Tocolytic oxytocin receptor antagonists

Details Tocolytic oxytocin receptor antagonists Tocolytic oxytocin receptor antagonists

C - Chemistry, Metallurgy

07

D

C07D 221/20 (2006.01) A61K 31/435 (2006.01) A61K 31/495 (2006.01) C07D 295/185 (2006.01) C07D 401/00 (2006.01) C07D 401/12 (2006.01) C07D 403/06 (2006.01) C07D 403/14 (2006.01) C07D 405/06 (2006.01) C07D 409/12 (2006.01) C07D 453/02 (2006.01) C07D 495/04 (2006.01)

Patent

CA 2143117

Compounds of the formula X-Y-Z-R1, wherein X is (I) or (II); W is hydrogen or acetate; Y is -CO-, -SO2- -CO(CH2)m- or -(CH2)m-; Z is N, O, S, -CHR-, -CR=CH-, -CH=, -(CH2)m- or -CHCHOH-; R is hydrogen, C1-5 alkyl, C1-5 alkoxycar- bonylamino or quinuclidinylaminocarbonylamino; R1 is -CH3, -CH(CH3)2, C1-5 alkoxycarbonyl; aryl, heterocyclic and low- ercydoalkyl substituted by R2 and/or R3, -NR4R5 or -NCOR6; R2 is hydrogen, hydroxy, carboxyl, acetyl, nitro, halogen, mono-, di- or tri-C1-3 alkyl, spirocyclic indenyl, N-spiroindanepiperidinyl, O-R where R is as defined above, O-Het where Het is imidazole or benzimidazole or azimidobenzene, or where R2 is further defined as -COR6, -(CH2)m-NHCOR7, -(CH2)mNHCOOR7, -(CH2)m-NR8R9, -(CH2)m-NHCO-(CH2)mR7, -(CH2)m-NHCO-CHR7R7, -(CH2)m-NHCO- CH=CHR7, -(CH2)m-CO-O-R7, -(CH2)m-CO-O-(CH2)mR7, -(CH2)m-CO-O-CHR7R7, -(CH)m-CO-O-CH = CHR7, -NHSO2R- where R is as defined above, NHSO2R7, -(CH2)m-O-R10, -SO2R10, -COR11, aryl loweralkyl, alkylsulfonylalkyl, alkylsulfonylalkylamido, R3 is one or two of hydrogen, hydroxyl or C1-5 alkyl; R4 is hydrogen, C1-5 alkyl, or C6 10 cycloal- kyl; R5 is hydrogen or acetyl; R6 is (A) or (B); R7 is alkylcarbamate alkyl, aryl alkyl or heterocyclyl alkyl substituted by R12, hydrogen, C1-4 alkyl, NSO2R12 or NHO-C1-4 alkyl; R8 is hydrogen or C1-5 alkyl; R9 is hydrogen or C1-5 alkyl; R10 is -CH3, alkaryl, alkarylalkyl or azimidobenzene; R11 is -CH3, aralkyl or heterocyclylalkyl; R12 is hydrogen, C1-5 alkyl or C1-5 al- koxy; and m is an integer of from 0 to 5. Such compounds are useful as oxytocin and vasopressin antagonists.

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