GB1268243A

GB1268243A – 0,2,4,5,-tetrahydro-3h,3-benzazepines
– Google Patents

GB1268243A – 0,2,4,5,-tetrahydro-3h,3-benzazepines
– Google Patents
0,2,4,5,-tetrahydro-3h,3-benzazepines

Info

Publication number
GB1268243A

GB1268243A
GB1284469A
GB1284469A
GB1268243A
GB 1268243 A
GB1268243 A
GB 1268243A
GB 1284469 A
GB1284469 A
GB 1284469A
GB 1284469 A
GB1284469 A
GB 1284469A
GB 1268243 A
GB1268243 A
GB 1268243A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
phenyl
lower alkyl
alkyl
substituted
Prior art date
1968-03-11
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
GB1284469A
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.)

US Filter Wallace and Tiernan Inc

Original Assignee
Wallace and Tiernan Inc
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.)
1968-03-11
Filing date
1969-03-11
Publication date
1972-03-22

1969-03-11
Application filed by Wallace and Tiernan Inc
filed
Critical
Wallace and Tiernan Inc

1972-03-22
Publication of GB1268243A
publication
Critical
patent/GB1268243A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom

C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems

C07D223/16—Benzazepines; Hydrogenated benzazepines

Abstract

1,268,243. Benzazepine derivatives. WALLACE & TIERNAN Inc. 11 March, 1969 [11 March, 1968], No. 12844/69. Heading C2C. Novel compounds I or the pharmaceutically acceptable addition salts thereof, wherein R is H, lower alkyl, dialkylaminoalkyl; lower alkenyl containing 3-6 carbon atoms; aryl-C 3 -C 6 alkenyl; cycloalkyl-alkyl; aryl-cylcoalkyl-alkyl; propargyl; aryl-lower alkyl, the aryl group selected from phenyl, tolyl, nitrophenyl, aminophenyl, acylaminophenyl, methoxyphenyl, hydroxyphenyl, methylaminophenyl, ethylaminophenyl, or dimethylaminophenyl; a lower alkyl ester of hydroxyalkyl; a heterocyclic group, an alkyl group substituted by a heterocyclic ring (unsubstituted or substituted with one or more phenyl, hydroxyl or acyl groups), 2-phthalimidoethyl- (the phenyl moiety unsubstituted or substituted in any of the remaining positons with NH 2 , OH, OCH 3 , halogen, alkyl); 2-(2- isoindolinyl)-ethyl- (the phenyl moiety unsubstituted or substituted in any of the remaining positions with NH 2 , OH, OCH 3 , halogen, alkyl); 2 – [4 – benzyl – 1 – piperazinyl] – ethyl- (the phenyl moiety unsubstituted or substituted in the o, m, or p-position with NH 2 , OH, OCH 3 ); 2 – (4 – phenyl – 1 – piperazinyl) – ethyl- (the phenyl moiety unsubstituted or substituted in the o, m, p-position with NH 2 , OH, OCH 3 , halogen, alkyl); 2-[4-(o-methylbenzyl)-1-piperazinyl]-ethyl- (the phenyl moiety unsubstituted or substituted in the o, m, or p-position with NH 2 , OH, OCH 3 , halogen, alkyl); R1 is hydrogen and R2 is hydrogen, lower alkyl, phenyl or phenyl-lower alkyl, or R1 and R2 are lower alkyl; R3 is hydrogen or lower alkyl; R4 and R5 are hydrogen, lower alkoxy, CH 3 OCH 2 O-, hydroxy, pyridine carboxylic acid ester of hydroxy group, amino, lower alkyl, halogen or nitro; R6 and R7 are hydrogen, lower alkyl, phenyl or phenylalkyl; R8 is hydrogen, lower alkyl, phenyl or phenylalkyl; provided that when R1, R2, R3, R5, R6, R7 and R8 are hydrogen and R is allyl, dialkylaminoalkyl or unsubstituted heterocyclylalkyl, R4 is hydroxyl; provided that at least one of R1, R2,R3, R4, R5, R6, R7 and R8 is other than hydrogen when R is either hydrogen, lower alkyl, allyl or phenyl-lower alkyl; and that neither R4 nor R5 is 6-chloro when R, R1, R2, R3, R6, R7 and R8 are hydrogen and provided that when R4 and R5 are methoxy R is not hydrogen or methyl, are prepared by processes similar to those exemplified in the following sequences The intermediates shown in the above sequences may be isolated. Pharmaceutical compositions comprise the novel compounds above in conjunction with suitable carriers and/or diluents and have analgesic properties and ability to antagonize the action of strong narcotic analgesics. In addition some of the novel compounds exhibit antihistaminic and anticholinergic activity.

GB1284469A
1968-03-11
1969-03-11
0,2,4,5,-tetrahydro-3h,3-benzazepines

Expired

GB1268243A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

US71189768A

1968-03-11
1968-03-11

Publications (1)

Publication Number
Publication Date

GB1268243A
true

GB1268243A
(en)

1972-03-22

Family
ID=24859960
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB1284469A
Expired

GB1268243A
(en)

1968-03-11
1969-03-11
0,2,4,5,-tetrahydro-3h,3-benzazepines

Country Status (2)

Country
Link

CA
(1)

CA974989A
(en)

GB
(1)

GB1268243A
(en)

Cited By (34)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0005300A1
(en)

*

1978-05-08
1979-11-14
Technobiotic Ltd.
Substituted 8-hydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines, process for the preparation thereof, and pharmaceutical compositions containing them

EP0007070A1
(en)

*

1978-07-07
1980-01-23
Smithkline Beckman Corporation
2,3,4,5-Tetrahydro-1H-3-Benzazepines, process for their production and pharmaceutical compositions having dopamine receptor blocking activity

US4284556A
(en)

*

1980-01-31
1981-08-18
Smithkline Corporation
7,8-Amino, hydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines

EP0044709A1
(en)

*

1980-07-17
1982-01-27
Smithkline Beckman Corporation
New dopaminergic benzazepines

EP0080779A1
(en)

*

1981-11-27
1983-06-08
Smithkline Beckman Corporation
3-Benzazepines as alpha-2 antagonists

EP0103961A1
(en)

*

1982-07-29
1984-03-28
Smithkline Beckman Corporation
Allyloxy- and allylthio-2,3,4,5-tetrahydro-1H-3-benzazepines

EP0108170A1
(en)

*

1982-10-08
1984-05-16
Smithkline Beckman Corporation
3-Benzazepines as alpha-2 antagonists

US4496558A
(en)

*

1981-11-27
1985-01-29
Smithkline Beckman Corporation
Pharmaceutical compositions and methods for producing alpha antagonism

WO1985000808A1
(en)

*

1983-08-12
1985-02-28
Schering Corp.
Benzazepine derivatives, pharmaceutical compositions containing them and processes for the preparation of such compounds and compositions

GB2170197A
(en)

*

1985-01-17
1986-07-30
Ici Plc
Cyclopropane-containing amine compounds

US4659706A
(en)

*

1985-12-20
1987-04-21
Smithkline Beckman Corporation
Sulfinyl and sulfonyl substituted 3-benzazepines

US4707483A
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*

1985-12-20
1987-11-17
Smithkline Beckman Corporation
1-phenyl-3-benzazepines and their use for treating gastrointestinal motility disorders

EP0284384A1
(en)

*

1987-03-25
1988-09-28
Pfizer Limited
Anti-arrhythmic agents

WO1988007526A1
(en)

*

1987-03-27
1988-10-06
Schering Corporation
Substituted benzazepines, their preparation and pharmaceutical compositions containing them

EP0347672A1
(en)

*

1988-06-15
1989-12-27
Novo Nordisk A/S
Benzazepine derivatives

EP0383247A1
(en)

*

1989-02-14
1990-08-22
Novo Nordisk A/S
Benzazepines with antidopaminergic activity

US5015639A
(en)

*

1987-03-27
1991-05-14
Schering Corporation
Substituted benzazepines, their preparation and pharmaceutical compositions containing them

WO2002074746A1
(en)

*

2001-03-16
2002-09-26
Yamanouchi Pharmaceutical Co., Ltd.
Benzazepine derivatives

EP1411881A2
(en)

*

2002-04-12
2004-04-28
Arena Pharmaceuticals, Inc.
5HT sb 2C /sb RECEPTOR MODULATORS

JP2007521269A
(en)

*

2003-06-17
2007-08-02
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

Method for preparing 3-benzazepine

EP2133340A1
(en)

2002-12-20
2009-12-16
Glaxo Group Limited
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1969

1969-03-11
GB
GB1284469A
patent/GB1268243A/en
not_active
Expired

1969-03-11
CA
CA045,388A
patent/CA974989A/en
not_active
Expired

Cited By (72)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0005300A1
(en)

*

1978-05-08
1979-11-14
Technobiotic Ltd.
Substituted 8-hydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines, process for the preparation thereof, and pharmaceutical compositions containing them

EP0007070A1
(en)

*

1978-07-07
1980-01-23
Smithkline Beckman Corporation
2,3,4,5-Tetrahydro-1H-3-Benzazepines, process for their production and pharmaceutical compositions having dopamine receptor blocking activity

EP0080012A1
(en)

*

1978-07-07
1983-06-01
Smithkline Beckman Corporation
6-Chloro-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine, its acid addition salts and its use as an intermediate

US4284556A
(en)

*

1980-01-31
1981-08-18
Smithkline Corporation
7,8-Amino, hydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines

EP0044709A1
(en)

*

1980-07-17
1982-01-27
Smithkline Beckman Corporation
New dopaminergic benzazepines

US4496558A
(en)

*

1981-11-27
1985-01-29
Smithkline Beckman Corporation
Pharmaceutical compositions and methods for producing alpha antagonism

EP0080779A1
(en)

*

1981-11-27
1983-06-08
Smithkline Beckman Corporation
3-Benzazepines as alpha-2 antagonists

EP0103961A1
(en)

*

1982-07-29
1984-03-28
Smithkline Beckman Corporation
Allyloxy- and allylthio-2,3,4,5-tetrahydro-1H-3-benzazepines

EP0108170A1
(en)

*

1982-10-08
1984-05-16
Smithkline Beckman Corporation
3-Benzazepines as alpha-2 antagonists

WO1985000808A1
(en)

*

1983-08-12
1985-02-28
Schering Corp.
Benzazepine derivatives, pharmaceutical compositions containing them and processes for the preparation of such compounds and compositions

EP0135767A1
(en)

*

1983-08-12
1985-04-03
Schering Corporation
Benzazepine derivatives, pharmaceutical compositions containing them and processes for the preparation of such compounds and compositions

GB2170197A
(en)

*

1985-01-17
1986-07-30
Ici Plc
Cyclopropane-containing amine compounds

US4659706A
(en)

*

1985-12-20
1987-04-21
Smithkline Beckman Corporation
Sulfinyl and sulfonyl substituted 3-benzazepines

US4707483A
(en)

*

1985-12-20
1987-11-17
Smithkline Beckman Corporation
1-phenyl-3-benzazepines and their use for treating gastrointestinal motility disorders

US4891372A
(en)

*

1987-03-25
1990-01-02
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EP0284384A1
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*

1987-03-25
1988-09-28
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1987-03-27
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Substituted benzazepines, their preparation and pharmaceutical compositions containing them

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1987-03-27
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Substituted benzazepines, their preparation and pharmaceutical compositions containing them

WO1988007526A1
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*

1987-03-27
1988-10-06
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EP0347672A1
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*

1988-06-15
1989-12-27
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EP0383247A1
(en)

*

1989-02-14
1990-08-22
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US5079243A
(en)

*

1989-02-14
1992-01-07
Novo Nordisk A/S
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WO2002074746A1
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*

2001-03-16
2002-09-26
Yamanouchi Pharmaceutical Co., Ltd.
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Also Published As

Publication number
Publication date

CA974989A
(en)

1975-09-23

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1990-08-08

Thiazolidine dione derivatives

HUT41713A
(en)

1987-05-28

Process for production of //arol-cyclobutyl/ alkyl/-amins and medical preparatives containing thereof

ES479820A1
(en)

1979-11-16

Isoquinoline derivatives, process for their preparation and pharmaceutical compositions containing them.

IE45700L
(en)

1978-03-29

PYRAZOLO (3,4-b) PYRIDINES

ES463803A1
(en)

1978-06-16

O-[3-(4-Substituted-piperazin-1-yl)-2-hydroxypropyl]-hydroxylamines

FI834711A0
(en)

1983-12-21

KEFALOSPORINDERIVAT OCH DERAS FRAMSTAELLNINGSFOERFARANDE

EP0242070A3
(en)

1988-12-28

Phenyl-acrylic acid ester derivatives, process for their preparation and their use as fungicides

ES8703869A1
(en)

1987-03-01

5-Alkyl-1-phenyl-2-piperazino alkylpyrazolin-3-one compounds as well as processes and intermediates for their preparation and medicaments containing these compounds.

CA1246583A
(en)

1988-12-13

4-(isoxazolyl)-thiazole-2- oxamic acids and derivatives thereof

ES8400743A1
(en)

1983-11-01

1-Phenylindazol-3-one compounds, process and intermediates for their preparation and medicines containing these compounds.

DE3264708D1
(en)

1985-08-22

4-aryloxy-1,2,3,4-tetrahydroisoquinolines, and intermediates, a process for preparing the same, a pharmaceutical composition containing the same and their use as medicaments

ES8405020A1
(en)

1984-05-16

Phospholipid derivatives, process for preparation thereof and pharmaceutical composition of the same.

IE39042L
(en)

1975-05-28

Ergoline derivatives

IE40722B1
(en)

1979-08-01

Indolopiperdino-alkylthiazines

JPS5524127A
(en)

1980-02-21

3,6-endomethylene-delta4-1,2,3,6-tetrahydrophtalimide derivative

JPS5527142A
(en)

1980-02-27

Novel 1-phthalazone derivative

ES8300114A1
(en)

1982-10-01

Thiovinyl-3-cephalosporin derivatives, their preparation and pharmaceutical compositions containing them.

JPS572289A
(en)

1982-01-07

Production of penem-3-carboxylic derivative

JPS525797A
(en)

1977-01-17

Preparation of tetrahydropyrido pyrimidinone derivatives

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