EP 0663827 A1 19950726 - TOCOLYTIC OXYTOCIN RECEPTOR ANTAGONISTS.
Title (en)
TOCOLYTIC OXYTOCIN RECEPTOR ANTAGONISTS.
Title (de)
TOKOLYTISCHE OXYTOCINREZEPTORANTAGONISTEN.
Title (fr)
ANTAGONISTES RECEPTEURS D'OXYTOCINE TOCOLYTIQUE.
Publication
Application
Priority
- US 9309152 W 19930927
- US 95793892 A 19921007
Abstract (en)
[origin: WO9407496A1] 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 alkoxycarbonylamino or quinuclidinylaminocarbonylamino; R1 is -CH3, -CH(CH3)2, C1-5 alkoxycarbonyl; aryl, heterocyclic and lowercycloalkyl 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 cycloalkyl; 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 alkoxy; and m is an integer of from 0 to 5. Such compounds are useful as oxytocin and vasopressin antagonists.
[origin: WO9407496A1] Compounds of the formula X-Y-Z-R<1>, 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 alkoxycarbonylamino or quinuclidinylaminocarbonylamino; R<1> is -CH3, -CH(CH3)2, C1-5 alkoxycarbonyl; aryl, heterocyclic and lowercycloalkyl substituted by R<2> and/or R<3>, -NR<4>R<5> or -NCOR<6>; R<2> 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 R<2> is further defined as -COR<6>, -(CH2)m-NHCOR<7>, -(CH2)mNHCOOR<7>, -(CH2)m-NR<8>R<9>, -(CH2)m-NHCO-(CH2)mR<7>, -(CH2)m-NHCO-CHR<7>R<7>, -(CH2)m-NHCO-CH=CHR<7>, -(CH2)m-CO-O-R<7>, -(CH2)m-CO-O-(CH2)mR<7>, -(CH2)m-CO-O-CHR<7>R<7>, -(CH)m-CO-O-CH=CHR<7>, -NHSO2R- where R is as defined above, NHSO2R<7>, -(CH2)m-O-R<10>, -SO2R<10>, -COR<11>, aryl loweralkyl, alkylsulfonylalkyl, alkylsulfonylalkylamido, R<3> is one or two of hydrogen, hydroxyl or C1-5 alkyl; R<4> is hydrogen, C1-5 alkyl, or C6-10 cycloalkyl; R<5> is hydrogen or acetyl; R<6> is (A) or (B); R<7> is alkylcarbamate alkyl, aryl alkyl or heterocyclyl alkyl substituted by R<12>, hydrogen, C1-4 alkyl, NSO2R<12> or NHO-C1-4 alkyl; R<8> is hydrogen or C1-5 alkyl; R<9> is hydrogen or C1-5 alkyl; R<10> is -CH3, alkaryl, alkarylalkyl or azimidobenzene; R<11> is -CH3, aralkyl or heterocyclylalkyl; R<12> is hydrogen, C1-5 alkyl or C1-5 alkoxy; and m is an integer of from 0 to 5. Such compounds are useful as oxytocin and vasopressin antagonists.
IPC 1-7
A61K 31/445; A61K 31/495; A61K 31/47; C07D 221/20; C07D 401/06; C07D 401/12; C07D 401/14; C07D 403/06; C07D 403/12; C07D 403/14; C07D 409/06
IPC 8 full level
A61K 31/435 (2006.01); A61K 31/4427 (2006.01); A61K 31/443 (2006.01); A61K 31/4433 (2006.01); A61K 31/445 (2006.01); A61P 13/02 (2006.01); A61P 15/00 (2006.01); C07D 221/20 (2006.01); C07D 401/12 (2006.01); C07D 405/06 (2006.01); C07D 409/12 (2006.01); C07D 409/14 (2006.01)
CPC (source: EP)
A61P 13/02 (2017.12); A61P 15/00 (2017.12); C07D 221/20 (2013.01); C07D 401/12 (2013.01); C07D 405/06 (2013.01)
Designated contracting state (EPC)
AT BE CH DE DK ES FR GB GR IE IT LI LU NL PT SE
DOCDB simple family (publication)
WO 9407496 A1 19940414; AU 5292393 A 19940426; CA 2143117 A1 19940414; EP 0663827 A1 19950726; EP 0663827 A4 19951115; JP H08502474 A 19960319
DOCDB simple family (application)
US 9309152 W 19930927; AU 5292393 A 19930927; CA 2143117 A 19930927; EP 93923134 A 19930927; JP 50922293 A 19930927