IP Library Granted Patent US 7,538,223
Granted Patent B2
US 7,538,223 · App. 11/498,986 · Granted May 26, 2009

Compounds, compositions and methods

Assignee: Cytokinetics, Inc.
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Quick Facts
Patent No.
US 7,538,223
App. No.
11/498,986
Granted
May 26, 2009
Kind
B2
Abstract

Certain substituted urea derivatives selectively modulate the cardiac sarcomere, for example by potentiating cardiac myosin, and are useful in the treatment of systolic heart failure including congestive heart failure.

Claims (31)

1. At least one chemical entity chosen from compounds of Formula I

and pharmaceutically acceptable salts thereof, wherein

T is —O—;

W, X, Y, and Z are —C═;

R 1 is selected from optionally substituted

 optionally substituted

 optionally substituted

 and optionally substituted

R 2 is optionally substituted pyridin-3-yl;

R 3 is hydrogen;

R 4 is fluoro;

R 5 is hydrogen;

R 6 and R 7 are hydrogen;

R 13 is hydrogen.

2. At least one chemical entity of claim 1 where R 1 is

each of which is substituted with one or more lower alkyl groups.

3. At least one chemical entity of claim 2 where R 1 is

4. At least one chemical entity of claim 1 wherein R 2 pyridin-3-yl optionally substituted with lower alkyl.

5. At least one chemical entity of claim 1 wherein the compound of Formula I is chosen from yloxy))-5-fluorophenyl](3-pyridylamino)carboxamide;

N-[3-((2S,7 a S)-6-methyl-5,5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizin-2-yloxy))-5-fluorophenyl](3-pyndylamino)carboxamide;

N-[3-((2Rg7 a R)-6-methyl-5,5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizin-2-yloxy))-5-fluorophenyl](3-pyridylamino)carboxamide;

N-[3-((7 a S,2R)-6-methyl-5,5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizin-2-yloxy))-5-fluorophenyl][(6-methyl(3-pyridyl))amino]carboxamide;

N-[3-((1S,7 a R)-6-methyl-5,5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizinyloxy))-5-fluorophenyl](3-pyridylainino)carboxamide;

N-[3-((1S,7 a R)-6-methyl-5,5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizinyloxy))-5-fluorophenyl][(6-methyl(3-pyridyl))amino]carboxamide;

N-[3-(2,6,-dimethyl-1,1-dioxo(1,2,6-thiadiazaperhydroin-4-yloxy))-5-fluorophenyl](3-pyridylamino)carboxamide;

N-[3-(2,6-dimethyl-1,1-dioxo(1,2,6-thiadiazaperhydroin-4-yloxy))-5-fluorophenyl][(6-methyl(3-pyridyl))amino]carboxamide;

N-[3-((2R,7 a R)-6-methyl-5,5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizin-2-yloxy))-5-fluorophenyl][(6-methyl(3-pyridyl))amino]carboxamide;

N-[3-((7 a S,2R)-6-methyl-5,5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizin-2-yloxy))-5-fluorophenyl]-N-hydroxy(3-pyridylamino)carboxamide; and

N-[3-((7 a S,2R)-6-methyl-5, 5-dioxo(2,3,6,7,7 a -pentahydro-5-thia-6-azapyrrolizin-2-yloxy))-5-fluorophenyl]-N-hydroxy[(6-methyl(3-pyridyl))amino]carboxamide.

6. A pharmaceutical composition comprising a pharmaceutically acceptable excipient or adjuvant and at least one chemical entity of claim 1 .

7. The pharmaceutical composition of claim 6 wherein the composition is formulated in a form chosen from injectable fluids, aerosols, tablets, pills, capsules, syrups, creams, gels, and transdermal patches.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Jan 26, 2017
From: AMGEN INC.
To: CYTOKINETICS, INCORPORATED
Reel/Frame 041094/0653 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 2, 2007
From: MORGAN, BRADLEY P.; MUCI, ALEX; KRAYNACK, ERICA; LU, PU-PING; TOCHIMOTO, TODD; MORGANS, DAVID J., JR.
To: CYTOKINETICS, INC.
Reel/Frame 018952/0237 →
SECURITY AGREEMENT Recorded Jan 3, 2007
From: CYTOKINETICS, INCORPORATED
To: AMGEN, INC.
Reel/Frame 018700/0104 →
Continuity (3)
Provisional Application 6070584800 · Aug 4, 2005
Provisional Application 6075112300 · Dec 16, 2005
Related Publication 20070066626A1 · Mar 22, 2007