KR880001583A - 광학적 활성 벤젠설폰아미드 유도체의 제조방법 - Google Patents

광학적 활성 벤젠설폰아미드 유도체의 제조방법 Download PDF

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KR880001583A
KR880001583A KR1019870007809A KR870007809A KR880001583A KR 880001583 A KR880001583 A KR 880001583A KR 1019870007809 A KR1019870007809 A KR 1019870007809A KR 870007809 A KR870007809 A KR 870007809A KR 880001583 A KR880001583 A KR 880001583A
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group
alkyl
formula
lower alkyl
substituted
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KR1019870007809A
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KR960003810B1 (ko
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미노루 오까다
고이찌 요시다
기요시 다까노부
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모리오까 시게오
야마노우찌 세이야꾸 가부시끼가이샤
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
    • 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
    • A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

내용 없음

Description

광학적 활성 벤젠설폰아미드 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (3)

  1. 일반식(II)로 나타낸 m-(2-알킬아미노알킬)벤젠설폰아미드 유도체를 분해시킴을 포함하는, 일반식(I)로 나타낸 광학적 활성 벤젠설폰아미드 유도체의 제조방법.
    상기식에서, R1및 R2는 같거나 다른 수소 원자 또는 저급 알킬 그룹이고 ;
    R3는 수소 원자, 저급 알킬, 하이드록실 또는 저급 알콕실 그룹이며 ;
    R4는 저급 알킬 그룹이고 ;
    R5는 저급 알킬, 카복시-저급-알킬 또는 저급-알콕시카보닐-저급-알킬 그룹이며: R6는 치환되거나 비치환된 페닐, 카복실 또는 저급-알콕시카보닐 그룹이다.
  2. 환원제 존재하에 일반식(III)으로 나타낸 설파모일-치환된 벤질 저급 알킬 케톤을 일반식(IV)로 나타낸 광학적 활성인, 치환된 알킬아민과 반응시켜 일반식(II)로 나타낸 m-(2-치환된-알킬아미노알킬)벤젠설폰아미드 유도체를 형성시키고, 형성된 치환된 알킬아미노 유도체를 분해시킴을 포함하는 일반식(I)로 나타낸 광학적 활성 벤젠설폰아미드 유도체의 제조방법.
    상기식에서, R1및 R2는 같거나 다른 수소 원자 또는 저급 알킬 그룹이고:
    R3는 수소원자, 저급 알킬, 하이드록실 또는 저급 알콕실 그룹이며:
    R4는 저급 알킬 그룹이고:
    R5는 저급 알킬, 카복시-저급-알킬 또는 저급-알콕시카보닐-저급-알킬 그룹이며:
    R6는 치환되거나 비치환된 페닐, 카복실 또는 저급 알콕시카보닐 그룹이다.
  3. 제1항 또는 2항의 방법을 수행한 후에 일반식(I-유리)의 화합물과 일반식(VI) 의 화합물을 반응시킴을 포함하는 일반식(VII) 화합물의 제조방법.
    상기식에서, R1, R2, R3, 및 R4는 상술한 의미를 가지며 :
    X는또는 포밀 그룹으로 나타낸 라디칼이고 :
    Hal은 할로겐 원자이며 :
    R8, R10및 R11은 같거나 다른 수소 원자 또는 저급 알킬 그룹이고 :
    Y는 메틸렌 그룹 또는 산소 원자이며 :
    R9는 수소 원자, 저급 알킬, 저급 알콕실 또는 저급 알케닐옥시 그룹이다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019870007809A 1986-07-21 1987-07-20 광학적 활성 벤젠 설폰아미드 유도체의 제조방법 KR960003810B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP172,285/1986 1986-07-21
JP172285 1986-07-21
JP61172285A JPH066565B2 (ja) 1986-07-21 1986-07-21 光学活性なベンゼンスルホンアミド誘導体の製造法

Publications (2)

Publication Number Publication Date
KR880001583A true KR880001583A (ko) 1988-04-25
KR960003810B1 KR960003810B1 (ko) 1996-03-22

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KR1019870007809A KR960003810B1 (ko) 1986-07-21 1987-07-20 광학적 활성 벤젠 설폰아미드 유도체의 제조방법

Country Status (8)

Country Link
EP (2) EP0380144B1 (ko)
JP (1) JPH066565B2 (ko)
KR (1) KR960003810B1 (ko)
AT (2) ATE62667T1 (ko)
CA (1) CA1340332C (ko)
DE (2) DE3788878T2 (ko)
ES (2) ES2062136T3 (ko)
IE (1) IE63344B1 (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
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KR101144776B1 (ko) * 2004-12-02 2012-05-11 연성정밀화학(주) 광학 활성 벤젠설폰아마이드 유도체의 제조방법

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US4971990A (en) * 1988-02-19 1990-11-20 Hokuriku Pharmaceutical Co., Ltd. Phenoxyethylamine derivatives, for preparing the same and composition for exhibiting excellent α1 -blocking activity containing the same
JPH0345780A (ja) * 1989-07-12 1991-02-27 Minoru Ban 絹繊維製品の化学的加工法
US5288759A (en) * 1992-08-27 1994-02-22 Alcon Laboratories, Inc. Use of certain sulfamoyl-substituted phenethylamine derivatives to reverse drug-induced mydriasis
AU3883099A (en) 1998-05-06 1999-11-23 Duke University Method of treating bladder and lower urinary tract syndromes
US6835853B2 (en) * 2001-10-31 2004-12-28 Synthon Bv Process for resolution of tamsulosin and compounds, compositions, and processes associated therewith
ES2200699B1 (es) * 2002-07-12 2005-10-01 Ragactives, S.L Procedimiento para la separacion de r(-) y s(+)-5-(2-((2-(etoxifenoxi)etil)amino)propil-2-metoxibenceno-sulfonamida.
HU225505B1 (en) * 2002-09-09 2007-01-29 Richter Gedeon Vegyeszet Process for the preparation of r-(-)-tamsulosin hydrochloride and novel intermediates
PT1603866E (pt) * 2002-12-26 2009-08-05 Cadila Healthcare Ltd Processo para a preparação de (r) ou (s)-5-(2-aminopropil)-2- metoxibenzenossulfonamida enantiomericamente pura
JP2007513943A (ja) 2003-12-09 2007-05-31 シージェイ コーポレーション 光学的に純粋なフェネチルアミン誘導体の調製方法
SI21702A (en) * 2004-01-29 2005-08-31 Lek Farmacevtska Druzba Dd Preparation of amorphous form of tamsulosin
CZ295583B6 (cs) * 2004-02-05 2005-08-17 Zentiva, A. S. Způsob výroby (R)-(-)-5-(2-aminopropyl)-2-methoxybenzensulfonamidu
CA2560347A1 (en) * 2004-02-23 2005-09-01 Cadila Healthcare Limited Process for manufacturing optically pure (r) or (s)-5-(2-aminopropyl)-2-methoxybenzene sulfonamide
WO2006004093A1 (ja) * 2004-07-07 2006-01-12 Hamari Chemicals, Ltd. 光学活性フェニルプロピルアミン誘導体の製法
CN100545148C (zh) * 2004-08-16 2009-09-30 神隆新加坡私人有限公司 一种抗良性前列腺肥大药物坦索罗辛之合成方法
US7238839B2 (en) 2004-10-07 2007-07-03 Divi's Laboratories Limited Process for the resolution of racemic (R,S) -5-(2-(2-(2- ethoxyphenoxy) ethylamino)Propyl)-2-methoxybenzene sulfonamide (tamsulosin), its novel R and S isomers and their salts and processes for their preparation
PT103216B (pt) 2004-12-06 2010-05-19 Hovione Farmaciencia S A Preparação de tamsulosin
US8273918B2 (en) 2005-09-12 2012-09-25 Avrobindo Pharma Ltd. Process for preparing tamsulosin hydrochloride
EP2026766A1 (en) 2006-05-17 2009-02-25 Synthon B.V. Tablet composition with a prolonged release of tamsulosin
CN101190890B (zh) 2006-11-30 2011-04-27 江苏豪森药业股份有限公司 5-[(2r)-[2-[2-[2-(2,2,2-三氟乙氧基)苯氧基]乙基]氨基]丙基]-2-甲氧基苯磺酰胺
US8222452B2 (en) * 2007-07-03 2012-07-17 Hamari Chemicals, Ltd. Method for producing optically active amines
US8324429B2 (en) 2008-01-10 2012-12-04 Shanghai Institute Of Pharmaceutical Industry Preparation method of rivastigmine, its intermediates and preparation method of the intermediates
CN101284807B (zh) * 2008-06-11 2010-12-08 药源药物化学（上海）有限公司 盐酸坦索罗辛的制备方法
US8465770B2 (en) 2008-12-24 2013-06-18 Synthon Bv Low dose controlled release tablet
EP2255793A1 (en) 2009-05-28 2010-12-01 Krka Tovarna Zdravil, D.D., Novo Mesto Pharmaceutical composition comprising tamsulosin
DE102012022670A1 (de) 2012-11-21 2014-05-22 Friedrich-Alexander-Universität Erlangen-Nürnberg Verfahren zur Herstellung enantiomerenangereicherter und enantiomerenreiner Nitroalkane und Amine
CN111320559A (zh) * 2018-12-14 2020-06-23 苏州盛迪亚生物医药有限公司 一种盐酸坦索罗辛的制备方法
DE202023102187U1 (de) 2023-04-25 2023-05-02 Nusrath Anjum Auf Tamsulosin basierende Derivatformulierung

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Cited By (1)

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Publication number Priority date Publication date Assignee Title
KR101144776B1 (ko) * 2004-12-02 2012-05-11 연성정밀화학(주) 광학 활성 벤젠설폰아마이드 유도체의 제조방법

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CA1340332C (en) 1999-01-26
DE3788878D1 (de) 1994-03-03
ATE100444T1 (de) 1994-02-15
DE3769399D1 (de) 1991-05-23
EP0380144B1 (en) 1994-01-19
IE871960L (en) 1988-01-21
ES2029838T3 (es) 1992-10-01
IE63344B1 (en) 1995-04-19
EP0257787A1 (en) 1988-03-02
ATE62667T1 (de) 1991-05-15
EP0257787B1 (en) 1991-04-17
ES2062136T3 (es) 1994-12-16
KR960003810B1 (ko) 1996-03-22
DE3788878T2 (de) 1994-05-05
JPH066565B2 (ja) 1994-01-26
JPS6327471A (ja) 1988-02-05
EP0380144A1 (en) 1990-08-01

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