KR840007873A - N-[w-(1h-이미다졸-1-일)알킬] 아릴아미드 및 n-[w-(1h-이미다졸-1-일)알킬) 프탈아미드의 제조방법. - Google Patents

N-[w-(1h-이미다졸-1-일)알킬] 아릴아미드 및 n-[w-(1h-이미다졸-1-일)알킬) 프탈아미드의 제조방법. Download PDF

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KR840007873A
KR840007873A KR1019840000951A KR840000951A KR840007873A KR 840007873 A KR840007873 A KR 840007873A KR 1019840000951 A KR1019840000951 A KR 1019840000951A KR 840000951 A KR840000951 A KR 840000951A KR 840007873 A KR840007873 A KR 840007873A
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alkyl
formula
hydrogen
imidazol
inert solvent
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KR1019840000951A
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부라이스 라이트 쥬니어(외1) 윌리암
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죤 제이 헤이간
아메리칸 사이아나밋드 캄파니
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Publication of KR840007873A publication Critical patent/KR840007873A/ko

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/60Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/64Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4151,2-Diazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/081,2,4-Triazoles; Hydrogenated 1,2,4-triazoles

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  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

내용 없음.

Description

N-[W-(1H-이미다졸-1-일)알킬] 아릴아미드 및 N-[W-(1H-아미다졸-1-일)알킬) 프탈아미드의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 하기 구조식(Ⅰ)의 산을 주위 온도에서와 불활성 용매중에서 1,1′-카르보닐이미다졸과 축합하여 하기 구조식(2)의 중간체를 생성한 다음, 이 중간체를 하기 구조식(3)의 디아민을 환류온도에서와 불활성 용매중에서 반응하는 것을 특징으로 하는 하기 구조식(4)를 갖는 N-[W-(1H-이미다졸-1-일)알킬]아릴아미드의 제조방법.
    상기식에서, A는 CnH2n-, (여기서 n은 2-8의 정수임)또는의 2가기이고, ARYL은 1-나프틸, 2-나프틸, 디페닐메틸, 9-플루오레닐 또는
    (여기서, R1, R2및 R3는 각각 수소, 할로겐, 트리풀루오로메틸, 시아노, 카르복시, 아미노, 알킬(C1-C4) 알콕시 벤질아미노, 알릴아미노, 알킬(C1-C|4)아미노, 디알킬 아미노, 알킬(C1-C3)티오, 알킬(C1-C3)설포닐, 아세틸, 아세틸아미노, 페닐 또는 벤조일임) ;
    Q는(여기서, 은 0,1,2 또는 3)임
    의 또는 의 2가기이고, R4는 수소, 알킬(C1-C3) 또는 벤질이고, R5및 R6는 각각 수소, 알킬(C1-C3) 또는 페닐이다.
  2. 하기 구조식(5)의 화합물을 산수용체의 존재하에 주위 온도와 불활성 용매중에서 하기 구조식(3)의 디아민과 축합하는 것을 특징으로 하는 하기 구조식(4)를 갖는 N-[W-(1H-이미다졸-1-일)알킬]아릴아미드의 제조방법.
    상기식에서 A, ARYL, R4, R5, R6및 Q는 상기에서 규정한 바와 같고, X는 클로로, 브로모 또는 -O-CO-Q-ARYL 구조를 갖는 기이다.
  3. 하기 구조식(14)의 치환된 프탈이미드를 30°내지 100℃의 불활성 용매중에서 하기 구조식(15)의 치환된 N-할로알킬 이미다졸과 축합하는 것을 특징으로 하는 하기 구조식(16)을 갖는 N-[W-(1H-이미다졸-1-일)알킬] 프탈이미드의 제조방법.
    상기식에서 P는 3-10의 정수이고 ; R5및 R6는 각각 수소, 알킬(C1-C3) 또는 페닐이고 ; R9및 R10은 각각 수소, 할로겐, 알킬(C1-C3), 니트로 또는 아미노이고(단, P가 3일 때 R9와 R10는 모두 수소가 아님) X는 클로로, 브로모 또는 요오드이다.
  4. 하기 구조식(14)의 치환된 프탈이미드 또는 하기 구조식(19)의 무수 프탈산을140°내지 190℃의 고비점 불활성 용매중에서 하기 구조식(20)의 N-아미노알킬 이미다졸과 축합하는 것을 특징으로 하는 하기 구조식(16)을 갖는 치환된 이미다졸-1-일) 알킬 프탈이미드의 제조방법.
    상기식에서 P, R5,R6,R9및 R10은 제3항에서 규정한 바와 같다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840000951A 1983-02-28 1984-02-27 N-[w-(1h-이미다졸-1-일)알킬] 아릴아미드 및 n-[w-(1h-이미다졸-1-일)알킬) 프탈아미드의 제조방법. KR840007873A (ko)

Applications Claiming Priority (2)

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US47011283A 1983-02-28 1983-02-28
US470112 1983-02-28

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EP (1) EP0117462A3 (ko)
JP (1) JPS59164779A (ko)
KR (1) KR840007873A (ko)
AU (1) AU2507284A (ko)
DD (1) DD218890A5 (ko)
DE (1) DE3406416A1 (ko)
DK (1) DK77884A (ko)
GR (1) GR81797B (ko)
ZA (1) ZA841447B (ko)

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EP0426714B1 (en) * 1988-07-25 1996-04-03 The Upjohn Company Acetylenic imidazoles having central nervous system activity
US4962120A (en) * 1989-03-22 1990-10-09 Sterling Drug Inc. 1H-imidazole-1-acetamides
GB9127304D0 (en) * 1991-12-23 1992-02-19 Boots Co Plc Therapeutic agents
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WO1995022327A1 (en) * 1994-02-22 1995-08-24 Knoll Ag Use of 1-(arylalkylaminoalkyl) imidazoles for treating neurological damage
DE19729640A1 (de) * 1996-08-17 1998-02-19 Ciba Geigy Ag Verfahren zur Herstellung von Nitrobenzamiden oder Aminobenzamiden
UA71587C2 (uk) * 1998-11-10 2004-12-15 Шерінг Акцієнгезелльшафт Аміди антранілової кислоти та їхнє застосування як лікарських засобів
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JP4996926B2 (ja) * 2004-02-05 2012-08-08 プロビオドルグ エージー グルタミニルシクラーゼの新規の阻害剤
US9012494B2 (en) 2004-05-07 2015-04-21 Janssen Pharmaceutica N.V. Pyrrolidin-2-one and piperidin-2-one derivatives as 11-beta hydroxysteroid dehydrogenase inhibitors
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DE3406416A1 (de) 1984-08-30
AU2507284A (en) 1984-09-06
EP0117462A3 (en) 1986-08-20
EP0117462A2 (en) 1984-09-05
DK77884A (da) 1984-08-29
DD218890A5 (de) 1985-02-20
ZA841447B (en) 1984-10-31
JPS59164779A (ja) 1984-09-17
DK77884D0 (da) 1984-02-20
GR81797B (ko) 1984-12-12

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