KR840007561A - 치환된 테트라하이드로 나프탈렌의 제조방법 - Google Patents

치환된 테트라하이드로 나프탈렌의 제조방법 Download PDF

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KR840007561A
KR840007561A KR1019830005431A KR830005431A KR840007561A KR 840007561 A KR840007561 A KR 840007561A KR 1019830005431 A KR1019830005431 A KR 1019830005431A KR 830005431 A KR830005431 A KR 830005431A KR 840007561 A KR840007561 A KR 840007561A
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hydroxy
carbamoyl
tetrahydro
amino
naphthalene
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KR1019830005431A
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KR870000204B1 (ko
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제임스 바흐(외 2) 니콜라스
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아더 알. 웨일
일라이 릴리 앤드 캄파니
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C247/00—Compounds containing azido groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/22—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/48—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring being part of a condensed ring system of the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C07C243/24—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids
    • C07C243/38—Hydrazines having nitrogen atoms of hydrazine groups acylated by carboxylic acids with acylating carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

내용 없음.

Description

치환된 테트라하이드로 나프탈렌의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (15)

  1. (a) R4와 R5중의 하나가 H이고 다른 하나는(C1-C3알킬)인 일반식(III)의 화합물을 NH3와 바람직하게는 C1-C4알칸을 존재하에서 아미도화시키거나; R4와 R5중의 하나가 H이고 다른(하나는인 일반식(III)의 화합물을 H2및 라이니 닉켈과 유기 용매존재하에서 아미도화시키거나; (b) 일반식(IV)의 화합물을 하이드라진과 라이니 닉켈 또는 H2와 귀금속 촉매로 환원시켜 R2와 R3가 둘다 H인 일반식(I)의 화합물을 제조하거나, (c) 일반식(V)의 화합물을 H2및 귀금속 촉매로 개열시키거나; (d) 일반식(VI)의 화합물을 환원제 존재하에서 C1-C3알킬알데하이드로 알킬화시키거나, 또는 C1-C3알킬할라이드로 알킬화시키거나; (e) 상기 공정중 어느 하나의 생성물을 통상적 방법으로 염화시킴을 징으로 하여 일반식(I)의 화합물 및 그들의 약학적으로 허용되는 산부 가염을 제조하는 방법.
  4. 상기식에서 R 및 R1중의 하나는 H이고 다른 하나는 CONH2이며; R2및 R3는 각기 H, 메틸, 에틸 또는 n-프로필이고; R4및 R5중의 하나는 H이고 다른 하나는또는이다.
  5. 제1항에 있어서, 용매가 메탄올 또는 에탄올인 방법.
  6. 제1항에 있어서, 귀금속촉매가 탄소 상팔라디움(pd-on-carban)인 방법.
  7. 제1항(a)에 있어서, dl-2-하이드록시-6-디메팀아미노-5,6,7,8-테트라하이드로-1-나프탈렌카복스 하이드 라지드와 라이니 닉켈을 반응시킴을 특징으로 하여, dl-1-카바모일-2-하이드록시-6-디메틸아미노-5,6,7,8-테트라하이드로나프탈렌을 제조하는 방법.
  8. 제1항(a)에 있어서 dl-2-하이드록시-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로-1-나프탈렌 카복스 하이드 라지드를 라이니닉켈과 반응시킴을 특징으로 하여, dl-1-카바모일-2-하이드록시-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로 나프탈렌을 제조하는 방법.
  9. 제1항(a)에 있어서, 에틸 dl-2-하이드록시-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로-3-나프토 에이트 하이드로클로라이드를 메탄올중 암모니아 가스와 반응시킴을 특징으로 하여, dl-3-카바모일-2-하이드록시-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로 나프탈렌을 제조하는 방법.
  10. 제1항(a)에 있어서, 메릴 dl-2-하이드록시-6-디메틸 아미노-5,6,7,8-테트라하이드로-3-나프토 에이트 하이드로클로라이드를 메탄올 중 암모니아 가스와 반응시킴을 특징으로 하여, dl-3-카바모일-2-하이드록시-6-디메틸 아미노-5,6,7,8-테트라하이드로 나프탈렌을 제조하는 방법.
  11. 제1항(a)에 있어서, 메틸 dl-2-하이드록시-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로-3-나프토 에이트 하이드로클로 라이드를 메탄올중 암모니아 가스와 반응시킴을 특징으로 하여 dl-1-카바모일-2-하이드록시-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로 나프탈렌을 제조하는 방법.
  12. 제1항(b)와 (c)에 있어서, dl-1-카바모일-2-벤질옥시-6-아지도-5,6,7,8-테트라하이드로 나프탈렌을 H2와 탄소상 팔라디움 촉매로 반응시킴으로써 충분한 수소를 흡수시켜 2-위치에서의 개열과 6-위치에서의 화원을 야기시킴을 특징으로 하여, dl-1-카바모일-2-하이드록시-6-아미노-5,6,7,8-테트라하이드로 나프탈렌을 제조하는 방법.
  13. 제1항(c)에 있어서 dl-2-벤질옥시-1-카바모일-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로나프탈렌 하이드로클로라이드를 H2와 탄소상 팔라디움 촉매로 반응시킴을 특징으로 하여, dl-1-카바모일-2-하이드록시-6-디-n-프로필 아미노-5,6,7,8-테트라하이드로 나프탈렌하이드로 클로라이드을제조하는 방법.
  14. 제1항(a)에 있어서, 메틸 dl-2-하이드록시-6-아미노-5,6,7,8-테트라하이드로-3-나프토 에이트 하이드로클로라이드를 메탄올중 암모니아와 반응 시킴을 특징으로 하여, dl-3-카바모일-2-하이드록시-6-아미노-5,6,7,8-테트라 하이드로 나프탈렌 하이드로 클로라이드를 제조하는 방법.
  15. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830005431A 1982-11-16 1983-11-16 치환된 테트라하이드로나프탈렌의 제조방법 KR870000204B1 (ko)

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US442074 1982-11-16
US06/442,074 US4448990A (en) 1982-11-16 1982-11-16 Hydroxyaminotetralincarboxamides

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KR870000204B1 KR870000204B1 (ko) 1987-02-16

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US (1) US4448990A (ko)
EP (1) EP0109815B1 (ko)
JP (1) JPS59108748A (ko)
KR (1) KR870000204B1 (ko)
CA (1) CA1198122A (ko)
DE (1) DE3363813D1 (ko)
DK (1) DK515483D0 (ko)
GB (1) GB2130209B (ko)
GR (1) GR79034B (ko)
HU (1) HU196168B (ko)
IL (1) IL70158A (ko)

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JPS5970653A (ja) * 1982-10-15 1984-04-21 Takeda Chem Ind Ltd 眼圧低下剤
US5130406A (en) * 1989-03-21 1992-07-14 Ciba-Geigy Corporation Initiators for materials which can be polymerized cationically
DE3924365A1 (de) * 1989-07-22 1991-01-24 Boehringer Ingelheim Kg 2-amino-7-carbamoyl-1,2,3,4- tetrahydronaphthaline, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
WO1994022495A1 (en) * 1993-03-31 1994-10-13 The Trustees Of The University Of Pennsylvania Dopamine d-3 and serotonin (5-ht1a) receptor ligands and imaging agents
US5763609A (en) * 1996-03-21 1998-06-09 Neurogen Corporation Certain pyrrolo pyridine-3-carboxamides; a new class of gaba brain receptor ligands
DK0923542T3 (da) * 1996-05-31 2003-11-17 Upjohn Co Arylsubstituerede cycliske aminer som selektive dopamin-D3-ligander
IT1294931B1 (it) * 1997-09-22 1999-04-23 Sigma Tau Ind Farmaceuti Derivati della 2-amminotetralina procedimento per la loro preparazione e composizioni farmaceutiche che li contengono, attive nella
EP1812416B1 (en) * 2004-10-14 2013-08-21 Abbott GmbH & Co. KG Arylsulfonylmethyl or arylsulfonamide substituted aromatic compounds suitable for treating disorders that respond to modulation of the dopamine d3 receptor

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US2029509A (en) * 1932-12-23 1936-02-04 Ici Ltd Arylamides of 2,3-hydroxynaphthoic acids
US4163063A (en) * 1976-01-02 1979-07-31 University Of Iowa Research Foundation Aminotetralin adrenergic β-agonists
DE2752659A1 (de) * 1976-12-07 1978-06-08 Sandoz Ag Neue tetralinderivate, ihre herstellung und verwendung
SE8004002L (sv) * 1980-05-29 1981-11-30 Arvidsson Folke Lars Erik Terapeutiskt anvendbara tetralinderivat

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EP0109815B1 (en) 1986-05-28
HU196168B (en) 1988-10-28
GB8330279D0 (en) 1983-12-21
KR870000204B1 (ko) 1987-02-16
US4448990A (en) 1984-05-15
DK515483D0 (da) 1983-11-11
JPS59108748A (ja) 1984-06-23
CA1198122A (en) 1985-12-17
IL70158A (en) 1987-03-31
GR79034B (ko) 1984-10-02
IL70158A0 (en) 1984-02-29
DE3363813D1 (en) 1986-07-03
EP0109815A1 (en) 1984-05-30
GB2130209A (en) 1984-05-31
GB2130209B (en) 1986-05-29

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