FR2278337A1 - Hydroxy-substd. thieno(3,2-c) - and - (2,3-c)pyridine derivs. - prepd. by cyclizing 2-(thienylmethylamino)-acetaldehyde dialkyl acetals - Google Patents

Hydroxy-substd. thieno(3,2-c) - and - (2,3-c)pyridine derivs. - prepd. by cyclizing 2-(thienylmethylamino)-acetaldehyde dialkyl acetals

Info

Publication number
FR2278337A1
FR2278337A1 FR7424631A FR7424631A FR2278337A1 FR 2278337 A1 FR2278337 A1 FR 2278337A1 FR 7424631 A FR7424631 A FR 7424631A FR 7424631 A FR7424631 A FR 7424631A FR 2278337 A1 FR2278337 A1 FR 2278337A1
Authority
FR
France
Prior art keywords
hydroxy
substd
thieno
pyridine
thienylmethylamino
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.)
Granted
Application number
FR7424631A
Other languages
French (fr)
Other versions
FR2278337B1 (en
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.)
Parcor SARL
Original Assignee
Parcor SARL
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 Parcor SARL filed Critical Parcor SARL
Priority to FR7424631A priority Critical patent/FR2278337A1/en
Priority to AR259601A priority patent/AR205040A1/en
Priority to CH775175A priority patent/CH605969A5/xx
Priority to YU1620/75A priority patent/YU39945B/en
Priority to US05/593,051 priority patent/US3983125A/en
Priority to HUPA1219A priority patent/HU170045B/hu
Priority to IL47654A priority patent/IL47654A/en
Priority to AT523275A priority patent/AT345834B/en
Priority to ZA00754368A priority patent/ZA754368B/en
Priority to NLAANVRAGE7508153,A priority patent/NL182961C/en
Priority to DE2530515A priority patent/DE2530515C2/en
Priority to CA231,112A priority patent/CA1068704A/en
Priority to PH17369A priority patent/PH11045A/en
Priority to DK316475AA priority patent/DK136652B/en
Priority to RO7582850A priority patent/RO72839A/en
Priority to SE7508025A priority patent/SE417822B/en
Priority to GB29700/75A priority patent/GB1486646A/en
Priority to AU83062/75A priority patent/AU492253B2/en
Priority to SU7502151532A priority patent/SU584785A3/en
Priority to ES439431A priority patent/ES439431A1/en
Priority to PL1975182080A priority patent/PL101232B1/en
Priority to JP50087152A priority patent/JPS5844674B2/en
Priority to BE158338A priority patent/BE831416A/en
Priority to DD186799A priority patent/DD119048A5/xx
Publication of FR2278337A1 publication Critical patent/FR2278337A1/en
Priority to SU762379605A priority patent/SU618045A3/en
Application granted granted Critical
Publication of FR2278337B1 publication Critical patent/FR2278337B1/fr
Granted 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
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • 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
    • C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
    • C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
    • 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
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom

Landscapes

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

Abstract

Hydroxy-substd. thieno/3,2-c/- and -/2,3-c/pyridine derivs. of formulae (I) and (II) (where R is H or 1-6C alkyl), e.g. 7-hydroxy 4,5,6,7-tetrahydrothieno 3,2-c pyridine, and their addition salts with mineral and organic acids, are new cpds. (I) and (II) have anti-inflammatory, analgesic and platelet aggregation inhibiting activity. (I) and (II) have low toxicity and are well tolerated. Details and results of tests in animals are given in the specification; thus, (I; R = H) (LD50 75 mg/kg i.v. in mice) in a dosage of 3 x 100 mg/kg p.o. gives 41% (1 hr.), 48% (3 hrs) and 53% (5 hrs) inhibition of rat paw carrageenin oedema. (I) and (II) are also useful as intermediates for other cpds., e.g. pharmaceuticals.
FR7424631A 1974-07-16 1974-07-16 Hydroxy-substd. thieno(3,2-c) - and - (2,3-c)pyridine derivs. - prepd. by cyclizing 2-(thienylmethylamino)-acetaldehyde dialkyl acetals Granted FR2278337A1 (en)

Priority Applications (25)

Application Number Priority Date Filing Date Title
FR7424631A FR2278337A1 (en) 1974-07-16 1974-07-16 Hydroxy-substd. thieno(3,2-c) - and - (2,3-c)pyridine derivs. - prepd. by cyclizing 2-(thienylmethylamino)-acetaldehyde dialkyl acetals
AR259601A AR205040A1 (en) 1974-07-16 1975-01-01 PROCEDURE FOR THE PREPARATION OF TETRAHYDRO-4,5,6,7, -TIENO (3,2-C) O (2,3-C) PYRIDINE DERIVATIVES
CH775175A CH605969A5 (en) 1974-07-16 1975-06-16
YU1620/75A YU39945B (en) 1974-07-16 1975-06-25 Process for obtaining new thieno-pyridine derivatives
US05/593,051 US3983125A (en) 1974-07-16 1975-07-03 Thieno-pyridine derivatives, process for their preparation and their applications
HUPA1219A HU170045B (en) 1974-07-16 1975-07-04
IL47654A IL47654A (en) 1974-07-16 1975-07-07 7-hydroxy-4,5,6,7-tetrahydrothieno(3,2-c)-and 4-hydroxy-4,5,6,7-tetrahydrothieno(i8o-c)-pyridine derivatives their preparation and pharmaceutical compositions containing the
AT523275A AT345834B (en) 1974-07-16 1975-07-07 PROCESS FOR PRODUCING NEW THIENOPYRIDINE DERIVATIVES
ZA00754368A ZA754368B (en) 1974-07-16 1975-07-08 New thieno-pyridine derivatives, process for their preparation and their applications
DE2530515A DE2530515C2 (en) 1974-07-16 1975-07-09 4- and 7-hydroxy-4,5,6,7-tetrahydrothieno- [3,2-c] or [2,3-c] pyridines, processes for their preparation and pharmaceutical preparations containing them
CA231,112A CA1068704A (en) 1974-07-16 1975-07-09 Process for the preparation of thieno-pyridine derivatives
NLAANVRAGE7508153,A NL182961C (en) 1974-07-16 1975-07-09 PROCESS FOR PREPARING A PHARMACEUTICAL PREPARATION BASED ON THIENO-PYRIDINE DERIVATIVES AND METHOD FOR PREPARING THIENO-PYRIDINE DERIVATIVES
PH17369A PH11045A (en) 1974-07-16 1975-07-10 Thieno-pyridine derivatives and therapeutic composition thereof
DK316475AA DK136652B (en) 1974-07-16 1975-07-11 Process for the preparation of thieno-pyridine derivatives.
SE7508025A SE417822B (en) 1974-07-16 1975-07-14 PROCEDURE FOR PREPARING TIENOPYRIDINE DERIVATIVES
RO7582850A RO72839A (en) 1974-07-16 1975-07-14 PROCESS FOR THE PREPARATION OF THIENOPYRIDINE DERIVATIVES
AU83062/75A AU492253B2 (en) 1975-07-15 new THIENO-PYRIDINE DERIVATIVES PROCESS FOR THEIR PREPARATION AND THEIR APPLICATIONS
SU7502151532A SU584785A3 (en) 1974-07-16 1975-07-15 Method of preparing thieno(3,2,-c)pyrimidine derivatives or salts thereof
ES439431A ES439431A1 (en) 1974-07-16 1975-07-15 Thieno-pyridine derivatives, process for their preparation and their applications
PL1975182080A PL101232B1 (en) 1974-07-16 1975-07-15 METHOD OF PRODUCTION OF NEW THENOPYRIDINE DERIVATIVES
GB29700/75A GB1486646A (en) 1974-07-16 1975-07-15 Thieno-pyridine derivatives
JP50087152A JPS5844674B2 (en) 1974-07-16 1975-07-16 Shinkithieno-Pyridine Yudo Taino Seizouhouhou
BE158338A BE831416A (en) 1974-07-16 1975-07-16 NEW DERIVATIVES OF THIENO-PYRIDINE, THEIR PREPARATION PROCESS AND THEIR APPLICATIONS
DD186799A DD119048A5 (en) 1974-07-16 1975-07-16
SU762379605A SU618045A3 (en) 1974-07-16 1976-07-21 Method of obtaining thieno (2,3-c) pyridine derivatives or salts thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7424631A FR2278337A1 (en) 1974-07-16 1974-07-16 Hydroxy-substd. thieno(3,2-c) - and - (2,3-c)pyridine derivs. - prepd. by cyclizing 2-(thienylmethylamino)-acetaldehyde dialkyl acetals

Publications (2)

Publication Number Publication Date
FR2278337A1 true FR2278337A1 (en) 1976-02-13
FR2278337B1 FR2278337B1 (en) 1978-07-28

Family

ID=9141311

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7424631A Granted FR2278337A1 (en) 1974-07-16 1974-07-16 Hydroxy-substd. thieno(3,2-c) - and - (2,3-c)pyridine derivs. - prepd. by cyclizing 2-(thienylmethylamino)-acetaldehyde dialkyl acetals

Country Status (6)

Country Link
JP (1) JPS5844674B2 (en)
BE (1) BE831416A (en)
FR (1) FR2278337A1 (en)
HU (1) HU170045B (en)
SE (1) SE417822B (en)
ZA (1) ZA754368B (en)

Also Published As

Publication number Publication date
JPS5844674B2 (en) 1983-10-04
HU170045B (en) 1977-03-28
BE831416A (en) 1976-01-16
SE7508025L (en) 1976-01-19
SE417822B (en) 1981-04-13
JPS5148692A (en) 1976-04-26
ZA754368B (en) 1976-06-30
FR2278337B1 (en) 1978-07-28

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