N,n-di(arylmethyl)cyclic urea derivatives as anti-coagulants

Details N,n-di(arylmethyl)cyclic urea derivatives as anti-coagulants N,n-di(arylmethyl)cyclic urea derivatives as anti-coagulants

C - Chemistry, Metallurgy

07

D

C07D 233/36 (2006.01) A61K 31/415 (2006.01) A61K 31/44 (2006.01) A61K 31/495 (2006.01) A61K 31/535 (2006.01) A61K 31/55 (2006.01) C07D 233/70 (2006.01) C07D 233/90 (2006.01) C07D 235/26 (2006.01) C07D 239/10 (2006.01) C07D 243/04 (2006.01) C07D 401/00 (2006.01) C07D 403/10 (2006.01)

Patent

CA 2221992

N,N-di(aryl)cyclic urea derivatives, such as the compounds of formula (III) wherein R1 is -C(NH)NH2, -C(NH)N(H)OR11, -C(NH)N(H)C(O)R9, or -C(NH)N(H)C(O)OR11; R2 and R3 are independently hydrogen, halo, lower alkyl, lower haloalkyl, aryl, -OR11, -C(O)OR11, -C(O)N(R11)R12, -N(R11)R12, -N(H)C(O)R11, or -N(H)S(O)2R11; R4 is halo, lower haloalkyl, imidazolyl, -C(NH)NH2, -C(NH)NHOR11, -C(NH)N(H)C(O)R9, -C(NH)N(H)C(O)OR11, -OR11, -C(O)R13, -(CH2)n C(O)OR11 (where n is 0 to 6), -C(O)N(R11)R12, or -N(R11)R12; R7 and R8 are independently hydrogen, lower alkyl, lower haloalkyl, 4-pyridinyl, -C(O)OR11, -C(O)N(R11)R12, or aryl (optionally substituted by one or more substituents selected from the group consisting of halo, hydroxy, lower alkyl, lower haloalkyl, lower alkoxy and -N(R11)R12); R11 and R12 are independently hydrogen, lower alkyl, aryl or lower aralkyl; or R13 is pyrrolidinyl, 4-morpholinyl, piperazinyl, N-methylpiperazinyl, or piperidinyl; or a pharmaceutically acceptable salt thereof, are disclosed herein as being inhibitors of factor Xa and thereby being useful as anti-coagulants.

L'invention concerne des dérivés de l'urée N,N-di(aryle) cycliques, tels que les composés représentés par la formule (III) dans laquelle R<1> représente C(NH)NH2, -C(NH)N(H)OR<11>, -C(NH)N(H)C(O)R<9>, ou -C(NH)N(H)C(O)OR<11>; R<2> et R<3> représentent indépendamment de hydrogène, halo, alkyle inférieur, haloalkyle inférieur, aryle, -OR<11>, -C(O)OR<11>, -C(O)N(R<11>)R<12>, -N(R<11>)R<12>, -N(H)C(O)R<11>, ou -N(H)S(O)2R<11>; R<4> représente halo, haloalkyle inférieur, imidazolyle, -C(NH)NH2, -C(NH)NHOR<11>, -C(NH)N(H)C(O)R<9>, N(H)C(O)OR<11>, -OR<11>, -C(O)R<13>, -(CH2)nC(O)OR<11> (où n est compris entre 0 et 6), -C(O)N(R<11>)R<12> ou -N(R<11>)R<12>; R<7> et R<8> représentent indépendamment hydrogène, alkyle inférieur, haloalkyle inférieur, 4-pyridinyle, -C(O)OR<11>, -C(O)N(R<11>)R<12>, ou aryle (éventuellement substitué par un ou plusieurs substituents sélectionnés parmi halo, hydroxy, alkyle inférieur, haloalkyle inférieur, alcoxy inférieur et -N(R<11>)R<12>); R<11> et R<12> représentent indépendamment hydrogène, alkyle inférieur, aryle, ou aralkyle inférieur; ou bien R<13> représente du pyrrolidinyle, 4-morpholinyle, pipérazinyle, N-méthylpipérazinyle, ou pipéridinyle; ou un sel pharmaceutiquement acceptable de ces derniers. Ces composés sont des inhibiteurs du facteur Xa et peuvent ainsi être utilisés comme anticoagulants.

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