GB1084450A - Improvements in or relating to 4h-benzo[4,5]cyclohepta-[1,2-b] thiophene derivatives - Google Patents

Improvements in or relating to 4h-benzo[4,5]cyclohepta-[1,2-b] thiophene derivatives

Info

Publication number
GB1084450A
GB1084450A GB50551/64A GB5055164A GB1084450A GB 1084450 A GB1084450 A GB 1084450A GB 50551/64 A GB50551/64 A GB 50551/64A GB 5055164 A GB5055164 A GB 5055164A GB 1084450 A GB1084450 A GB 1084450A
Authority
GB
United Kingdom
Prior art keywords
compounds
nr3r4
piperazino
represent
radical
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
GB50551/64A
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 CH1571263A external-priority patent/CH448129A/en
Priority claimed from CH1320264A external-priority patent/CH477471A/en
Application filed by Sandoz AG filed Critical Sandoz AG
Publication of GB1084450A publication Critical patent/GB1084450A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/30—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing heterocyclic ring with at least one nitrogen atom as ring member
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/30—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing —CHO groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/78—Heterocyclic 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
    • C07D333/80—Seven-membered rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/12—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing sulfur and oxygen
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
    • C09K15/26—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing nitrogen and sulfur

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (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)
  • Cartons (AREA)

Abstract

Novel compounds of the general formula <FORM:1084450/C2/1> (wherein R5 represents Cl, Br or a C1- 4 alkoxy radical, Z represents -CH = CH- or -CH2 CH2-, and either R1 and R2 are the same or different and each represent H or Me and R3 and R4 are the same or different and each represent a C1- 4 alkyl radical or -NR3R4 represents a pyrrolidino, piperidino, piperazino, 4-methylpiperazino or 4-(C2 or C3 hydroxyalkyl)-piperazino radical, or R4 represents a C1- 4 alkyl radical, R3 and R1 together represent -(CH2)2- or -(CH2)3- and R2 represents H, or R4 represents a C1- 4 alkyl radical, R3 and R2 together represent -(CH2)3- or -(CH2)4- and R1 represents H) are prepared as follows: (a) in all cases except where - NR3R4 is piperazino or 4-hydroxyalkylpiperazino, by dehydration, by the action of mineral acids, strong organic acids, acetic anhydride, SOCl2 or POCl3, of the corresponding 4-hydroxy compounds, themselves obtainable by a Grignard reaction from compounds of the general formula <FORM:1084450/C2/2> (b) when -NR3R4 is piperazino, by treating the corresponding 4-methylpiperazino compounds with a C1- 4 alkyl chloroformate and hydrolysing the resulting 4-alkoxycarbonylpiperazino compounds; (c) when -NR3R4 is 4-hydroxyalkylpiperazino, by treating the product of (b) with a hydroxyalkylating agent. The products may be converted into acid addition salts. Pharmaceutical compositions, e.g. tablets, dragees, injectable solutions and suppositories, having neuroleptic and sedative activity, comprise compounds (I) or their acid addition salts, together with a physiologically acceptable carrier.
GB50551/64A 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta-[1,2-b] thiophene derivatives Expired GB1084450A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH1571263A CH448129A (en) 1963-12-20 1963-12-20 Process for the preparation of new thiophene derivatives
CH1320264A CH477471A (en) 1964-10-12 1964-10-12 Process for the preparation of new 4H-Benzo (4,5) cyclohepta (1,2-b) thiophene derivatives

Publications (1)

Publication Number Publication Date
GB1084450A true GB1084450A (en) 1967-09-20

Family

ID=25711729

Family Applications (2)

Application Number Title Priority Date Filing Date
GB50551/64A Expired GB1084450A (en) 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta-[1,2-b] thiophene derivatives
GB50476/64A Expired GB1084448A (en) 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB50476/64A Expired GB1084448A (en) 1963-12-20 1964-12-11 Improvements in or relating to 4h-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one derivatives

Country Status (14)

Country Link
AT (2) AT247315B (en)
BE (2) BE657366A (en)
DE (1) DE1238923B (en)
DK (1) DK107488C (en)
ES (3) ES307273A1 (en)
FR (4) FR1430945A (en)
GB (2) GB1084450A (en)
IL (1) IL22640A (en)
LU (1) LU47609A1 (en)
MC (1) MC510A1 (en)
NL (2) NL6414607A (en)
NO (1) NO115584B (en)
OA (1) OA01345A (en)
SE (2) SE323969B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3464983A (en) * 1964-02-04 1969-09-02 Sandoz Ag 4h-benzo(4,5)cyclohepta(1,2-b)thiophenes
CH531000A (en) * 1970-03-11 1972-11-30 Sandoz Ag Process for the preparation of new benzocycloheptathiophenes
US20040110802A1 (en) * 2002-08-23 2004-06-10 Atli Thorarensen Antibacterial benzoic acid derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT202152B (en) * 1956-12-28 1959-02-10 American Cyanamid Co Process for the preparation of new dimethylaminopropylidene thiaxanthenes.

Also Published As

Publication number Publication date
AT247315B (en) 1966-06-10
BE657367A (en) 1965-06-18
AT246130B (en) 1966-04-12
DE1238923B (en) 1967-04-20
FR1430945A (en) 1966-03-11
DK107488C (en) 1967-06-05
BE657366A (en) 1965-06-18
OA01345A (en) 1969-02-15
SE323969B (en) 1970-05-19
MC510A1 (en) 1965-08-27
IL22640A (en) 1968-08-22
NO115584B (en) 1968-10-28
ES307273A1 (en) 1965-05-01
FR4344M (en) 1966-08-16
ES311201A1 (en) 1966-02-16
SE332178B (en) 1971-02-01
LU47609A1 (en) 1965-06-18
FR4225M (en) 1966-06-13
NL6414607A (en) 1965-06-21
FR1417838A (en) 1965-11-12
GB1084448A (en) 1967-09-20
NL6414603A (en) 1965-06-21
ES311200A1 (en) 1966-02-16

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