Global Patent Index - EP 0663827 A4

EP 0663827 A4 19951115 - TOCOLYTIC OXYTOCIN RECEPTOR ANTAGONISTS.

Title (en)

TOCOLYTIC OXYTOCIN RECEPTOR ANTAGONISTS.

Title (de)

TOKOLYTISCHE OXYTOCINREZEPTORANTAGONISTEN.

Title (fr)

ANTAGONISTES RECEPTEURS D'OXYTOCINE TOCOLYTIQUE.

Publication

EP 0663827 A4 19951115 (EN)

Application

EP 93923134 A 19930927

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)

Citation (search report)

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