IP Library Granted Patent US 9,427,440
Granted Patent B2
US 9,427,440 · App. 13/836,168 · Granted Aug 30, 2016

Macrocyclic indole derivatives useful as hepatitis C virus inhibitors

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Quick Facts
Patent No.
US 9,427,440
App. No.
13/836,168
Granted
Aug 30, 2016
Kind
B2
Abstract

Inhibitors of HCV replication of formula (I) including stereochemically isomeric forms, and salts, hydrates, solvates thereof, wherein R 1 , R 2 , R 4 , R 5 , R 6 and R 7 have the meaning defined in the claims. The present invention also relates to processes for preparing said compounds, pharmaceutical compositions containing them and their use in HCV therapy.

Claims (28)

1. A method for inhibiting HCV replication, comprising administering to a subject in need thereof a compound of Formula (I)

or a stereochemically isomeric form, N-oxide, salt, hydrate, or solvate thereof, wherein:

R 1 is a bivalent chain selected from

each R 3 is independently selected from the group comprising hydrogen, C 1-4 alkyl and C 3-5 cycloalkyl;

a is 3, 4, 5 or 6;

each b is independently 1 or 2;

c is 1 or 2;

macrocycle A has 14 to 18 member atoms;

each R 2 is independently hydrogen, halo or C 1-4 alkoxy;

R 4 and R 5 are hydrogen or R 4 and R 5 together form a double bond or a methylene group to form a fused cyclopropyl;

R 6 is hydrogen or methyl; and

R 7 is a C 3-7 cycloalkyl optionally substituted with halo.

2. The method of claim 1 , wherein the,

R 1 is selected from —N(R 3 )—(CH 2 ) 4 —N(R 3 )—,

and,

each R 3 is independently selected from hydrogen and methyl.

3. The method of claim 1 , wherein R 2 is positioned the benzene group in para with respect to the bond linking this benzene to the indole group.

4. The method of claim 1 wherein R 2 is selected from fluoro and methoxy.

5. The method of claim 1 wherein R 7 is selected from cyclohexyl and 2-fluorocyclohexyl.

6. The method of claim 1 wherein R 4 and R 5 together form a double bond.

7. The method of claim 1 wherein the compounds of formula (I) have the stereochemical configuration as illustrated by formula (IA)

8. The method of claim 1 , wherein said compound has one of the structural formula II-1, II-2, II-3, III-1, III-2, III-3, III-4, IV-1, IV-2 or IV-3

9. The method of claim 1 , wherein macrocycle A has 17 or 18 member atoms.

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

or a salt thereof.

11. The method of claim 10 , wherein the compound is

12. The method of claim 1 , comprising administering to said subject at least one other anti-HCV compound.

13. The method of claim 10 , comprising administering to said subject at least one other anti-HCV compound.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 24, 2015
From: JANSSEN R & D IRELAND
To: JANSSEN SCIENCES IRELAND UC
Reel/Frame 035496/0382 →