Patent ID: 6800658
Filing Date: 2004-10-05
Classification: C07C,C07D

Abstract:
A compound having the structural formula: or a pharmaceutically acceptable salt or hydrate thereof, wherein: the bond - - - designates a single or double bond; m is 0, 1, 2, 3 or 4; each n is independently 0, 1, 2, 3, 4 or 5; X is C; Y is absent, (C1-C6) alkyl, (C2-C6) alkenyl or (C2-C6) alkynyl; R1 is â€”H, â€”OR, â€”SR, â€”Oâ€”C(O)R, â€”Sâ€”C(O)R, â€”Oâ€”C(S)R, â€”C(S)R, or when taken together with R2 is &boxH;O, &boxH;S, &boxH;Nâ€”OR, a 3-8 membered heterocycloalkyl or a substituted 3-8 membered heterocycloalkyl; R2 is absent or â€”H; R3 is absent or â€”H; with the proviso that R2 and R3 are absent at the same time; R4 is â€”H, â€”ORâ€², â€”SRâ€², â€”N(Râ€²)2, â€”CN, â€”NO2, (C3-C8) cycloalkyl, 3-8 membered heterocycloalkyl, â€”C(O)Râ€², â€”C(S)Râ€², â€”C(O)ORâ€², â€”C(S)ORâ€², â€”C(O)SRâ€², â€”C(S)SRâ€², â€”C(O)N(Râ€²)2 or â€”C(S)N(Râ€²)2; each R5, R6 and R7 is independently selected from the group -halogen, â€”Râ€², â€”ORâ€², â€”SRâ€², â€”N(Râ€²)2, â€”ON(Râ€²)2, â€”SN(Râ€²)2, â€”NO2, â€”CN, â€”C(O)Râ€², â€”C(S)Râ€², â€”C(O)ORâ€², â€”C(O)SRâ€², â€”C(S)ORâ€², â€”CS(S)Râ€², â€”C(O)N(Râ€²)2, â€”C(S)N(Râ€²)2, â€”C(O)NRâ€²(ORâ€²), â€”C(S)NRâ€²(ORâ€²); â€”C(O)NRâ€²(SRâ€²), â€”C(S)NRâ€²(SRâ€²), â€”CH(CN)2, â€”CH[C(O)Râ€²]2, â€”CH[C(S)Râ€²]2, â€”CH[C(O)ORâ€²]2, â€”CH[C(S)ORâ€²]2, â€”CH[C(O)SRâ€²]2 and â€”CH[C(S)SRâ€²]2; with the following provisos: when - - - is single bond, and X is C, and R1 is â€”OH, and R2, R3 and R4 are H, and Y is absent, then (a) if m is 0, then n is not 0 and at least one of R5 and R6 are other than H; (b) if n is 0, then m is not 0 and at least one of R7 is other than H; or when - - - is single bond, and X is C, and R1 and R2 taken together are &boxH;O, and Y is absent, and R3 and R4 are H, then (a) if m is 0, then n is not 0 and at least one of R5 and R6 are other than H; (b) if n is 0, then in is not 0 and at least one of R7 is other than H; or when - - - is single bond, and X is C, and R1 and R2 taken together are &boxH;O, and Y is absent, and R3 and R4 are H, and m=0, and n=1 then (a) if R5 is H, then R6 is not Br (para), or OMe (para) or OH (para); (b) if R6 is H, then R5 is not Br (para), or OMe (para) or OH (para); or when - - - is single bond, and X is C, and R1, R2, R3 and R4 are H, and Y is absent, then (a) if m is 0, then n is not 0 and at least one of R5 and R6 is other than H; (b) if n is 0, then m is not 0 and at least one of R7 is other than H; and (c) if m=0 and n is 1, then R5 and R6 are not both â€”NH2 (para) or â€”OH (para); or when - - - is double bond, and X is C, and R1 and R4 are H, and R2, R3 and Y are absent, then (a) if m is 0, then n is not 0 and at least one of R5 and R6 are other than H; (b) if n is 0, then m is not 0 and at least one of R7 is other than H; (c) if m=0, and n=1, then (i) if R5 is H, then R6 is not â€”OMe (para), or Br (para), or â€”CN (para), (ii) if R6 is H, then R5 is not â€”OMe (para), or Br (para), or â€”CN (para); or when - - - is single bond, and X is C, and R1 and R2 taken together are &boxH;O, and Y is CH2, and R3 and R4 are H, and m=0, and n=1, then R5 and R6 are not both â€”OH (para); or when - - - is single bond, and X is C, and R1 and R2 taken together are &boxH;O, and Y is absent, and R3 is H, and R4 is â€”C(O)OEt, and m=0, and n=1, then (a) if R5 is H, then R6 is not â€”OH (para); (b) if R6 is H, then R5 is not â€”OH (para); or when - - - is single bond, and X is C, and R1 is â€”OH, and R2, R3 and R4 are H, and Y is absent, and m=0, and n=1, then (a) if R5 is H, then R6 is not â€”Br at the para position; (b) if R6 is H, then R5 is not â€”Br at the para position; or when - - - is single bond, and X is C, and R1 and R2 taken together are &boxH;Nâ€”OR, wherein R&boxH;H, and Y is absent, and R3, R4, R5, R6 and R7 are H, then the salt is not hydrochloride; when - - - is double bond, and X is C, and R1 is H, and R2, R3 and Y are absent, and R5, R6 and R7 are H or m and n are both 0 , then R4 is not ORâ€², wherein Râ€² is H; each R is independently selected from the group â€”H, (C1-C6) alkyl, (C2-C6) alkenyl, (C2-C6) alkynyl, (C5-C20) aryl, substituted (C5-C20) aryl, (C6-C26) alkaryl and substituted (C6-C26) alkaryl; the heterocycloalkyl substituents are each independently selected from the group â€”CN, â€”NO2, â€”N(Râ€²)2, â€”ORâ€², â€”C(O)N(Râ€²)2, â€”C(S)N(Râ€²)2, â€”C(O)ORâ€², â€”C(S)ORâ€², â€”C(O)SRâ€², â€”C(S)SRâ€² and trihalomethyl; the aryl and alkaryl substituents are each independently selected from the group-halogen, â€”C(O)Râ€², â€”C(S)Râ€², â€”C(O)ORâ€², â€”C(S)ORâ€², â€”C(O)SRâ€², â€”C(S)SRâ€², â€”C(O)N(Râ€²)2, â€”C(S)N(Râ€²)2 and trihalomethyl; each Râ€² is independently selected from the group â€”H, (C1-C6) alkyl, (C2-C6) alkenyl and (C2-C6) alkynyl.