GB1159480A - 4H-Benzo[4,5]Cyclohepta[1,2-b]-Thiophene Derivatives - Google Patents

4H-Benzo[4,5]Cyclohepta[1,2-b]-Thiophene Derivatives

Info

Publication number
GB1159480A
GB1159480A GB47266/66A GB4726666A GB1159480A GB 1159480 A GB1159480 A GB 1159480A GB 47266/66 A GB47266/66 A GB 47266/66A GB 4726666 A GB4726666 A GB 4726666A GB 1159480 A GB1159480 A GB 1159480A
Authority
GB
United Kingdom
Prior art keywords
formula
methyl
acid
compound
signifies
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
GB47266/66A
Inventor
Ernst Jucker
Anton Ebnoether
Jean-Michel Bastian
Erwin Rissi
Andre Stoll
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.)
Sandoz AG
Original Assignee
Sandoz AG
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
Priority claimed from CH127564A external-priority patent/CH440321A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1159480A publication Critical patent/GB1159480A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/78Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
    • C07D333/80Seven-membered rings
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00Processes of polymerisation
    • C08F2/38Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1,159,480. Benzocycloheptathiophen derivatives. SANDOZ Ltd. 21 Oct., 1966 [3 Nov., 1965], No. 47266/66. Addition to 1,089,483. Heading C2C. Novel compounds of Formula (I) in which either Z signifies the radical -CH 2 CH 2 - and each X signifies a hydrogen atom or together they signify a second bond, or Z signifies the radical -CH=CH- and both X together signify a second bond, and their acid addition salts, are prepared by reacting a compound corresponding to Formula (I) above in which the hydrogen atom on the nitrogen atom of the piperidine ring is replaced by a methyl group with a chloroformic acid ester of formula Cl-COOR in which R represents an alkyl group having 1-4 carbon atoms, or an aralkyl group having 7-10 carbon atoms, and subjecting the resulting compound in which the methyl group is replaced by a -COOR radical to hydrolysis and, when an acid addition salt is required, reacting the resulting compound of Formula (I) with an acid. 4 - (1 - Methyl 4 piperidyl) - 9,10 - dihydro- 4H - benzo - [4,5] - cyclokepta - [1,2 - b] - thiophen may be prepared by heating a solution of 4-(1- methyl - 4 - piperidylidene) - or 4 - hydroxy- 4 - (1 - methyl - 4 - piperidyl) - 9,10 - dihydro- 4H - benzo - [4,5] - cyclohepta - [1,2 - b] - thiophen in glacial acetic acid at reflux temperature for 1¢ hours with red phosphorus and hydriodic acid. Therapeutic compositions having anti-serotonin and anti-cholinergic activity which may be administered enterally or parenterally contain as active ingredient a compound of Formula (I) above or an acid addition salt thereof, while such compositions containing a compound I in which Z is -CH 2 CH 2 - and the two symbols X signify a second bond also possess histaminolytic activity.
GB47266/66A 1964-02-04 1966-10-21 4H-Benzo[4,5]Cyclohepta[1,2-b]-Thiophene Derivatives Expired GB1159480A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH127564A CH440321A (en) 1964-02-04 1964-02-04 Process for the preparation of new heterocyclic compounds
CH1324664 1964-10-13
CH806165A CH473138A (en) 1964-02-04 1965-06-09 Process for the preparation of new 9,10-dihydro-4H-benzo (4,5) cyclohepta (1,2-b) thiophene derivatives
CH1519165A CH473146A (en) 1964-02-04 1965-11-03 Process for the preparation of new 4H-Benzo (4,5) cyclohepta (1,2-b) thiophene derivatives

Publications (1)

Publication Number Publication Date
GB1159480A true GB1159480A (en) 1969-07-23

Family

ID=27428140

Family Applications (2)

Application Number Title Priority Date Filing Date
GB3355/65A Expired GB1089483A (en) 1964-02-04 1965-01-26 Improvements in or relating to 4h-benzo(4,5)cyclohepta (1,2-b) thiophene derivatives
GB47266/66A Expired GB1159480A (en) 1964-02-04 1966-10-21 4H-Benzo[4,5]Cyclohepta[1,2-b]-Thiophene Derivatives

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB3355/65A Expired GB1089483A (en) 1964-02-04 1965-01-26 Improvements in or relating to 4h-benzo(4,5)cyclohepta (1,2-b) thiophene derivatives

Country Status (12)

Country Link
BE (2) BE659178A (en)
BR (2) BR6566936D0 (en)
CH (2) CH473138A (en)
DE (2) DE1238040B (en)
ES (1) ES332985A2 (en)
FI (1) FI42216B (en)
FR (4) FR1441486A (en)
GB (2) GB1089483A (en)
IL (1) IL22905A (en)
NL (2) NL125442C (en)
OA (1) OA01524A (en)
SE (1) SE306323B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU195800B (en) * 1983-10-13 1988-07-28 Sandoz Ltd Process for producing 4h-benzo/4,5/cylopenta/1,2-b/ thiofene derivatives and pharmaceutical compositions containing them
PT1218007E (en) 1999-09-13 2011-10-27 Bridge Pharma Inc Optically active isomers of ketotifen and therapeutically active metabolites thereof

Also Published As

Publication number Publication date
NL6510326A (en) 1966-12-12
DE1238040B (en) 1967-04-06
CH473146A (en) 1969-05-31
ES332985A2 (en) 1968-03-16
BE659178A (en) 1965-08-02
NL6501154A (en) 1965-08-05
SE306323B (en) 1968-11-25
OA01524A (en) 1969-07-21
CH473138A (en) 1969-05-31
GB1089483A (en) 1967-11-01
FR1441486A (en) 1966-06-10
BE668052A (en) 1966-02-09
NL125442C (en) 1968-06-17
FR92121E (en) 1968-09-27
DE1620420A1 (en) 1970-03-12
BR6566936D0 (en) 1973-08-14
BR6684229D0 (en) 1973-12-26
FR4369M (en) 1966-08-22
FI42216B (en) 1970-03-02
FR91208E (en) 1968-05-03
IL22905A (en) 1969-01-29

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Legal Events

Date Code Title Description
416 Proceeding under section 16 patents act 1949
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees