 alkenyl, or C 2-4 alkynyl, is optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, and C 1-4 alkyl;

R B is H, C 1-4 alkyl, C 2-4 alkenyl, or C 2-4 alkynyl, wherein said C 1-4 alkyl, C 2-4 alkenyl, or C 2-4 alkynyl, is optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, and C 1-4 alkyl;

R C and R D are independently selected from H, C 1-4 alkyl, C 2-4 alkenyl, or C 2-4 alkynyl, wherein said C 1-4 alkyl, C 2-4 alkenyl, or C 2-4 alkynyl, is optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, and C 1-4 alkyl;

or R C and R D together with the N atom to which they are attached form a 4-, 5-, 6- or 7-membered heterocycloalkyl group or heteroaryl group, each optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, and C 1-4 alkyl;

R a , R a1 , R a2 , are R a3 are independently selected from H, C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl, and heterocycloalkylalkyl, wherein said C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl, or heterocycloalkylalkyl is optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, and C 1-6 haloalkoxy;

R b , R b1 , R b2 , are R b3 are independently selected from H, C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl, and heterocycloalkylalkyl, wherein said C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl, or heterocycloalkylalkyl is optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, and C 1-6 haloalkoxy;

R c and R d are independently selected from H, C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl or heterocycloalkylalkyl, wherein said C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl or heterocycloalkylalkyl is optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, and C 1-6 haloalkoxy;

or R c and R d together with the N atom to which they are attached form a 4-, 5-, 6- or 7-membered heterocycloalkyl group or heteroaryl group, each optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, and C 1-6 haloalkoxy;

R c1 and R d1 are independently selected from H, C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl or heterocycloalkylalkyl, wherein said C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl or heterocycloalkylalkyl is optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, and C 1-6 haloalkoxy;

or R c1 and R d1 together with the N atom to which they are attached form a 4-, 5-, 6- or 7-membered heterocycloalkyl group or heteroaryl group, each optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, and C 1-6 haloalkoxy;

R c2 and R d2 are independently selected from H, C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl, heterocycloalkylalkyl, arylcycloalkyl, arylheterocycloalkyl, arylheteroaryl, biaryl, heteroarylcycloalkyl, heteroarylheterocycloalkyl, heteroarylaryl, and biheteroaryl, wherein said C 1-10 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl, heterocycloalkylalkyl, arylcycloalkyl, arylheterocycloalkyl, arylheteroaryl, biaryl, heteroarylcycloalkyl, heteroarylheterocycloalkyl, heteroarylaryl, and biheteroaryl are each optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, C 1-6 haloalkoxy, hydroxyalkyl, cyanoalkyl, aryl, heteroaryl, C(O)OR a3 , C(O)R b3 , S(O) 2 R b3 , alkoxyalkyl, and alkoxyalkoxy;

or R c2 and R d2 together with the N atom to which they are attached form a 4-, 5-, 6- or 7-membered heterocycloalkyl group or heteroaryl group, each optionally substituted with 1, 2, or 3 substituents independently selected from OH, CN, amino, halo, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 haloalkyl, C 1-6 haloalkoxy, hydroxyalkyl, cyanoalkyl, aryl, heteroaryl, C(O)OR a3 , C(O)R b3 , S(O) 2 R b3 , alkoxyalkyl, and alkoxyalkoxy;

R e is H, C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, (C 1-6 alkoxy)-C 1-6 alkyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, heterocycloalkyl, arylalkyl, cycloalkylalkyl, heteroarylalkyl, or heterocycloalkylalkyl;

R f is H, C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, or heterocycloalkyl;

R g , R g1 , and R g2 are independently selected from H, CN, and NO 2 ;

R h and R i are independently selected from H and C 1-6 alkyl; and

R j is H, C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, C 2-6 alkynyl, aryl, cycloalkyl, heteroaryl, heterocycloalkyl, arylalkyl, heteroarylalkyl, cycloalkylalkyl, or heterocycloalkylalkyl.

2. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein Cy 1 is aryl or heteroaryl, each optionally substituted by 1, 2, 3, 4, or 5 —W—X—Y-Z.

3. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein Cy 1 is aryl or heteroaryl, each optionally substituted by 1, 2, 3, 4, or 5 -Z.

4. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein Cy 1 is aryl or heteroaryl, each optionally substituted by 1, 2, or 3 substituents independently selected from halo, C 1-4 alkyl, C 1-4 haloalkyl, OH, and C 1-4 alkoxy.

5. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein Cy 1 is phenyl or quinolinyl, each optionally substituted by 1, 2, 3, 4, or 5 —W—X—Y-Z.

6. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein Cy 2 is aryl or heteroaryl, each optionally substituted by 1, 2, 3, 4, or 5 —W′—X′—Y′-Z′.

7. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein Cy 2 is phenyl optionally substituted by 1, 2, 3, 4, or 5 —W′—X′—Y′-Z′.

8. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein Cy 2 is phenyl optionally substituted by 1, 2, 3, 4, or 5 -Z′.

9. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein A Is H, halo, C 1-6 alkyl, C 1-6 haloalkyl, CN, NO 2 , OR A , or NR C R D .

10. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein A Is H or NR C R D .

11. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein R 1 and R 2 together with the carbon atom to which they are attached form a 3- to 7-membered cycloalkyl group optionally substituted by 1, 2, 3, 4, or 5 substituents independently selected from Q, halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, CN, NO 2 , OR a , SR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d , NR c C(O)R b , NR c C(O)NR c R d , NR c C(O)OR a , C(═NR g )NR c R d , NR c C(═NR g )NR c R d , P(R f ) 2 , P(OR e ) 2 , P(O)R e R f , P(O)OR e OR f , S(O)R b , S(O)NR c R d , S(O) 2 R b , NR c S(O) 2 R b , and S(O) 2 NR c R d , wherein said C 1-6 alkyl, C 2-6 alkenyl, and C 2-6 alkynyl is optionally substituted with 1, 2, or 3 substituents selected from Q, CN, NO 2 , OR a , SR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d , NR c C(O)R b , NR c C(O)NR c R d , NR c C(O)OR a , C(═NR g )NR c R d , NR c C(═NR g )NR c R d , P(R f ) 2 , P(OR e ) 2 , P(O)R e R f , P(O)OR e OR f , S(O)R b , S(O)NR c R d , S(O) 2 R b , NR c S(O) 2 R b , and S(O) 2 NR c R d .

12. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl group optionally substituted by 1, 2, 3, 4, or 5 substituents independently selected from Q, halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, CN, NO 2 , OR a , SR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d , NR c C(O)R b , NR c C(O)NR c R d , NR c C(O)OR a , C(═NR g )NR c R d , NR c C(═NR g )NR c R d , P(R f ) 2 , P(OR e ) 2 , P(O)R e R f , P(O)OR e OR f , S(O)R b , S(O)NR c R d , S(O) 2 R b , NR c S(O) 2 R b , and S(O) 2 NR c R d , wherein said C 1-6 alkyl, C 2-6 alkenyl, and C 2-6 alkynyl is optionally substituted with 1, 2, or 3 substituents selected from Q, CN, NO 2 , OR a , SR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d , NR c C(O)R b , NR c C(O)NR c R d , NR c C(O)OR a , C(═NR g )NR c R d , NR c C(═NR g )NR c R d , P(R f ) 2 , P(OR e ) 2 , P(O)R e R f , P(O)OR e OR f , S(O)R b , S(O)NR c R d , S(O) 2 R b , NR c S(O) 2 R b , and S(O) 2 NR c R d .

13. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein R 1 and R 2 together with the carbon atom to which they are attached form a 3- to 7-membered cycloalkyl group.

14. The compound of claim 1 , or pharmaceutically acceptable salt thereof, wherein R 1 and R 2 together with the carbon atom to which they are attached form a cyclopropyl group.

15. The compound of claim 1 , or pharmaceutically acceptable salt thereof, having Formula II:

16. The compound of claim 1 , or pharmaceutically acceptable salt thereof, having Formula IIIa or IIIb:

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

18. A method of treating a breast cancer in a patient comprising administering to said patient a therapeutically effective amount of a compound of claim 1 , or a pharmaceutically acceptable salt thereof.

19. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

20. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-7-phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

21. The compound of claim 1 which is 4-[1-(6-Phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazin-3 -yl)cyclopropyl]phenol, or a pharmaceutically acceptable salt thereof.

22. The compound of claim 1 which is 4-[1-(7-Phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)cyclopropyl]phenol, or a pharmaceutically acceptable salt thereof.

23. The compound of claim 1 which is 6-(4-Fluorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

24. The compound of claim 1 which is 7-(4-Fluorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

25. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-(4-morpholin-4-ylphenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

26. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-7-(4-morpholin-4-ylphenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

27. The compound of claim 1 which is 6-(4-Chlorophenyl)-3-[1 -(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

28. The compound of claim 1 which is 7-(4-Chlorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

29. The compound of claim 1 which is 4-3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-ylphenol, or a pharmaceutically acceptable salt thereof.

30. The compound of claim 1 which is 4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-7-yl}phenol, or a pharmaceutically acceptable salt thereof.

31. The compound of claim 1 which is 4-3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-ylbenzonitrile, or a pharmaceutically acceptable salt thereof.

32. The compound of claim 1 which is 4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-7-yl}benzonitrile, or a pharmaceutically acceptable salt thereof.

33. The compound of claim 1 which is N-(4-3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-ylphenyl)acetamide (8), or a pharmaceutically acceptable salt thereof.

34. The compound of claim 1 which is N-(4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-7-yl}phenyl)acetamide, or a pharmaceutically acceptable salt thereof.

35. The compound of claim 1 which is 6-(4-Methoxyphenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

36. The compound of claim 1 which is 7-(4-Methoxyphenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

37. The compound of claim 1 which is 6-(2,4-Difluorophenyl)-3-[1 -(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

38. The compound of claim 1 which is 7-(2,4-Difluorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

39. The compound of claim 1 which is 6-(3,4-Dichlorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

40. The compound of claim 1 which is 7-(3,4-Dichlorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

41. The compound of claim 1 which is 6-(3,4-Difluorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

42. The compound of claim 1 which is 7-(3,4-Difluorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

43. The compound of claim 1 which is 6-(3-Methoxyphenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

44. The compound of claim 1 which is 7-(3-Methoxyphenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

45. The compound of claim 1 which is 6-(3-Bromophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

46. The compound of claim 1 which is 7-(3-Bromophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

47. The compound of claim 1 which is 6-(5 -Bromo-2-thienyl)-3 -[1 -(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

48. The compound of claim 1 which is 7-(5-Bromo-2-thienyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

49. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-(4-nitrophenyl) [1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

50. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-7-(4-nitrophenyl) [1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

51. The compound of claim 1 which is 6-(4-Bromophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

52. The compound of claim 1 which is 7-(4-Bromophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

53. The compound of claim 1 which is 4-3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-ylaniline, or a pharmaceutically acceptable salt thereof.

54. The compound of claim 1 which is 4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-7-yl}aniline, or a pharmaceutically acceptable salt thereof.

55. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-[3-(1-methyl-1H-pyrazol-4-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

56. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-7-[3-(1-methyl-1H-pyrazol-4-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

57. The compound of claim 1 which is 3-[1 -(4-Methoxyphenyl)cyclopropyl]-6-[3-(1H-pyrazol-4-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

58. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-7-[3-(1H-pyrazol-4-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

59. The compound of claim 1 which is tert-Butyl (3′-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-ylbiphenyl-4-yl)carbamate, or a pharmaceutically acceptable salt thereof.

60. The compound of claim 1 which is tert-Butyl (3′- {3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-7-yl}biphenyl-4-yl)carbamate, or a pharmaceutically acceptable salt thereof.

61. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-[4-(1H-pyrazol-4-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

62. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-[4-(1-methyl-1H-pyrazol-4-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

63. The compound of claim 1 which is 3-[1-(4-Bromophenyl)cyclopropyl]-6-phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

64. The compound of claim 1 which is 3-[1-(3-Bromophenyl)cyclopropyl]-6-phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

65. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

66. The compound of claim 1 which is 6-[1-(6-Phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazin-3 -yl)cyclopropyl]quinoline, or a pharmaceutically acceptable salt thereof.

67. The compound of claim 1 which is 3-[1 -(4-Chlorophenyl)cyclopropyl]-6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

68. The compound of claim 1 which is 3-[1-(2,4-Dichlorophenyl)cyclopropyl]-6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

69. The compound of claim 1 which is 3-[1-(3-Bromophenyl)cyclopropyl]-6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

70. The compound of claim 1 which is 3-[1-(4-Bromophenyl)cyclopropyl]-6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

71. The compound of claim 1 which is 3-[1-(2-Chlorophenyl)cyclopropyl]-6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

72. The compound of claim 1 which is 6-(4-Fluorophenyl)-3-[1-(2-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

73. The compound of claim 1 which is 6-(4-Fluorophenyl)-3-[1-(3-fluorophenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

74. The compound of claim 1 which is 6-(4-Fluorophenyl)-3-{1-[3-(trifluoromethyl)phenyl]cyclopropyl}[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

75. The compound of claim 1 which is 3-[1-(2-Chloro-6-fluorophenyl)cyclopropyl]- 6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

76. The compound of claim 1 which is 3-[l -(1,3-Benzodioxol-5 -yl)cyclopropyl]-6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

77. The compound of claim 1 which is 4-{1 -[6-(4-Fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-3 -yl]cyclopropyl}quinoline, or a pharmaceutically acceptable salt thereof.

78. The compound of claim 1 which is 6-{1-[6-(4-Fluorophenyl)[1,2,4]triazolo[4,3 -b][1,2,4]triazin-3-yl]cyclopropyl}quinoline, or a pharmaceutically acceptable salt thereof.

79. The compound of claim 1 which is 6-{1-[6-(3 -Bromophenyl) [1,2,4]triazolo[4,3 -b][1,2,4]triazin-3 -yl]cyclopropyl}quinoline, or a pharmaceutically acceptable salt thereof.

80. The compound of claim 1 which is 6- {1- [6-(4-Bromophenyl) [1,2,4]triazolo[4,3 -b][1,2,4]triazin-3 -yl]cyclopropyl}quinoline, or a pharmaceutically acceptable salt thereof.

81. The compound of claim 1 which is 3-[3-(1-Quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzonitrile, or a pharmaceutically acceptable salt thereof.

82. The compound of claim 1 which is 4-[3-(1-Quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzonitrile, or a pharmaceutically acceptable salt thereof.

83. The compound of claim 1 which is 3-[1-(4-Methoxyphenyl)cyclopropyl]-6-phenyl[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-amine, or a pharmaceutically acceptable salt thereof.

84. The compound of claim 1 which is 6-(4-Fluorophenyl)-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-7-amine, or a pharmaceutically acceptable salt thereof.

85. The compound of claim 1 which is 6-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}-1,3-benzothiazol-2-amine, or a pharmaceutically acceptable salt thereof.

86. The compound of claim 1 which is 1-(4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}phenyl)pyrrolidin-2-one, or a pharmaceutically acceptable salt thereof.

87. The compound of claim 1 which is N-Cyclopropyl-4- {3-[1 -(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}benzamide, or a pharmaceutically acceptable salt thereof.

88. The compound of claim 1 which is 4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}-N-(tetrahydro-2H-pyran-4-yl)benzamide, or a pharmaceutically acceptable salt thereof.

89. The compound of claim 1 which is N-(trans-4-Hydroxycyclohexyl)-4-3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-ylbenzamide, or a pharmaceutically acceptable salt thereof.

90. The compound of claim 1 which is Ethyl 4-[(4-{3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}benzoyl)amino]piperidine- 1-carboxylate, or a pharmaceutically acceptable salt thereof.

91. The compound of claim 1 which is 4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}-N-(pyridin-2-ylmethyl)benzamide, or a pharmaceutically acceptable salt thereof.

92. The compound of claim 1 which is Ethyl 1-[(4-{3-[1-(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}benzoyl)amino]cyclopropanecarboxylate, or a pharmaceutically acceptable salt thereof.

93. The compound of claim 1 which is N-[1-(6-Fluoropyridin-2-yl)pyrrolidin-3-yl]-4-{3-[1 -(4-methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}benzamide, or a pharmaceutically acceptable salt thereof.

94. The compound of claim 1 which is 4-{3-[1-(4-Methoxyphenyl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl-N′-pyridin-2-yl}benzohydrazide, or a pharmaceutically acceptable salt thereof.

95. The compound of claim 1 which is 6-(1-{6-[3-(1H-imidazol-1-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3 -yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

96. The compound of claim 1 which is 6-(1-{6-[4-(1H-imidazol-1-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3 -yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

97. The compound of claim 1 which is 3-{4-[3-(1-Quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1,3-oxazolidin-2-one, or a pharmaceutically acceptable salt thereof.

98. The compound of claim 1 which is 6-(1-{6-[3-(6-Methoxypyridin-3-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

99. The compound of claim 1 which is N,N-Dimethyl-5-{3-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}pyridine-2-carboxamide, or a pharmaceutically acceptable salt thereof.

100. The compound of claim 1 which is N-Ethyl-5-{3-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}pyridine-2-carboxamide, or a pharmaceutically acceptable salt thereof.

101. The compound of claim 1 which is N-Methyl-2-(4-{3-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol- 1-yl)acetamide, or a pharmaceutically acceptable salt thereof.

102. The compound of claim 1 which is 2-(4-{3-[3-(1-Quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol- 1 -yl)-N-(tetrahydrofuran-3 -yl)acetamide, or a pharmaceutically acceptable salt thereof.

103. The compound of claim 1 which is N-(1-Pyridin-2-ylethyl)-2-(4-{3-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol-1-yl)acetamide, or a pharmaceutically acceptable salt thereof.

104. The compound of claim 1 which is N,N-Dimethyl-2-(4-{3-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol- 1-yl)acetamide, or a pharmaceutically acceptable salt thereof.

105. The compound of claim 1 which is N-Methyl-2-(4-{4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol-1 -yl)acetamide, or a pharmaceutically acceptable salt thereof.

106. The compound of claim 1 which is N-Isopropyl-2-(4-{4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol-1-yl)acetamide, or a pharmaceutically acceptable salt thereof.

107. The compound of claim 1 which is N-(Cyclopropylmethyl)-2-(4-{4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol- 1-yl)acetamide, or a pharmaceutically acceptable salt thereof.

108. The compound of claim 1 which is N-Isopropyl-2-methyl-2-(4-{4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol-1-yl)propanamide, or a pharmaceutically acceptable salt thereof.

109. The compound of claim 1 which is 6-[1-(6-{4-[1-(1,1-Dimethyl-2-oxo-2-pyrrolidin-1 -ylethyl)-1H-pyrazol-4-yl]phenyl}[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)cyclopropyl]quinoline, or a pharmaceutically acceptable salt thereof.

110. The compound of claim 1 which is (2R)-N,N-Dimethyl-2-(4-{4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol-1-yl)propanamide, or a pharmaceutically acceptable salt thereof.

111. The compound of claim 1 which is (2S)-N,N-Dimethyl-2-(4-{4-[3-(1 -quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-1H-pyrazol-1-yl)propanamide, or a pharmaceutically acceptable salt thereof.

112. The compound of claim 1 which is 6-(3-Bromophenyl)-3-[1-(3-methyl[1,2,4]triazolo[4,3 -a]pyridin-6-yl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

113. The compound of claim 1 which is 6-1-[6-(4-Bromo-3-fluorophenyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-3 -yl]cyclopropylquinoline, or a pharmaceutically acceptable salt thereof.

114. The compound of claim 1 which is 6-(1-{6-[3-Fluoro-4-(1H-imidazol-1-yl)phenyl][1,2,4]triazolo[4,3 -b][1,2,4]triazin-3 -yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

115. The compound of claim 1 which is 5-{2-Fluoro-4-[3-(1-quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}-N,N-dimethylpyridine-2-carboxamide, or a pharmaceutically acceptable salt thereof.

116. The compound of claim 1 which is 5-{2-Fluoro-4-[3-(1-quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}pyridin-2-amine, or a pharmaceutically acceptable salt thereof.

117. The compound of claim 1 which is Methyl (5- {2-fluoro-4-[3-(1 -quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}pyridin-2-yl)carbamate, or a pharmaceutically acceptable salt thereof.

118. The compound of claim 1 which is 3-[l -(1,3 -Benzothiazol-6-yl)cyclopropyl]-6-(4-bromophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine, or a pharmaceutically acceptable salt thereof.

119. The compound of claim 1 which is 4-{3-[1-(1,3-Benzothiazol-6-yl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}-N-{(1 S)-1-[(dimethylamino)carbonyl]propyl}benzamide, or a pharmaceutically acceptable salt thereof.

120. The compound of claim 1 which is 4-{3-[1-(1,3-Benzothiazol-6-yl)cyclopropyl][1,2,4 ]triazolo[4,3-b][1,2,4]triazin-6-yl}-N-{(1 S)-1- [(dimethylamino)carbonyl]-2-methylpropyl}benzamide, or a pharmaceutically acceptable salt thereof.

121. The compound of claim 1 which is 4-{3-[1-(1,3-Benzothiazol-6-yl)cyclopropyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl}-N-{(1 S)- 1- [(dimethylamino)carbonyl]-2,2-dimethylpropyl}benzamide, or a pharmaceutically acceptable salt thereof.

122. The compound of claim 1 which is 6-(1-{6-[4-(1-Methyl-1H-pyrazol-4-yl)phenyl][1,2,4]triazolo[4,3 -b][1,2,4]triazin-3-yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

123. The compound of claim 1 which is N-Methyl-5-{4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}pyridine-2-carboxamide, or a pharmaceutically acceptable salt thereof.

124. The compound of claim 1 which is N,N-Dimethyl-5-{4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]phenyl}pyridine-2-carboxamide, or a pharmaceutically acceptable salt thereof.

125. The compound of claim 1 which is 6-(1-{6-[4-(1H-pyrazol-1-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

126. The compound of claim 1 which is N-(Cyclopropylmethyl)-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

127. The compound of claim 1 which is N-Lthyl-4- [3 -(1 -quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

128. The compound of claim 1 which is N,N-Dimethyl-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

129. The compound of claim 1 which is N-Cyclopropyl-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

130. The compound of claim 1 which is N-(Pyridin-2-ylmethyl)-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

131. The compound of claim 1 which is Ethyl 4-{4-[3-(1-Quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzoyl}piperazine- 1-carboxylate, or a pharmaceutically acceptable salt thereof.

132. The compound of claim 1 which is 6-(1-{6-[4-(Pyrrolidin-1-ylcarbonyl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

133. The compound of claim 1 which is 6-[1-(6-{4-[(3,3-Difluoropyrrolidin-1-yl)carbonyl]phenyl}[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl)cyclopropyl]quinoline, or a pharmaceutically acceptable salt thereof.

134. The compound of claim 1 which is 6-{1-[6-(4-{[3-(3-Fluorophenyl)pyrrolidin-1-yl]carbonyl}phenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]cyclopropyl}quinoline, or a pharmaceutically acceptable salt thereof.

135. The compound of claim 1 which is 6-{1-[6-(4-{[(3S)-3-Fluoropyrrolidin-1-yl]carbonyl}phenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]cyclopropyl}quinoline, or a pharmaceutically acceptable salt thereof.

136. The compound of claim 1 which is 4-[3-(1-Quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]-N-[(2S)-tetrahydrofuran-2-ylmethyl]benzamide, or a pharmaceutically acceptable salt thereof.

137. The compound of claim 1 which is N-(1 -Pyridin-2-ylcyclopropyl)-4-[3 -(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

138. The compound of claim 1 which is N-(1S)-2,2-Dimethyl-1-[(methylamino)carbonyl]propyl-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof

139. The compound of claim 1 which is N-{(1S)-1-[(Dimethylamino)carbonyl]-2,2-dimethylpropyl}-4-[3-(1 -quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof

140. The compound of claim 1 which is N-[(1S)-1-(Azetidin-1-ylcarbonyl)-2,2-dimethylpropyl]-4-[3-(1 -quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof

141. The compound of claim 1 which is N-[(1S)-2-Amino-1-methyl-2-oxoethyl]-4-[3-(1 -quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof

142. The compound of claim 1 which is N-[(1S)-1-(Aminocarbonyl)-2-methylpropyl]- 4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof

143. The compound of claim 1 which is N-Lthyl-2-fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof

144. The compound of claim 1 which is 2-Fluoro-N-methyl-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof

145. The compound of claim 1 which is 2-Fluoro-N-(trans-4-hydroxycyclohexyl)-4-[3-(1 -quinolin-6-ylcyclopropyl) [1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

146. The compound of claim 1 which is 2-Fluoro-N-(2-methoxy-1,1-dimethylethyl)-4-[3 -(1 -quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

147. The compound of claim 1 which is N-Cyclopropyl-2-fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

148. The compound of claim 1 which is 2-Fluoro-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

149. The compound of claim 1 which is 2-Fluoro-N,N-dimethyl-4-[3-(1-quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

150. The compound of claim 1 which is 6-(1-{6-[3-Fluoro-4-(pyrrolidin-1-ylcarbonyl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3 -yl}cyclopropyl)quinoline, or a pharmaceutically acceptable salt thereof.

151. The compound of claim 1 which is N-Methyl-N-2-[methyl(pyridin-2-yl)amino]ethyl-4- [3-(1 -quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

152. The compound of claim 1 which is N-[(1R)-1-(4-Methyl-1,3-thiazol-2-yl)ethyl]- 4-[3 -(1 -quinolin-6-ylcyclopropyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-6-yl]benzamide, or a pharmaceutically acceptable salt thereof.

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY INFORMATION PREVIOUSLY RECORDED ON REEL 035920 FRAME 0576. ASSIGNOR(S) HEREBY CONFIRMS THE RECEIVING PARTY NAME SHOULD BE RECORDED AS TWO PARTIES. Recorded Jul 2, 2015
From: INCYTE CORPORATION
To: INCYTE HOLDINGS CORPORATION; INCYTE CORPORATION
Reel/Frame 036054/0740 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 16, 2015
From: INCYTE CORPORATION
To: INCYTE HOLDINGS CORPORATION AND INCYTE CORPORATION
Reel/Frame 035920/0576 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2008
From: ZHUO, JINCONG; ZHANG, COLIN; XU, MEIZHONG; QIAN, DING-QUAN; YAO, WENQING; JALLURI, KUMAR
To: INCYTE CORPORATION
Reel/Frame 020816/0449 →
Continuity (3)
Provisional Application 6083594200 · Aug 7, 2006
Provisional Application 6086193100 · Nov 30, 2006
Related Publication 20080039457A1 · Feb 14, 2008