KR870007120A - 1,4-디히드로피리딘의 제조방법 - Google Patents

1,4-디히드로피리딘의 제조방법 Download PDF

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KR870007120A
KR870007120A KR870000300A KR870000300A KR870007120A KR 870007120 A KR870007120 A KR 870007120A KR 870000300 A KR870000300 A KR 870000300A KR 870000300 A KR870000300 A KR 870000300A KR 870007120 A KR870007120 A KR 870007120A
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alkyl
phenyl
dihydropyridine
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dimethyl
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쥬라스지크 호르스트
게리케 랄프
루에스 잉게
베르그만 랄프
제이. 슈미트게스 클라우스
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노우만, 헤우만
메르크 파렌트 게젤샤프트 미트 베슈랭크터 하프퉁
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Publication of KR870007120A publication Critical patent/KR870007120A/ko

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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/82Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/10Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/12Drugs for disorders of the metabolism for electrolyte homeostasis
    • A61P3/14Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/04Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04Ortho-condensed systems

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
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Abstract

내용 없음

Description

1,4-디히드로피리딘의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 일반식(Ⅱ), (Ⅲ), (Ⅳ) 및 (Ⅴ)의 화합물 또는 이들의 작용성 유도체를 서로 반응시키고, 필요시, 공정단계에서, 또는 일반식(Ⅵ)의 티오아미드를 일반식(Ⅶ)의 카보닐 화합물과 반응시키거나, 또는 다음 일반식(Ⅷ)의 화합물을 다음 일반식(Ⅸ)의 화합물과 반응시키고/시키거나, 일반식(Ⅰ)의 화합물에서, 래디칼 R1,R2,R3,R4,R5및/또는 R6중 하나 또는 그 이상을 다른 래디칼 R1,R2,R3,R4,R5및/또는 R6로 전환시키고/시키거나, 일반식(Ⅰ)의 염기성 또는 산성 화합물을 각기 산 또는 염기로 처리하여 이의 염으로 전환시킴을 특징으로 하는 일반식(Ⅰ)의 1,4-디히드로피리딘 및 이의 염의 제조방법.
    상기식에서, R1은 H,A,Ar-알킬, AO-알킬, ArO-알킬, Ar-알킬-O-알킬 또는 R7R8N-알킬이고, R2및 R6는 각기 H,A,Ar-알킬, Hal-알킬, CF3,R9OCH2-, R7R8N-(CH2)a-CHR10, R11SOm-CH2-, CN 또는 유리 또는 기능적으로 변형된 CHO 그룹이고 R3및 R5는 각기 R12CO-, R11SO2-, (AO)2PO-, NO2또는 CN이고, R4는 4-R13-5-R16-2-티아졸일 또는 4-R13-5-R16-2-티아졸일아미노이고, R7은 H,A,Ar,AOOC-, Ar-알킬-OOC-, R10NHCO-R11SO2- 또는 Ac이고, R8은 H,A, 또는 Ar-알킬이고, R7및 R8은 함께 Z1-COCH2CH2CO-, -COCH=CHCO- 또는 -CO-(O-C6H4)-CO-이고, R9은 H,A,Ar,Ar-알킬, AO-알킬, R7R8N-알킬, Ac, R10NHCO-, R11SO2- 또는 CF3SO2-이고, R10은 H,A 또는 Ar이고, R7및 R10은 함께 또한 탄소수 2내지 4의 알킬렌이고, R11은 A 또는 Ar이고, R12는 HO, AO, R14-알킬-O-, Z=OH-O-, A,Ar,Het,R7R8N- 또는 R15O-알킬-NH-이고, R9및 R12, R8및 R12는 각 경우 함께 또한 결합이고, R13및 R16은 각기 H,A,AOOC,AOOCCH2,H2NCO, ANHCO,A2NCO,HOOC,Ar-알킬, Het, 또는 A,AO,ASOm-, Hal,CF3,HO, O2N, R7R8N, CN, H2NCO, H2NSO2, CHF2-O-, R7R8N-알킬-O-, Ar 또는 ArO로 일치환 내지 삼치환 될수 있는 페닐 그룹이고, R14는 AO,ArO,Ar-알킬-O-, R7R8N-, R11SO2O- 또는 (AO)2PO-O-이고, R15는 H,A,Ar 또는 Ac이고, R17은 HO,AO 또는 A2N이고, a 및 m은 각기 0,1 또는 2이고, m은 0 또는 1이고, A는 탄소수 1내지 20의 선형 또는 분지, 포화 또는 불포화된, 지방족 또는 지환족 탄화수소 래디칼이고, Ac는 R10CO-, Ar-알킬-CO- 또는 Ar-알케닐-CO-이고, Ar은 페닐; A,AO,AcO,Hal,CF3,HO,O2N,H2N,ANH,A2N,AcNH,AOOCNH-, Ar-알킬, OOCNH-, CH-, H2NCO,HOOC,AOOC,H2NSO2및/또는 R11NHCONH-로 일치환 내지 삼치환된 페닐; 또는 나프틸이고, Hal은 F,Cl,Br 또는 I 이고, X는 Cl,Br,I, 또는 유리 또는 반응성 에스테르화 OH 그룹이고, Het은 1내지 4의 산소, 질소 및/또는 황원자를 함유하고, A,AO,Hal,CF3,HO,O2N,H2N,NHA,NA2,AcNH,ASOm, AOOC,CN,H2NCO, HOOC, H2NSO2, ASO2NH, Ar, Ar-알케닐 및/또는 피리딜로 일치환 또는 다치환 될수 있는, 5-원 또는 6-원, 일핵 또는 다핵 헤테로 사이클릭 래디칼, 또는 1-R1-2-R2-3-R3-5-R5-6-R6-1,4-디히드로-4-피리딜이고, Z는 탄소수 4 또는 5이고, O,NH,AN,ArN,Ar-알킬-N,Ar2CHN 또는 AcN으로 차단될수 있는 알킬렌 쇄이며,알킬 또는 알케닐은 각기 탕소수 1내지 4의 알킬렌 또는 알케닐렌쇄이다.
  2. 제1항에 있어서, 다음의 디히드로피리딘을 제조하는 방법.
    (a) 2,6-디메틸-3,5-디메톡시카보닐-4-o-(4-페닐-2-티아졸일아미노)-페닐-1,4-디히드로피리딘; (b) 2,6-디메틸-3,5-디에톡시카보닐-4-o-(4-p-클로로페닐-2-티아졸일아미노)-페닐-1,4-디히드로피리딘; (c) 2,6-디메틸-3,5-디메톡시카보닐-4-o-[4-(3,4-디클로로페닐)-2-티아졸일아미노]-페닐-1,4-디히드로피리딘; (d) 2,6-디메틸-3,5-디메톡시카보닐-4-o-(4-p-플루오로페닐-2티아졸일아미노)-페닐-1,4-디히드로피리딘; (e) 2,6-디메틸-3, 5-디메톡시카보닐-4-o-(4-p-페닐-2-티아졸일아미노)-페닐-1,4-디히드로피리딘; (f) 2,6-디메틸-3,5-디메톡시카보닐-4-o-(4-m-트리플루오로메틸페닐-2-티아졸일아미노)-페닐-1,4-디히드로피리딘; (g) 2,6-디메틸-3,5-디에톡시카보닐-4-o(4-m-클로로페닐-2-티아졸일아미노)-페닐-1,4-디히드로피리딘; (h) 2,6-디메틸-3,5-디메톡시카보닐-4-o-(4-p-톨일-2-티아졸일아미노)-페닐-1,4-디히드로피리핀.
  3. 일반식(Ⅰ)의 화합물 및/또는 이의 생리학적으로 허용가능한 염을 적어도 하나의 고체, 액체 또는 반-액체 부형제 또는 보조제와 함께, 필요시, 하나 또는 그 이상의 다른 활성 화합물과 혼합하여 약학적 용량 형태로 전환시킴을 특징으로 하는 약학적 제형의 제조방법.
  4. 적어도 하나의 일반식(Ⅰ)의 화합물 및/또는 이의 생리학적으로 허용 가능한 염을 함유하는 것을 특징으로 하는 약학적 제형.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR870000300A 1986-01-17 1987-01-16 1,4-디히드로피리딘의 제조방법 KR870007120A (ko)

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DE19863601196 DE3601196A1 (de) 1986-01-17 1986-01-17 1,4-dihydropyridine
DEP3601196.7 1986-01-17

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US (1) US4766213A (ko)
EP (1) EP0237695A3 (ko)
JP (1) JPS62181277A (ko)
KR (1) KR870007120A (ko)
AU (1) AU596627B2 (ko)
DE (1) DE3601196A1 (ko)
HU (1) HU198205B (ko)
IE (1) IE870134L (ko)
ZA (1) ZA87327B (ko)

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ATE20064T1 (de) * 1982-07-22 1986-06-15 Pfizer Anti-ischaemische und antihypertensive dihydropyridin-derivate.
IL78642A0 (en) * 1985-05-03 1986-08-31 Pfizer Dihydropyridines and pharmaceutical compositions containing them
GB8527698D0 (en) * 1985-11-09 1985-12-11 Pfizer Ltd Dihydropyridine antiischaemic & antihypertensive agents

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EP0237695A3 (de) 1988-12-28
US4766213A (en) 1988-08-23
HU198205B (en) 1989-08-28
ZA87327B (en) 1987-08-26
JPS62181277A (ja) 1987-08-08
DE3601196A1 (de) 1987-07-23
AU596627B2 (en) 1990-05-10
HUT46912A (en) 1988-12-28
AU6720087A (en) 1987-07-23
EP0237695A2 (de) 1987-09-23
IE870134L (en) 1987-07-17

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