CA1244017A - Method for preparing 6-chloro-n-methyl-2,3,4,5- tetrahydro-1h-3-benzazepine - Google Patents

Method for preparing 6-chloro-n-methyl-2,3,4,5- tetrahydro-1h-3-benzazepine

Info

Publication number
CA1244017A
CA1244017A CA000488976A CA488976A CA1244017A CA 1244017 A CA1244017 A CA 1244017A CA 000488976 A CA000488976 A CA 000488976A CA 488976 A CA488976 A CA 488976A CA 1244017 A CA1244017 A CA 1244017A
Authority
CA
Canada
Prior art keywords
methyl
benzazepine
tetrahydro
chloro
trichlorobenzene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
CA000488976A
Other languages
English (en)
French (fr)
Inventor
Stanley J. Borowski
Thomas A. Post
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GlaxoSmithKline Inc
Original Assignee
Smith Kline and French Canada Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Smith Kline and French Canada Ltd filed Critical Smith Kline and French Canada Ltd
Application granted granted Critical
Publication of CA1244017A publication Critical patent/CA1244017A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/14Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D223/16Benzazepines; Hydrogenated benzazepines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/02Drugs for disorders of the nervous system for peripheral neuropathies
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
CA000488976A 1984-09-05 1985-08-19 Method for preparing 6-chloro-n-methyl-2,3,4,5- tetrahydro-1h-3-benzazepine Expired CA1244017A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/647,552 US4541954A (en) 1984-09-05 1984-09-05 Method for preparing 6-chloro-N-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine
US647,552 1984-09-05

Publications (1)

Publication Number Publication Date
CA1244017A true CA1244017A (en) 1988-11-01

Family

ID=24597406

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000488976A Expired CA1244017A (en) 1984-09-05 1985-08-19 Method for preparing 6-chloro-n-methyl-2,3,4,5- tetrahydro-1h-3-benzazepine

Country Status (19)

Country Link
US (1) US4541954A (enEXAMPLES)
EP (1) EP0174118A3 (enEXAMPLES)
JP (1) JPS6168469A (enEXAMPLES)
KR (1) KR860002470A (enEXAMPLES)
AU (1) AU581918B2 (enEXAMPLES)
CA (1) CA1244017A (enEXAMPLES)
DK (1) DK379985A (enEXAMPLES)
EG (1) EG17149A (enEXAMPLES)
ES (1) ES8609266A1 (enEXAMPLES)
FI (1) FI853255A7 (enEXAMPLES)
GR (1) GR852041B (enEXAMPLES)
HU (1) HU194181B (enEXAMPLES)
IL (1) IL76100A0 (enEXAMPLES)
NO (1) NO853255L (enEXAMPLES)
NZ (1) NZ213141A (enEXAMPLES)
PH (1) PH20796A (enEXAMPLES)
PT (1) PT81018B (enEXAMPLES)
ZA (1) ZA856268B (enEXAMPLES)
ZW (1) ZW13385A1 (enEXAMPLES)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993000811A1 (en) * 1991-07-01 1993-01-21 The General Hospital Corporation Invertebrate phenylethanolamine transporter and the use thereof
US5401595A (en) * 1991-12-06 1995-03-28 Yuasa Corporation Film type battery and layer-built film type battery
US6953787B2 (en) 2002-04-12 2005-10-11 Arena Pharmaceuticals, Inc. 5HT2C receptor modulators
JP4920409B2 (ja) * 2003-06-17 2012-04-18 アリーナ ファーマシューティカルズ, インコーポレイテッド 3−ベンズアゼピンを調製する方法
US7704993B2 (en) 2003-06-17 2010-04-27 Arena Pharmaceuticals, Inc. Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases
KR101281919B1 (ko) 2004-12-21 2013-07-03 아레나 파마슈티칼스, 인크. (r)-8-클로로-1-메틸-2,3,4,5-테트라히드로-1h-3-벤즈아제핀 히드로클로라이드의 결정질 형태
EP2322162A1 (en) * 2004-12-23 2011-05-18 Arena Pharmaceuticals, Inc. 5HT2C receptor modulator compositions and methods of use
WO2007120517A2 (en) 2006-04-03 2007-10-25 Arena Pharmaceuticals, Inc. Processes for the preparation of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine and intermediates related thereto
JP5404414B2 (ja) * 2006-12-05 2014-01-29 アリーナ ファーマシューティカルズ, インコーポレイテッド (r)−8−クロロ−1−メチル−2,3,4,5−テトラヒドロ−1h−3−ベンゾアゼピンおよびその中間体を調製するための方法
US8822727B2 (en) * 2008-03-04 2014-09-02 Arena Pharmaceuticals, Inc. Processes for the preparation of intermediates related to the 5-HT2C agonist (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine
WO2010148207A2 (en) 2009-06-18 2010-12-23 Arena Pharmaceuticals, Inc. Processes for the preparation of 5-ht2c receptor agonists
KR20130112848A (ko) 2010-06-02 2013-10-14 아레나 파마슈티칼스, 인크. 5-ht2c 수용체 아고니스트의 제조 방법
US9365521B2 (en) 2010-09-01 2016-06-14 Arena Pharmaceuticals, Inc. Non-hygroscopic salts of 5-HT2C agonists
JP2013539470A (ja) 2010-09-01 2013-10-24 アリーナ ファーマシューティカルズ, インコーポレイテッド ロルカセリンと光学活性な酸との塩
NZ608266A (en) 2010-09-01 2015-09-25 Arena Pharm Inc Administration of lorcaserin to individuals with renal impairment
SG10201506874UA (en) 2010-09-01 2015-10-29 Arena Pharm Inc Modified-release dosage forms of 5-ht2c agonists useful for weight management
AR088670A1 (es) 2012-10-09 2014-06-25 Arena Pharm Inc Metodo de control del peso

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1118688A (en) * 1967-02-17 1968-07-03 Scherico Ltd Novel benzazepines and process for making same
CH481110A (de) * 1967-02-17 1969-11-15 Geigy Ag J R Verfahren zur Herstellung von 1,2,4,5-Tetrahydro-3-azepinen
US4251660A (en) * 1978-08-10 1981-02-17 Smithkline Corporation Method for preparing tetrahydroisoquinolines
US4200754A (en) * 1979-02-02 1980-04-29 Smithkline Corporation Method for preparing 7,8-dichloro-1,2,3,4-tetrahydroisoquinoline
ZA827887B (en) * 1981-11-27 1983-11-30 Smithkline Beckman Corp Pharmaceutical compositions and method of producing alpha2 antagonism
IE53962B1 (en) * 1981-11-27 1989-04-26 Smithkline Beckman Corp 3-benzazepines as alpha-2 antagonists
EP0161350A1 (en) * 1981-11-27 1985-11-21 Smithkline Beckman Corporation Process for preparing benzazepines

Also Published As

Publication number Publication date
FI853255L (fi) 1986-03-06
FI853255A0 (fi) 1985-08-23
ES546285A0 (es) 1986-09-01
PH20796A (en) 1987-04-14
AU581918B2 (en) 1989-03-09
HU194181B (en) 1988-01-28
PT81018B (en) 1987-06-24
IL76100A0 (en) 1985-12-31
GR852041B (enEXAMPLES) 1985-12-19
DK379985A (da) 1986-03-06
ZW13385A1 (en) 1985-11-20
HUT38617A (en) 1986-06-30
EP0174118A3 (en) 1986-12-30
FI853255A7 (fi) 1986-03-06
NZ213141A (en) 1988-07-28
US4541954A (en) 1985-09-17
PT81018A (en) 1985-09-01
EG17149A (en) 1989-06-30
AU4648185A (en) 1986-03-13
ES8609266A1 (es) 1986-09-01
EP0174118A2 (en) 1986-03-12
DK379985D0 (da) 1985-08-21
NO853255L (no) 1986-03-06
KR860002470A (ko) 1986-04-26
JPS6168469A (ja) 1986-04-08
ZA856268B (en) 1986-07-30

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