KR960010005A - Novel 2-chloro-3-arylamino-1,4-naphthoquinone derivatives, methods for their preparation and their use as platelet aggregation inhibitors - Google Patents

Novel 2-chloro-3-arylamino-1,4-naphthoquinone derivatives, methods for their preparation and their use as platelet aggregation inhibitors Download PDF

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KR960010005A
KR960010005A KR1019940023889A KR19940023889A KR960010005A KR 960010005 A KR960010005 A KR 960010005A KR 1019940023889 A KR1019940023889 A KR 1019940023889A KR 19940023889 A KR19940023889 A KR 19940023889A KR 960010005 A KR960010005 A KR 960010005A
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South Korea
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nitrogen
atom
chloro
formula
arylamino
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KR1019940023889A
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Korean (ko)
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KR0135034B1 (en
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문창규
유충규
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장재헌
동국제약 주식회사
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00—Quinones
    • C07C50/10—Quinones the quinoid structure being part of a condensed ring system containing two rings
    • C07C50/12—Naphthoquinones, i.e. C10H6O2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

본 발명은 강력한 혈소판 응집억제작용을 갖는 하기 일반식(Ⅰ)의 신규한 2-클로로-3-아릴아미노-1,4-나프토퀴논 유도체에 관한 것이다.The present invention relates to novel 2-chloro-3-arylamino-1,4-naphthoquinone derivatives of the general formula (I) below having potent platelet aggregation inhibitory activity.

상기식에서 X는 질소(N) 또는 탄소(C)원자를 나타내며, R은 시아노를 나타내거나, X가 질소(N)원자를 나타내는 경우에 R은 또한 알킬, 카복실 또는 아실 그룹을 나타낼 수도 있다.Wherein X represents a nitrogen (N) or carbon (C) atom, R represents a cyano, or when X represents a nitrogen (N) atom, R may also represent an alkyl, carboxyl or acyl group.

본 발명은 또한 상기 일반식(Ⅰ) 화합물의 제조방법 및 활성성분으로서 상기 일반식(Ⅰ)의 화합물을 함유하는 혈액응고억제제 조성물에 관한 것이다.The present invention also relates to a method for preparing the compound of the general formula (I) and a blood coagulation inhibitor composition containing the compound of the general formula (I) as an active ingredient.

Description

신규한 2-클로로-3-아릴아미노-1,4-나프토퀴논 유도체, 그의 제조방법 및 그의 혈소판 응집억제제로서의 용도Novel 2-chloro-3-arylamino-1,4-naphthoquinone derivatives, methods for their preparation and their use as platelet aggregation inhibitors

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (10)

하기 일반식(Ⅰ)의 2-클로로-3-아릴아미노-1,4-나프토퀴논 유도체 :2-chloro-3-arylamino-1,4-naphthoquinone derivative of the general formula (I) 상기식에서, X는 질소(N) 또는 탄소(C) 원자를 나타내며, R은 시아노를 나타내거나, X가 질소(N)원자를 나타내는 경우에 R은 또한 알킬, 카복실 또는 아실 그룹을 나타낼 수도 있다.Wherein X represents a nitrogen (N) or carbon (C) atom, R represents cyano, or if X represents a nitrogen (N) atom, R may also represent an alkyl, carboxyl or acyl group. . 제1항에 있어서, X가 질소 또는 탄소원자를 나타내며, R은 시아노를 나타내거나, X가 질소원자를 나타내고, R이 탄소수 1 내지 6의 저급알킬, 카복실 또는 알킬부분의 탄소수가 1 내지 6인 알킬카보닐 그룹을 나타내는 일반식(Ⅰ)의 화합물.2. A compound according to claim 1, wherein X represents nitrogen or a carbon atom, R represents cyano, X represents a nitrogen atom, and R represents 1 to 6 carbon atoms of a lower alkyl, carboxyl or alkyl moiety of 1 to 6 carbon atoms. A compound of formula (I) representing an alkylcarbonyl group. 제2항에 있어서, X가 질소 또는 탄소원자를 나타내며, R이 시아노를 나타내거나, X가 질소원자를 나타내고, R은 메틸, 카복실 또는 아세틸 그룹을 나타내는 일반식(Ⅰ)의 화합물.The compound of formula (I) according to claim 2, wherein X represents a nitrogen or carbon atom, R represents cyano, X represents a nitrogen atom, and R represents a methyl, carboxyl or acetyl group. 제1항에 있어서, 2-클로로-3-[(4-시아노페닐)-아미노]-1,4-나프토퀴논 및 2-클로로-3-[(5-메틸피리딘-2-일)-아미노]-1,4-나프토퀴논으로 구성된 그룹중에서 선택된 일반식(Ⅰ)의 화합물.A compound according to claim 1, wherein 2-chloro-3-[(4-cyanophenyl) -amino] -1,4-naphthoquinone and 2-chloro-3-[(5-methylpyridin-2-yl)- A compound of formula (I) selected from the group consisting of amino] -1,4-naphthoquinone. 구조식(Ⅱ)의 2,3-디클로로-1,4-나프토퀴논을 일반식(Ⅲ)의 아릴아민과 반응시킴으로 특징으로 하여 일반식(Ⅰ)의 2-클로로-3-아릴아미노-1,4-나프토퀴논 유도체를 제조하는 방법 :2-chloro-3-arylamino-1 of formula (I), characterized by reacting 2,3-dichloro-1,4-naphthoquinone of formula (II) with arylamine of formula (III) How to prepare 4-naphthoquinone derivatives: 상기식에서 X는 질소(N) 또는 탄소(C) 원자를 나타내고, R은 시아노를 나타내거나, X가 질소(N) 원자를 나타내는 경우에 R은 또한 알킬, 카복실 또는 아실 그룹을 나타낼 수도 있다.Wherein X represents a nitrogen (N) or carbon (C) atom, R represents cyano, or when X represents a nitrogen (N) atom, R may also represent an alkyl, carboxyl or acyl group. 제5항에 있어서, 반응을 알콜 용매의 존재하에서 수행함을 특징으로 하는 방법.A process according to claim 5, wherein the reaction is carried out in the presence of an alcoholic solvent. 제6항에 있어서, 알콜 용매가 에탄올임을 특징으로 하는 방법.7. The method of claim 6, wherein the alcohol solvent is ethanol. 제5항에 있어서, 반응을 실온 내지 100℃의 온도 범위에서 수행함을 특징으로 하는 방법.The process according to claim 5, wherein the reaction is carried out in a temperature range of room temperature to 100 ° C. 제5항에 있어서, 반응을 2 내지 6시간 동안 수행함을 특징으로 하는 방법.The method of claim 5, wherein the reaction is carried out for 2 to 6 hours. 제1항 내지 4항중의 어느 한 항에 따르는 일반식(Ⅰ)의 2-클로로-3-아릴아미노-1,4-나프토퀴논 유도체를 함유함을 특징으로 하는 혈액응고 억제제 조성물.A coagulation inhibitor composition comprising the 2-chloro-3-arylamino-1,4-naphthoquinone derivative of the general formula (I) according to any one of claims 1 to 4. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019940023889A 1994-09-22 1994-09-22 Novel 2-chloro-3-arylamino-1.4-naphthoquinone derivatives KR0135034B1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100328975B1 (en) * 1999-09-03 2002-03-20 서경배 Whitening composition including the myrrh extract

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0816269D0 (en) 2008-09-05 2008-10-15 Univ Ramot Naphthoquinone derivatives useful for prevention of amyloid deposits and treatment of alzheimers disease

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100328975B1 (en) * 1999-09-03 2002-03-20 서경배 Whitening composition including the myrrh extract

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