IP Library Granted Patent US 7,696,166
Granted Patent B2
US 7,696,166 · App. 11/391,023 · Granted Apr 13, 2010

Use of cyclosporin alkyne/alkene analogues for preventing or treating viral-induced disorders

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 7,696,166
App. No.
11/391,023
Granted
Apr 13, 2010
Kind
B2
Abstract

The present invention relates to methods of preventing or treating a mammal with a viral-induced disorder. The method involves administering to the mammal a therapeutically effective amount of a compound represented by Formula I, as shown below: or a pharmaceutically acceptable salt thereof, with X, R 0 , R 1 , and R 2 defined herein, under conditions effective to prevent or treat the viral-induced disorder.

Claims (44)

1. A method of treating a mammal with hepatitis C comprising:

administering to the mammal a therapeutically effective amount of a compound having the following formula:

wherein:

X is OH or OAc;

R 0 is H, CH 2 OH, or CH 2 OR 3 ;

R 1 is hydrogen, deuterium, or methyl;

R 2 is selected from the group consisting of:

hydrogen;

halogen;

C 1 -C 6 saturated or unsaturated, straight or branched carbon chain;

C 1 -C 6 saturated or unsaturated, straight or branched carbon chain containing a substitution or substitutions selected from the group consisting of deuterium, halogen, nitrogen, sulfur, and silicon;

C 1 -C 6 saturated or unsaturated, straight or branched carbon chain containing a function group or function groups selected from the group consisting of alcohol, ether, aldehyde, ketone, carboxylic acid, ester, and amide;

C 1 -C 6 saturated or unsaturated, straight or branched carbon chain containing a function group of oxime or hydrazone;

C 1 -C 6 saturated or unsaturated, straight or branched carbon chain containing an aryl or a heteroaryl group;

C 3 -C 6 substituted and unsubstituted cycloalkyl;

substituted and unsubstituted aryl; and

substituted and unsubstituted heteroaryl; and

R 3 is selected from the group consisting of:

alkanoyl,

alkenoyl,

alkynoyl,

aryloyl,

arylalkanoyl,

alkylaminocarbonyl,

arylaminocarbonyl,

arylalkylaminocarbonyl,

alkyloxycarbonyl,

aryloxycarbonyl, and

arylalkyloxycarbonyl,

wherein the compound is a cis geometric isomer, a trans geometric isomer, or a pharmaceutically acceptable salt thereof,

under conditions effective to treat hepatitis C.

2. The method according to claim 1 , wherein X is OH or OAc, R 0 is H, CH 2 OH, or CH 2 OAc, and R 1 is H or D.

3. The method according to claim 2 , wherein R 2 is H.

4. The method according to claim 2 , wherein R 2 is selected from the group consisting of CH 3 , CD 3 , CH 2 CH 3 , and CH 2 CH 2 CH 3 .

5. The method according to claim 2 , wherein R 2 is selected from the group consisting of CH═CH 2 , CH═CHCH 3 , C≡CH, and —C≡C—CH 3 .

6. The method according to claim 2 , wherein R 2 is selected from the group consisting of F, Cl, Br, and I.

7. The method according to claim 2 , wherein R 2 is cyclopropyl.

8. The method according to claim 2 , wherein R 2 is selected from the group consisting of CH 2 OH, CH(OH)CH 3 , CH 2 OCH 3 , CH 2 OCH 2 CH 3 , CHO, and C(═O)CH 3 .

9. The method according to claim 2 , wherein R 2 is selected from the group consisting of CH═N—OCH 3 , CH═N—OCH 2 CH 3 , CH═N—NHCH 3 , and CH═N—N(CH 3 ) 2 .

10. The method according to claim 1 , wherein said compound is administered in combination with an interferon.

11. The method according to claim 10 , wherein the interferon is interferon α2a or interferon α2b.

12. The method according to claim 10 , wherein the interferon is a pegylated interferon.

13. The method according to claim 12 , wherein the pegylated interferon is pegylated interferon α2a or pegylated interferon α2b.

14. The method according to claim 1 , wherein the compound is non-immunosuppressive.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Jul 9, 2014
From: WELLS FARGO
To: ALBANY MOLECULAR RESEARCH, INC.
Reel/Frame 033283/0357 →
SECURITY AGREEMENT Recorded Apr 20, 2012
From: ALBANY MOLECULAR RESEARCH, INC.; AMRI BURLINGTON, INC.; AMRI BOTHELL RESEARCH CENTER, INC.; AMRI RENESSELAER, INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 028078/0227 →
TERMINATION Recorded Apr 19, 2012
From: BANK OF AMERICA, N.A.
To: ALBANY MOLECULAR RESEARCH, INC.; AMRI BOTHELL RESEARCH CENTER, INC.; AMRI BURLINGTON, INC.; AMRI RENESSELAER, INC.
Reel/Frame 028072/0335 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jun 6, 2011
From: ALBANY MOLECULAR RESEARCH, INC.; AMRI RENSSELAER, INC.; AMRI BOTHELL RESEARCH CENTER, INC.; AMRI BURLINGTON, INC.
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 026397/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 18, 2008
From: AMR TECHNOLOGY, INC.
To: ALBANY MOLECULAR RESEARCH, INC.
Reel/Frame 021998/0550 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 5, 2006
From: MOLINO, BRUCE F.
To: AMR TECHNOLOGY, INC.
Reel/Frame 017832/0074 →