US 11,739,082 B2
Thiophene compounds, process for synthesis and use thereof
Kashinath Komirishetty, Pune (IN); Mahesh Kumar Verma, Pune (IN); Parul Ganju, Pune (IN); and Sudhanand Prasad, Pune (IN)
Assigned to Ahammune Biosciences Private Limited, Pune (IN)
Appl. No. 16/643,409
Filed by AHAMMUNE BIOSCIENCES PRIVATE LIMITED, Pune (IN)
PCT Filed Aug. 31, 2018, PCT No. PCT/IB2018/056677
§ 371(c)(1), (2) Date Feb. 28, 2020,
PCT Pub. No. WO2019/043642, PCT Pub. Date Mar. 7, 2019.
Claims priority of application No. 201721030816 (IN), filed on Aug. 31, 2017.
Prior Publication US 2020/0255417 A1, Aug. 13, 2020
Int. Cl. C07D 413/14 (2006.01); C07D 413/06 (2006.01); C07D 413/12 (2006.01); C07D 417/12 (2006.01); C07D 409/12 (2006.01); C07D 409/06 (2006.01); C07D 333/24 (2006.01); A61P 17/00 (2006.01)
CPC C07D 413/14 (2013.01) [A61P 17/00 (2018.01); C07D 333/24 (2013.01); C07D 409/06 (2013.01); C07D 409/12 (2013.01); C07D 413/06 (2013.01); C07D 413/12 (2013.01); C07D 417/12 (2013.01)] 13 Claims
 
1. A compound of Formula I represented by

OG Complex Work Unit Chemistry
wherein
R1, R2, R3, R4, R5 are each independently selected from hydrogen, halogen, phenyl, straight chain or branched C1-C5 alkyl, straight chain or branched C2-C5 alkenyl, straight chain or branched C1-C5 alkoxyalkyl, straight chain or branched C1-C5 alkoxyaryl, aryl, CF3, C3-C7 aromatic or aliphatic heterocycle comprising at least one hetero atom selected from a group of O, N and S; or
any of two adjacent R groups R1, R2, R3, R4, and R5 may together form (1) a naphthalene; or (2) a 5-6 membered aromatic or aliphatic ring comprising at least one hetero atom selected from a group of O, N and S;
Ra and Rb are each independently selected from hydrogen, straight chain or branched C1-C5 alkyl, straight chain or branched C1-C5 aralkyl, straight chain or branched C2-C5 alkenyl, straight chain or branched C2-C5 alkynyl, or both Ra, and Rb together form a 3-7 membered ring comprising at least one hetero atom selected from a group of O, N and S;
R6 and R7 are each independently selected from hydrogen, unsubstituted straight chain or branched C1-C5 alkyl, straight chain or branched C1-C5 aralkyl, straight chain or branched C2-C5 alkenyl, straight chain or branched C2-C5 alkynyl; or
—CH2(CH2)nNRcRd wherein n is 0-3, and Rc and Rd are both CH3 or together form a 3-7 membered aromatic or aliphatic heterocycle comprising at least one hetero atom selected from a group of O, N and S; or
both R6 and R7 may together form a 3-7 membered aliphatic heterocycle comprising at least one hetero atom selected from O, N and S;
provided that R6 and R7 are not both hydrogen;
or a stereoisomer; a racemic mixture; a geometrical isomer; a tautomer; a pharmaceutically acceptable salt, hydrate, or solvate; a solid form; or a mixture of solid forms thereof.