C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 471/10 (2006.01) A61K 31/435 (2006.01) C07D 213/63 (2006.01) C07D 221/20 (2006.01) C07D 233/61 (2006.01) C07D 239/48 (2006.01) C07D 249/08 (2006.01) C07D 257/04 (2006.01) C07D 295/12 (2006.01) C07D 473/18 (2006.01) C07D 495/10 (2006.01)
Patent
CA 2269858
Compound represented by structural formula (I) or a pharmaceutically acceptable salt thereof, wherein: a is 0, 1, 2 or 3; b, d and e are independently 0, 1 or 2; R is H, C1-6 alkyl, -OH or C2-C6 hydroxyalkyl; A is an optionally substituted oxime, hydrazone or olefin; X is a bond, -C(O)-, -O- , -NR6-, -S(O)e-, -N(R6)C(O)-, -C(O)N(R6)-, -OC(O)NR6-, -OC(=S)NR6-, - N(R6)C(=S)O-, -C(=NOR1)-, -S(O)2N(R6)-, -N(R6)S(O)2-, -N(R6)C(O)O- or -OC(O)-; T is H, phthalimidyl, aryl, heterocycloalkyl, heteroaryl, cycloalkyl or bridged cycloalkyl; Q is -SR6, -N(R6)(R7), -OR6, phenyl, naphthyl or heteroaryl; R6a, R7a, R8a, R9a, R6 and R7 are H, C1-6 alkyl, C2-C6 hydroxyalkyl, C1-C6 alkoxy-C1-C6 alkyl, phenyl or benzyl; or R6 and R7, together with the nitrogen to which they are attached, form a ring; R9a is R6 or -OR6; and Z is spiro-substituted piperidinyl or substituted piperazinyl wherein aryl, heterocycloalkyl, heteroaryl, cycloalkyl and bridged cycloalkyl groups are optionally substituted; methods of treating asthma, cough, bronchospasm, inflammatory diseases, and gastrointestinal disorders with said compounds, and pharmaceutical compositions comprising said compounds are disclosed.
L'invention concerne un composé représenté par la formule structurelle (I), dans laquelle a est 0, 1, 2 ou 3; b, d et e sont indépendamment 0, 1 ou 2; R est H, alkyle C¿1?-C¿6?, OH ou hydroxyalkyle C¿2?-C¿6?; A est une oxime, une hydrazone ou une oléfine éventuellement substituée; X est une liaison, C(O), O, NR?6¿, S(O)¿e?, N(R?6¿)C(O), C(O)N(R?6¿), OC(O)NR?6¿, OC(=S)NR?6¿, N(R?6¿)C(=S)O, C(=NOR?1¿), S(O)¿2?N(R?6¿), N(R?6¿)S(O)¿2?, N(R?6¿)C(O)O ou OC(O); T est H, phtalimidyle, aryle, hétérocycloalkyle, hétéroaryle, cycloalkyle ou cycloalkyle ponté; Q est SR?6¿, N(R?6¿)(R?7¿), OR?6¿, phényle, naphtyle ou hétéroaryle; R?6a¿, R?7a¿, R?8a¿, R?9a¿, R?6¿ et R?7¿ sont H, alkyle C¿1?-C¿6?, hydroxyalkyle C¿2?-C¿6?, alcoxy C¿1?-C¿6? alkyle C¿1?-C¿6?, phényle ou benzyle; ou R?6¿ et R?7¿, avec l'azote sur lequel ils sont fixés, forment un noyau; R?9a¿ est R?6¿ ou OR?6¿; et Z est pipéridinyle spiro-substitué ou pipérazinyle substitué, où les groupes aryles, hétérocycloalkyles, hétéroaryles, cycloalkyles et cycloalkyles pontés sont éventuellement substitués; ainsi que ses sels pharmaceutiquement acceptables. L'invention concerne également des méthodes permettant de traiter l'asthme, la toux, le bronchospasme, les maladies inflammatoires et les troubles gastro-intestinaux avec lesdits composés, ainsi que des compositions pharmaceutiques les contenant.
Aslanian Robert G.
Reichard Gregory A.
Shih Neng-Yang
Ogilvy Renault Llp/s.e.n.c.r.l.,s.r.l.
Schering Corporation
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