KR840004733A - 1- 피페라진카르보닐 화합물의 제조방법 - Google Patents

1- 피페라진카르보닐 화합물의 제조방법 Download PDF

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Publication number
KR840004733A
KR840004733A KR1019830001906A KR830001906A KR840004733A KR 840004733 A KR840004733 A KR 840004733A KR 1019830001906 A KR1019830001906 A KR 1019830001906A KR 830001906 A KR830001906 A KR 830001906A KR 840004733 A KR840004733 A KR 840004733A
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Prior art keywords
pyrazinyl
alkyl
formula
phenyl
substituted
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KR1019830001906A
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English (en)
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티듀 미라 (외 1)
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죤 제이 헤이간
아메리칸 사이아나밋드 캄파니
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Priority claimed from US06/375,507 external-priority patent/US4439606A/en
Priority claimed from US06/375,526 external-priority patent/US4450272A/en
Application filed by 죤 제이 헤이간, 아메리칸 사이아나밋드 캄파니 filed Critical 죤 제이 헤이간
Publication of KR840004733A publication Critical patent/KR840004733A/ko

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/38—Nitrogen atoms
    • 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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/36—Radicals substituted by singly-bound nitrogen atoms
    • C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
    • C07D241/20—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/44—Benzopyrazines 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 carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D277/38—Nitrogen atoms
    • C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

내용 없음

Description

1―피페라진카르보닐 화합물의 제조방법.
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (2)

  1. 치환된 페닐아세틸 유도체를 염화티오닐과 반응시키고, 그 반응 생성물을 1―(2―피라지닐) 피페라진과 방응시키거나, 또는 2―(1―피페라지닐) 아릴 유도체를 페닐아세틸 크로라이드와 반응시키거나 치환된 페닐이소시아네이트를 1―(2―피라지닐) 피레파진과 반응시켜하기 구조식 Ⅱ의 1―피페라진 카르보닐 화합물을 제조하는 방법.
    상기에서,
    A는 페닐, 2―피라지닐, 2―퀴녹사리닐, 2―퀴놀릴, P―클로로페닐, 3―피리딜메틸, 2―티아졸릴, 또는 6―메톡시―2―피라지닐이며,
    B는 페닐, 모노 또는 다치환 페닐〔여기서 치환체는 풀루오로, 알킬(C1―C4) 또는 트리플루오로메틸 일수 있음.〕, 벤질, 모노―또는디치환벤질〔여기서, 치환체는 클로로, 니트로, 또는 알킬(C1―C3)일수 있음〕, 알킬(C1―C7), 시클로알킬(C3―C6), 피리딜, 2―페녹시프로피오닐, 알킬(C1―C4) 아미노, 폴리플루오로폴리알킬(F7―F14), 모노―또는 디치환 페닐아미노〔여기서 치환체는 클로로, 카르복시, 또는 카르보에톡시일 수 있음〕, 6―P―클로로페닐헥실, 5―(P―클로로벤조일)―부틸, 2―P―클로로페녹시―2―이소프로필, 또는 1―메틸벤질이고, R는 수소 또는 알킬(C1―C3)이다.
  2. 하기 구조식 Ⅳ의 피페라진을 하기 구조식 Ⅴ의 이소티오시아네이트와 반응시켜 하기 구조식 A의 화합물을 제조하는 방법.
    상기에서,
    A는 피라지닐, 퀴놀릴 또는 메톡시피라지닐이고,
    B는 시클로알킬, 벤질, 펜에틸, 또는 치환된 페닐〔여기서 치환체는 알콕시(C1―C4), 카르복시 또는 시아노일 수 있음〕이다.
    ※참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830001906A 1982-05-06 1983-05-04 1- 피페라진카르보닐 화합물의 제조방법 KR840004733A (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US375,507 1982-05-06
US375,526, 1982-05-06
US06/375,507 US4439606A (en) 1982-05-06 1982-05-06 Antiatherosclerotic 1-piperazinecarbonyl compounds
US06/375,526 US4450272A (en) 1982-05-06 1982-05-06 Antiatherosclerotic 1-piperazine-thicarboxamides

Publications (1)

Publication Number Publication Date
KR840004733A true KR840004733A (ko) 1984-10-24

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KR1019830001906A KR840004733A (ko) 1982-05-06 1983-05-04 1- 피페라진카르보닐 화합물의 제조방법

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EP (1) EP0094498A3 (ko)
KR (1) KR840004733A (ko)
AU (1) AU1425183A (ko)
DD (1) DD215543A5 (ko)
DK (1) DK202183A (ko)
ES (2) ES522037A0 (ko)
FI (1) FI831550A (ko)
GR (1) GR78261B (ko)
IL (1) IL68304A0 (ko)
NZ (1) NZ204054A (ko)
PL (1) PL241807A1 (ko)
PT (1) PT76647A (ko)

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JPH05255089A (ja) * 1991-12-18 1993-10-05 Sanwa Kagaku Kenkyusho Co Ltd 抗ウイルス剤
WO2005121094A1 (en) * 2004-06-09 2005-12-22 Pfizer Limited Piperazine and piperidine derivatives as anti-hiv-agents
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CN104379563B (zh) 2012-04-10 2018-12-21 加利福尼亚大学董事会 用于治疗癌症的组合物和方法
US9227978B2 (en) 2013-03-15 2016-01-05 Araxes Pharma Llc Covalent inhibitors of Kras G12C
JO3805B1 (ar) 2013-10-10 2021-01-31 Araxes Pharma Llc مثبطات كراس جي12سي
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WO2017058728A1 (en) 2015-09-28 2017-04-06 Araxes Pharma Llc Inhibitors of kras g12c mutant proteins
WO2017058915A1 (en) 2015-09-28 2017-04-06 Araxes Pharma Llc Inhibitors of kras g12c mutant proteins
EP3356354A1 (en) 2015-09-28 2018-08-08 Araxes Pharma LLC Inhibitors of kras g12c mutant proteins
EP3356347A1 (en) 2015-09-28 2018-08-08 Araxes Pharma LLC Inhibitors of kras g12c mutant proteins
US10882847B2 (en) 2015-09-28 2021-01-05 Araxes Pharma Llc Inhibitors of KRAS G12C mutant proteins
WO2017058768A1 (en) 2015-09-28 2017-04-06 Araxes Pharma Llc Inhibitors of kras g12c mutant proteins
CN108779097A (zh) 2015-11-16 2018-11-09 亚瑞克西斯制药公司 包含取代的杂环基的2-取代的喹唑啉化合物及其使用方法
WO2017172979A1 (en) 2016-03-30 2017-10-05 Araxes Pharma Llc Substituted quinazoline compounds and methods of use
US10646488B2 (en) 2016-07-13 2020-05-12 Araxes Pharma Llc Conjugates of cereblon binding compounds and G12C mutant KRAS, HRAS or NRAS protein modulating compounds and methods of use thereof
US10280172B2 (en) 2016-09-29 2019-05-07 Araxes Pharma Llc Inhibitors of KRAS G12C mutant proteins
EP3523289A1 (en) 2016-10-07 2019-08-14 Araxes Pharma LLC Heterocyclic compounds as inhibitors of ras and methods of use thereof
US11274093B2 (en) 2017-01-26 2022-03-15 Araxes Pharma Llc Fused bicyclic benzoheteroaromatic compounds and methods of use thereof
WO2018140513A1 (en) 2017-01-26 2018-08-02 Araxes Pharma Llc 1-(3-(6-(3-hydroxynaphthalen-1-yl)benzofuran-2-yl)azetidin-1yl)prop-2-en-1-one derivatives and similar compounds as kras g12c modulators for treating cancer
CN110382482A (zh) 2017-01-26 2019-10-25 亚瑞克西斯制药公司 稠合的杂-杂二环化合物及其使用方法
WO2018140599A1 (en) 2017-01-26 2018-08-02 Araxes Pharma Llc Benzothiophene and benzothiazole compounds and methods of use thereof
US11136308B2 (en) 2017-01-26 2021-10-05 Araxes Pharma Llc Substituted quinazoline and quinazolinone compounds and methods of use thereof
US10745385B2 (en) 2017-05-25 2020-08-18 Araxes Pharma Llc Covalent inhibitors of KRAS
CN110869357A (zh) 2017-05-25 2020-03-06 亚瑞克西斯制药公司 化合物及其用于治疗癌症的使用方法
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PL241807A1 (en) 1986-02-11
FI831550A (fi) 1983-11-07
NZ204054A (en) 1987-04-30
PT76647A (en) 1983-06-01
FI831550A0 (fi) 1983-05-05
ES8506682A1 (es) 1985-07-16
AU1425183A (en) 1983-11-10
DD215543A5 (de) 1984-11-14
DK202183A (da) 1983-11-07
EP0094498A3 (en) 1985-04-03
ES8505666A1 (es) 1985-06-01
IL68304A0 (en) 1983-07-31
EP0094498A2 (en) 1983-11-23
DK202183D0 (da) 1983-05-05
ES522037A0 (es) 1985-06-01
ES535527A0 (es) 1985-07-16
GR78261B (ko) 1984-09-26

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