IP Library Patent Application 14091723
Patent Application
App. No. 14/091,723

Antiviral Drugs for Treatment of Arenvirus Infection

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Patent No.
US None
App. No.
14/091,723
Abstract

Compounds, methods and pharmaceutical compositions for treating viral infections, by administering certain compounds in therapeutically effective amounts are disclosed. Methods for preparing the compounds and methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by the Arenavirus family is disclosed.

Claims (18)

1 . A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound having the following general Formula I or a pharmaceutically acceptable salt thereof:

wherein B, D, E, G, B′, D′, E′ and G′ are independently N;

R is selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, arylalkyl, aryl, heteroaryl, hydroxy, alkyloxy, aryloxy, heteroaryloxy, acyloxy, arylacyloxy, heteroarylacyloxy, alkylsulfonyloxy, arylsulfonyloxy, thio, alkylthio, amino, alkylamino, dialkylamino, cycloalkylamino, heterocycloalkylamino, arylamino, heteroarylamino, acylamino, arylacylamino, heteroarylacylamino, alkylsulfonylamino, arylsulfonylamino, acyl, arylacyl, heteroarylacyl, alkylsulfinyl, arylsulfinyl, alkylsulfonyl, arylsulfonyl, aminosulfonyl, substituted aminosulfonyl, carboxy, alkoxycarbonyl, cycloalkyloxycarbonyl, aryloxycarbonyl, carbamoyl, substituted carbamoyl, halogen, cyano, isocyano and nitro; and

X and X′ are independently selected from the group consisting of O and S.

2 . The composition of claim 1 , wherein that at least one of B, D, E, G, B′, D′, E′ and G′ is C—Y, wherein Y is halogen.

3 . (canceled)

4 . The composition of claim 1 , wherein R is selected from the group consisting of hydrogen, alkyl, amino and halogen.

5 . The composition of claim 1 , wherein, R is hydrogen or methyl.

6 . The composition of claim 1 , wherein each of X and X′ is N—R′.

7 . The composition of claim 6 , wherein R′ is hydrogen or alkyl.

8 . The composition of claim 1 , wherein the compound of Formula I is selected from the group consisting of 1H,1′H-[2,2′]Bibenzoimidazolyl; 5,6,5′,6′-Tetramethyl-1H,1′H-[2,2′]bibenzoimidazolyl; 1,1′-Dimethyl-1H,1′H-[2,2′]bibenzoimidazolyl; 1,1′-Diethyl-1H,1′H-[2,2′]bibenzoimidazolyl; 6,6′-Dinitro-1H,1′H-[2,2′]bibenzoimidazolyl; 4,4′-Difluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 5,5′-Difluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 5,5′-Dichloro-1H,1′H-[2,2′]bibenzoimidazolyl; 5,5′-Dibromo-1H,1′H-[2,2′]bibenzoimidazolyl; 4,4′-Dimethyl-1H,1′H-[2,2′]bibenzoimidazolyl; 5,5′-Dimethyl-1H,1′H-[2,2′]bibenzoimidazolyl; 4,4′-Dimethoxy-1H,1′H-[2,2′]bibenzoimidazolyl; 5,5′-Dimethoxy-1H,1′H-[2,2′]bibenzoimidazolyl; 1H,1′H-[2,2′]Bibenzoimidazolyl-4,4′-dicarboxylic acid dimethyl ester; 1H,1′H-[2,2′]Bibenzoimidazolyl-5,5′-dicarboxylic acid dimethyl ester; 4,4′-Diphenyl-1H,1′H-[2,2′]bibenzoimidazolyl; 4,5,4′,5′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 4,6,4′,6′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 5,6,5′,6′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 1H,1′H-[2,2′]Bi[imidazo[4,5-b]pyridinyl]; 3H,3′H-[2,2′]Bi[imidazo[4,5-c]pyridinyl]; 4,7,4′,7′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; and 4,4′-Dichloro-1H,1′H-[2,2′]bibenzoimidazolyl.

9 . The composition of claim 1 , wherein the compound of Formula I is selected from the group consisting 1H,1′H-[2,2′]Bibenzoimidazolyl; 4,4′-Difluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 5,5′-Difluoro-1H,1′H-[2,2′]bibenzoimidazolyl; and 4,6,4′,6′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl.

10 . (canceled)

11 . The compound of claim 10 , wherein the compound of Formula I is selected from the group consisting of 4,4′-Difluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 5,5′-Dibromo-1H,1′H-[2,2′]bibenzoimidazolyl; 4,5,4′,5′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 4,6,4′,6′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 5,6,5′,6′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; 4,7,4′,7′-Tetrafluoro-1H,1′H-[2,2′]bibenzoimidazolyl; and 4,4′-Dichloro-1H,1′H-[2,2′]bibenzoimidazolyl.

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

13 . A compound or a pharmaceutically acceptable salt thereof selected from the group consisting of 4,4′-Dimethoxy-1H,1′H-[2,2′]bibenzoimidazolyl; 1H,1′H-[2,2′]Bibenzoimidazolyl-4,4′-dicarboxylic acid dimethyl ester; 1H,1′H-[2,2′]Bibenzoimidazolyl-5,5′-dicarboxylic acid dimethyl ester; and 4,4′-Diphenyl-1H,1′H-[2,2′]bibenzoimidazolyl.

14 . A pharmaceutical composition comprising a pharmaceutically acceptable carrier and the compound of claim 13 .

15 .- 36 . (canceled)

Assignments (2)
CONFIRMATORY LICENSE Recorded Oct 27, 2021
From: SIGA TECHNOLOGIES INC
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 057940/0030 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2014
From: SIGA TECHNOLOGIES INC.
To: KINETA FOUR LLC
Reel/Frame 033588/0427 →