Substituted arylalkylamines as neurokinin antagonists

Details Substituted arylalkylamines as neurokinin antagonists Substituted arylalkylamines as neurokinin antagonists

C - Chemistry, Metallurgy

07

D

C07D 211/52 (2006.01) A61K 31/445 (2006.01)

Patent

CA 2268866

Compounds represented by structural formula (I) or a pharmaceutically acceptable salt thereof are disclosed, wherein: A1 is -CH2R6, -OR6, -N(R6)(R7), -S(O)e R13. -(C(R6)(R7)O-6-OR6, -(C(R6)(R7))1-6-N(R6)(R7) or -(C(R6)(R7))1-6-S(O)e R13 and A2 is H, or A1 and A2 together are =O, =C(R6)(R7), =NOR6 or =S; Q is phenyl, naphthyl, -SR6, -N(R6)(R7), -OR6 or heteroaryl; T is H, aryl, heterocycloalkyl, heteroaryl, cycloalkyl or bridged cycloalkyl; b is 0, 1 or 2; b1 is 1 or 2; 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(=NOR6)-, -S(O)2N(R6)-, -N(R6)S(O)2-, -N(R6)C(O)O- or -OC(O)-; R6, R7, R8a, and R13 are H, alkyl, hydroxyalkyl, alkoxy alkyl, phenyl or benzyl; or R6 and R7, together with the nitrogen to which they are attached, form a ring; R9 and R9a independently are R6 or -OR6; Z is optionally substituted (II), wherein g is 0-3 and h is 1-4, provided the sum of h and g is 1-7; wherein the aryl, phenyl, benzyl, naphthyl, heterocycloalkyl and heteroaryl 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 des composés de la formule structurelle (I) ou un sel pharmaceutiquement acceptable desdits composés, des procédés d'utilisation desdits composés pour traiter l'asthme, la toux, le bronchospasme, les maladies inflammatoires et les troubles gastro-intestinaux, et des compositions pharmaceutiques comprenant lesdits composés. Dans ladite formule (I), A<1> est -CH2R<6>, -OR<6>, -N(R<6>)(R<7>), -S(O)eR<13>, -(C(R<6>)(R<7>))1-6-OR<6>, -(C(R<6>)(R<7>))1-6-N(R<6>)(R<7>) ou -(C(R<6>)(R<7>)1-6-S(O)eR<13> et A<2> est H, ou A<1> et A<2> sont, ensemble, =O, =C(R<6>)(R<7>), =NOR<6> ou =S; Q est phényle, naphtyle, SR<6>, -N(R<6>)(R<7>), -OR<6> ou hétéroaryle; T est H, aryle, hétérocycloalkyle, hétéroaryle, cycloalkyle ou cycloalkyle ponté; b vaut 0, 1 ou 2; b1 vaut 1 ou 2; 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<6>)-, -S(O)2N(R<6>)-, -N(R<6>)S(O)2-, -N(R<6>)C(O)O- ou -OC(O)-; R<6>, R<7>, R<8a> et R<13> sont H, alkyle, hydroxyalkyle, alcoxyalkyle, phényle ou benzyle; ou R<6> et R<7>, forment ensemble, avec azote auquel ils sont liés, un noyau; R<9> et R<9a> sont, indépendamment, R<6> ou -OR<6>; Z est la formule (II) éventuellement substituée dans laquelle g est compris entre 0 et 3 et h est comprise entre 1 et 4, à condition que la somme de h et g soit comprise entre 1 et 7; les groupes aryle, phényle, benzyle, naphtyle, hétérocycloalkyle et hétéroaryle sont éventuellement substitués.

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