GB1222397A

GB1222397A – Process for the preparation of phenethylamine salts
– Google Patents

GB1222397A – Process for the preparation of phenethylamine salts
– Google Patents
Process for the preparation of phenethylamine salts

Info

Publication number
GB1222397A

GB1222397A
GB7600/68A
GB760068A
GB1222397A
GB 1222397 A
GB1222397 A
GB 1222397A
GB 7600/68 A
GB7600/68 A
GB 7600/68A
GB 760068 A
GB760068 A
GB 760068A
GB 1222397 A
GB1222397 A
GB 1222397A
Authority
GB
United Kingdom
Prior art keywords
methyl
hydrochloride
hydrogen
chloroethyl
phenethylamine
Prior art date
1967-02-17
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
GB7600/68A
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.)

J A Geigy A G

Original Assignee
J A Geigy A G
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.)
1967-02-17
Filing date
1968-02-16
Publication date
1971-02-10

1968-02-16
Application filed by J A Geigy A G
filed
Critical
J A Geigy A G

1971-02-10
Publication of GB1222397A
publication
Critical
patent/GB1222397A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom

C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings

C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members

C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom

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

1,222,397. Phenethylamine salts; aziridine derivatives. J. R. GEIGY A.G. 16 Feb., 1968 [17 Feb., 1967], No. 7600/68. Heading C2C. [Also in Division A5] Phenethylamine salts of the general formula in which R 1 , R 2 and R 3 represent hydrogen, C 1 -C 6 alkyl groups, phenyl or a phenyl group substituted by fluorine, chlorine or bromine and/or a C 1 -C 4 alkyl group, or not more than 2 of the groups R 1 , R 2 and R 3 represent a 3- to 7- membered cycloalkyl radical, or R 2 and R 3 together represent a trimethylene or tetramethylene group; and R 4 and R 5 are hydrogen, fluorine; chlorine or bromine, an alkyl, alkoxy or alkylthio radical having 1-4 carbon atoms or a trifluoromethyl radical, and Hal is chlorine or bromine, with the proviso that one of the radicals R 1 -R 5 is other than hydrogen, are prepared by reacting an aziridine derivative of formula with hydrogen chloride or hydrogen bromide in the presence of a solvent. The aziridine derivatives used as starting material may be prepared by reacting the corresponding α,#-alkylene imines with the appropriate styrene compound in the presence of an alkali metal. The preparation of (a) N – (11 – methyl – 21– chloroethyl)- phenylethylamine hydrochloride; (b) N – (2- chloroethyl) – # methyl – phenylethylamine hydrochloride; (c) N – (21 – chloroethyl) – 4- chlorophenethylamine hydrochloride; (d) N- (21 – chloroethyl) – # – methyl – 4 – isopropylphenethylamine hydrochloride; (e) N – (21- chlorocyclohexyl) – phenethylamine hydro-chloride and (f) N – (21 – chloro- 21 – phenylethyl) – phenethylamine hydrochloride is described. 1- Phenyl – 2 – (N – 21 – methyl – aziridinyl) – ethane and 1 – phenyl – 1 – methyl – 2 – (11 – aziridinyl)- ethane used as starting materials are prepared respectively by reacting propylene imine with styrene and ethylene imine with α-methyl styrene in the presence of sodium.

GB7600/68A
1967-02-17
1968-02-16
Process for the preparation of phenethylamine salts

Expired

GB1222397A
(en)

Applications Claiming Priority (2)

Application Number
Priority Date
Filing Date
Title

CH238667A

CH481110A
(en)

1967-02-17
1967-02-17

Process for the preparation of 1,2,4,5-tetrahydro-3-azepines

CH1167167A

CH488705A
(en)

1967-02-17
1967-08-18

Process for the preparation of a new tetrahydroazepine derivative

Publications (1)

Publication Number
Publication Date

GB1222397A
true

GB1222397A
(en)

1971-02-10

Family
ID=25690322
Family Applications (2)

Application Number
Title
Priority Date
Filing Date

GB7600/68A
Expired

GB1222397A
(en)

1967-02-17
1968-02-16
Process for the preparation of phenethylamine salts

GB7601/68A
Expired

GB1221324A
(en)

1967-02-17
1968-02-16
New processes for the production of benzazepine derivatives

Family Applications After (1)

Application Number
Title
Priority Date
Filing Date

GB7601/68A
Expired

GB1221324A
(en)

1967-02-17
1968-02-16
New processes for the production of benzazepine derivatives

Country Status (13)

Country
Link

US
(1)

US3652543A
(en)

AT
(1)

AT275533B
(en)

BE
(1)

BE710872A
(en)

CH
(2)

CH481110A
(en)

DE
(2)

DE1668915A1
(en)

DK
(1)

DK115473B
(en)

ES
(1)

ES350574A1
(en)

FR
(2)

FR1560654A
(en)

GB
(2)

GB1222397A
(en)

IL
(1)

IL29485A
(en)

NL
(1)

NL6802257A
(en)

NO
(1)

NO124369B
(en)

SE
(1)

SE342043B
(en)

Families Citing this family (31)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

AT289812B
(en)

*

1968-08-09
1971-05-10
Geigy Ag J R

Process for the preparation of the new 2-methyl-7-chloro-2,3,4,5-tetrahydro-1H-3-benzazepine and its acid addition salts

DE2016136A1
(en)

*

1970-04-04
1971-10-14
C H Boehnnger Sohn, 6507 Ingel heim

New 7 acyl 1,2,4,5 tetrahydro (3H) 3 benzazepine

DE2143204C3
(en)

*

1971-08-28
1979-09-27
Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt

N-fluoroalkyl-phenylisopropylamine derivatives and their salts, processes for their preparation and pharmaceuticals based on them

DE2207430C3
(en)

*

1972-02-14
1982-05-13
Pennwalt Corp., 19102 Philadelphia, Pa.

1,2,4,5-Tetrahydro-3H-3-benzazepine, a process for their preparation and a pharmaceutical agent containing them

DE3272044D1
(en)

*

1981-11-27
1986-08-21
Smithkline Beckman Corp

3-BENZAZEPINES AS ALPHA-2 ANTAGONISTS

US4541954A
(en)

*

1984-09-05
1985-09-17
Smithkline Beckman Corporation
Method for preparing 6-chloro-N-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine

US4973586A
(en)

*

1986-01-16
1990-11-27
Schering Corporation
Fused benzazepines, compositions of, and medical use thereof

US5302716A
(en)

*

1986-01-16
1994-04-12
Schering Corporation
Fused benzazepines

KR900007781B1
(en)

*

1986-01-16
1990-10-20
쉐링 코포레이션
Fused benzaepins

US5015639A
(en)

*

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

JPH0678317B2
(en)

*

1987-07-15
1994-10-05
シェリング・コーポレーション

Condensed benzazepine

WO1991011437A1
(en)

*

1990-02-02
1991-08-08
Schering Corporation
4,5-cycloalkano-3-benzazepin-7-ol-derivatives and their use

US6953787B2
(en)

2002-04-12
2005-10-11
Arena Pharmaceuticals, Inc.
5HT2C receptor modulators

US20030220661A1
(en)

*

2002-05-21
2003-11-27
Heartstent Corporation
Transmyocardial implant delivery system

CN1805939B
(en)

*

2003-06-17
2010-10-13
艾尼纳制药公司
Benzazepine derivatives useful for the treatment of 5HT2C receptor associated diseases

WO2005019179A2
(en)

*

2003-06-17
2005-03-03
Arena Pharmaceuticals, Inc.
Benzazepine derivatives useful for the treatment of 5ht2c receptor associated diseases

WO2005042490A1
(en)

*

2003-10-22
2005-05-12
Arena Pharmaceuticals, Inc.
Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases

WO2005042491A1
(en)

*

2003-10-22
2005-05-12
Arena Pharmaceuticals, Inc.
Benzazepine derivatives and methods of prophylaxis or treatment of 5ht2c receptor associated diseases

US8168624B2
(en)

2004-12-21
2012-05-01
Arena Pharmaceuticals, Inc.
Crystalline forms of (R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride

DE602005016601D1
(en)

2004-12-23
2009-10-22
Arena Pharm Inc

5HT2C RECEPTOR MODULATOR COMPOSITIONS AND APPLICATION METHODS

EP2518053A1
(en)

2006-04-03
2012-10-31
Arena Pharmaceuticals, Inc.
Process for the preparation of 8-chloro-1-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine

EP2099743B1
(en)

*

2006-12-05
2014-08-27
Arena Pharmaceuticals, Inc.
Processes for preparing (r)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1h-3-benzazepine and intermediates thereof

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

JPWO2011071136A1
(en)

2009-12-11
2013-04-22
アステラス製薬株式会社

Fibromyalgia treatment

WO2011153206A1
(en)

2010-06-02
2011-12-08
Arena Pharmaceuticals, Inc.
Processes for the preparation of 5-ht2c receptor agonists

CA2808912C
(en)

2010-09-01
2019-09-17
Zezhi Jesse Shao
Modified-release dosage forms of 5-ht2c agonists useful for weight management

SG10201506870PA
(en)

2010-09-01
2015-10-29
Arena Pharm Inc
Salts of lorcaserin with optically active acids

JP2013536859A
(en)

2010-09-01
2013-09-26
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

Non-hygroscopic salt of 5-HT2C agonist

NZ608266A
(en)

2010-09-01
2015-09-25
Arena Pharm Inc
Administration of lorcaserin to individuals with renal impairment

KR20150070249A
(en)

2012-10-09
2015-06-24
아레나 파마슈티칼스, 인크.
Method of weight management

1967

1967-02-17
CH
CH238667A
patent/CH481110A/en
not_active
IP Right Cessation

1967-08-18
CH
CH1167167A
patent/CH488705A/en
not_active
IP Right Cessation

1968

1968-02-15
US
US705612A
patent/US3652543A/en
not_active
Expired – Lifetime

1968-02-16
AT
AT148868A
patent/AT275533B/en
active

1968-02-16
SE
SE2047/68A
patent/SE342043B/xx
unknown

1968-02-16
FR
FR1560654D
patent/FR1560654A/fr
not_active
Expired

1968-02-16
NL
NL6802257A
patent/NL6802257A/xx
unknown

1968-02-16
IL
IL29485A
patent/IL29485A/en
unknown

1968-02-16
GB
GB7600/68A
patent/GB1222397A/en
not_active
Expired

1968-02-16
FR
FR1561479D
patent/FR1561479A/fr
not_active
Expired

1968-02-16
ES
ES350574A
patent/ES350574A1/en
not_active
Expired

1968-02-16
DE
DE19681668915
patent/DE1668915A1/en
active
Pending

1968-02-16
GB
GB7601/68A
patent/GB1221324A/en
not_active
Expired

1968-02-16
DK
DK63068AA
patent/DK115473B/en
unknown

1968-02-16
BE
BE710872D
patent/BE710872A/xx
unknown

1968-02-16
DE
DE19681695124
patent/DE1695124A1/en
active
Pending

1968-02-16
NO
NO0598/68A
patent/NO124369B/no
unknown

Also Published As

Publication number
Publication date

SE342043B
(en)

1972-01-24

DE1695124A1
(en)

1970-08-20

FR1560654A
(en)

1969-03-21

FR1561479A
(en)

1969-03-28

US3652543A
(en)

1972-03-28

NO124369B
(en)

1972-04-10

GB1221324A
(en)

1971-02-03

NL6802257A
(en)

1968-08-19

CH488705A
(en)

1970-04-15

IL29485A
(en)

1971-07-28

CH481110A
(en)

1969-11-15

ES350574A1
(en)

1969-11-16

AT275533B
(en)

1969-10-27

DE1668915A1
(en)

1972-03-09

BE710872A
(en)

1968-08-16

DK115473B
(en)

1969-10-13

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