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US 11,952,381 B2Granted
Cardiac sarcomere inhibitors
AssigneeCytokinetics, Inc.
InventorsChihyuan Chuang, Bradley P. Morgan, Mark Vanderwal, Luke W. Ashcraft, Kevin Lau
Life of this patent
Estimating the term…
Abstract
Provided are compounds of Formula (I): or a pharmaceutically acceptable salt thereof, wherein R1, R2A, R2B, R3, R4, and R5 are as defined herein. Also provided is a pharmaceutically acceptable composition comprising a compound of Formula (I), or a pharmaceutically acceptable salt thereof. Also provided are methods of using a compound of Formula (I), or a pharmaceutically acceptable salt thereof.
Claims20
A method of preparing a compound of formula (1b-10)
- or a salt thereof, comprising:
- (i) reacting a compound of formula (1b-1)
- or a salt thereof, with a compound of formula (1b-2)
- or a salt thereof, to form a compound of formula (1b-3)
- or a salt thereof;
- and
- (ii) converting the compound of formula (1b-3) or salt thereof to the compound of formula (1b-10) or salt thereof;
- wherein:
- R1 is selected from the group consisting of substituted or unsubstituted phenyl and substituted or unsubstituted pyridyl;
- R2a is selected from the group consisting of substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted alkoxycarbonyl, substituted or unsubstituted aminoacyl, substituted or unsubstituted aminothionyl, substituted or unsubstituted acyl, substituted or unsubstituted aminosulfonyl, substituted or unsubstituted aminocarbonylamino, substituted or unsubstituted alkyl, substituted or unsubstituted pyridin-one-yl, substituted or unsubstituted pyridazin-one-yl, substituted or unsubstituted 9-membered bicyclic heterocyclyl, and hydroxyl;
- R3 is selected from the group consisting of unsubstituted C2-C6 alkyl, alkyl substituted with alkoxy, cyano, or halo, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted cycloalkynyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl;
- R4 is H or unsubstituted alkyl;
- R5 is H or substituted or unsubstituted alkyl;
- n is 1 or 2;
- and
- Alk1 is unsubstituted C1-C6 alkyl.
13 more elements
A compound of formula (1b-7)
- or a salt thereof, wherein:
- R1 is selected from the group consisting of substituted or unsubstituted phenyl and substituted or unsubstituted pyridyl;
- R3 is selected from the group consisting of unsubstituted C2-C6 alkyl, alkyl substituted with alkoxy, cyano, or halo, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted cycloalkynyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl;
- R4 is H or unsubstituted alkyl;
- R5 is H or substituted or unsubstituted alkyl;
- and
- n is 1, 2, 3, or 4.
4 more elements
A compound of formula (1b-8)
- or a salt thereof, wherein:
- R1 is selected from the group consisting of substituted or unsubstituted phenyl and substituted or unsubstituted pyridyl;
- R3 is selected from the group consisting of unsubstituted C2-C6 alkyl, alkyl substituted with alkoxy, cyano, or halo, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted cycloalkynyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, and substituted or unsubstituted heteroaryl;
- R4 is H or unsubstituted alkyl;
- R5 is H or substituted or unsubstituted alkyl;
- and
- n is 1, 2, 3, or 4.
4 more elements
Dependencies are inferred from the claim text.