US 7,491,710 B2
Organophosphorus derivatives of indazoles and use thereof as medicinal products
Marie-Pierre Cherrier, Ivry sur Seine (France); Francois Clerc, Antony (France); Alain Commercon, Vitry sur Seine (France); Patrick Mailliet, Fontenay Sous Bois (France); Hervé Minoux, Thiais (France); and Bruno Filoche-Rommé, Creteil (France)
Assigned to Aventis Pharma S.A., Antony (France)
Filed on Dec. 17, 2004, as Appl. No. 11/16,595.
Claims priority of application No. 03 14778 (FR), filed on Dec. 17, 2003.
Prior Publication US 2005/0137171 A1, Jun. 23, 2005
Int. Cl. A61K 31/675 (2006.01)
U.S. Cl. 514—80  [548/114] 19 Claims
 
1. A compound of formula (I) below:

OG Complex Work Unit Drawing
wherein
W is a covalent bond or O;
X is a covalent bond or a group chosen from —C═O—NRa—, NRa—C═O, —(CH2)n—, —CH═CH—, —C≡C—, —NRa—, S, O, —SO2—, —SO, —CO or —COO, wherein Ra is H or (C1-C4)alkyl which optionally forms a ring with R1, and wherein n is an integer from 0 to 12;
R1 is H, alkyl, cycloalkyl, aryl or heteroaryl; said alkyl, cycloalkyl, aryl or heteroaryl is optionally substituted;
R and R2 may be identical or different and are independently of each other selected from H, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, hydroxyl, alkoxy and aryloxy radicals, all of which except H are optionally substituted;
Y is a covalent bond or a radical chosen from: —C═O—NRa—, —C═O—O—, —C═O—, —(CH2)n— or —SO2—, wherein Ra is H or (C1-C4)alkyl which optionally forms a ring with R3 and n is as defined above;
R3 is selected from the group consisting of H, alkyl, cycloalkyl, aryl, and heteroaryl; all of which except H are optionally substituted;
R4, R6 and R7, which may be identical or different, are independently chosen from H, halogen, (C1-C4)alkyl, (C1-C4)alkoxy, cyano, —N(Rb)Rc, —C═O—N(Rb)Rc and —N(Rb)—CO—Rc, wherein Rb and Rc are independently chosen from H, (C1-C4)alkyl and (C3-C6)cycloalkyl; or an enantiomer, a stereoisomer, a rotomer or a tautomer thereof, or a mixture in any combination thereof, a solvate thereof or a pharmaceutically acceptable salt thereof;
with the proviso that
when X=—SO2— or —SO—, R1 is not H;
when Y is —C═O—O—, or —SO2—, R3 is not H; and
with the exception of the products below

OG Complex Work Unit Drawing