GB1386027A - Esters of thienobenzopyrans and thiopyranobenzopyrans - Google Patents

Esters of thienobenzopyrans and thiopyranobenzopyrans

Info

Publication number
GB1386027A
GB1386027A GB5887072A GB5887072A GB1386027A GB 1386027 A GB1386027 A GB 1386027A GB 5887072 A GB5887072 A GB 5887072A GB 5887072 A GB5887072 A GB 5887072A GB 1386027 A GB1386027 A GB 1386027A
Authority
GB
United Kingdom
Prior art keywords
alkyl
prepared
compounds
carbomethoxy
dec
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
GB5887072A
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.)
HARRIS L S PARS H G SHEEHAN J
Original Assignee
HARRIS L S PARS H G SHEEHAN J
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 HARRIS L S PARS H G SHEEHAN J filed Critical HARRIS L S PARS H G SHEEHAN J
Publication of GB1386027A publication Critical patent/GB1386027A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • 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
    • C07D333/26—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Anesthesiology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

1386027 Derivatives of thienochromene and dihydrothiapyranochromene L S HARRIS H G PARS J C SHEEHAN nd R K RAZDAN 20 Dec 1972 [27 Dec 1971] 58870/72 Heading C2C The invention comprises compounds of formula and their acid addition salts, wherein m, n are each 0-3 but m + n = 2 or 3; R 1 is C 1-6 alkyl; R 2 is alkyl or cycloalkyl-C 1-6 -alkyl; R 3 is -CO(CH 2 ) 1-8 -Z and Z is morpholino, thiamorpholino, piperazino, 4-C 1-6 -alkylpiperazino or N(CH 2 ) 3-9 . In examples, these compounds are prepared by reacting together the corresponding phenol (R 3 =H : II), HO 2 C(CH 2 ) 1-8 Z and dicyclohexylcarbodiimide. II are prepared by reacting an appropriate oxo-compound (R 1 R 1 C=O : C, R 3 =H) with R 1 MgBr, and ring- -closing the thus-formed 2-(dialkylmethyloldihydrothienyl) - 5 - R 2 - resorcinot (or its dihydrothiapyranyl analogue) with p-TSOH or HBr. Starting materials also prepared are 2- and 5- carbomethoxy - 3 - oxotetrahydrothiophene and 2-carbomethoxy-3-oxotetrahydrothiapyran. Therapeutic compositions for oral or intraperitoneal administration comprise compounds of the above formula, which have tranquilizing activity.
GB5887072A 1971-12-27 1972-12-20 Esters of thienobenzopyrans and thiopyranobenzopyrans Expired GB1386027A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US21282071A 1971-12-27 1971-12-27

Publications (1)

Publication Number Publication Date
GB1386027A true GB1386027A (en) 1975-03-05

Family

ID=22792553

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5887072A Expired GB1386027A (en) 1971-12-27 1972-12-20 Esters of thienobenzopyrans and thiopyranobenzopyrans

Country Status (11)

Country Link
JP (1) JPS5550954B2 (en)
AU (1) AU469018B2 (en)
CA (1) CA994792A (en)
CH (1) CH562824A5 (en)
DE (1) DE2263129A1 (en)
FI (1) FI56384C (en)
FR (1) FR2166022B1 (en)
GB (1) GB1386027A (en)
PH (1) PH13980A (en)
SE (1) SE395700B (en)
ZA (1) ZA728665B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5020599A (en) * 1973-06-28 1975-03-04
JPS5020598A (en) * 1973-06-28 1975-03-04
FR2310128A2 (en) * 1975-05-06 1976-12-03 Little Inc A Thieno-and thio-pyrano-benzopyran CNS active derivs - used as anti-anxiety agents and tranquillizers

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE755213A (en) * 1969-08-25 1971-02-01 Little Inc A THIENO-BENZOPYRANS AND THIOPYRANO-BENZOPYRANS, INTERMEDIATE PRODUCTS AND PROCESS FOR OBTAINING THEM

Also Published As

Publication number Publication date
SE395700B (en) 1977-08-22
FI56384B (en) 1979-09-28
FI56384C (en) 1980-01-10
FR2166022A1 (en) 1973-08-10
AU4978872A (en) 1974-06-13
ZA728665B (en) 1973-08-29
JPS5550954B2 (en) 1980-12-20
CA994792A (en) 1976-08-10
JPS4872198A (en) 1973-09-29
PH13980A (en) 1980-11-20
FR2166022B1 (en) 1976-04-23
AU469018B2 (en) 1976-01-29
DE2263129A1 (en) 1973-07-12
CH562824A5 (en) 1975-06-13

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee