FR2440738A1 - Antiinflammatory, analgesic thieno:pyridine(s) - prepd. by treating a 3-bromo-thieno-pyridine with cuprous cyanide, and opt. hydrolysing - Google Patents

Antiinflammatory, analgesic thieno:pyridine(s) - prepd. by treating a 3-bromo-thieno-pyridine with cuprous cyanide, and opt. hydrolysing

Info

Publication number
FR2440738A1
FR2440738A1 FR7831998A FR7831998A FR2440738A1 FR 2440738 A1 FR2440738 A1 FR 2440738A1 FR 7831998 A FR7831998 A FR 7831998A FR 7831998 A FR7831998 A FR 7831998A FR 2440738 A1 FR2440738 A1 FR 2440738A1
Authority
FR
France
Prior art keywords
thieno
pyridine
carbamoyl
cyano
hydrolysis
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
FR7831998A
Other languages
French (fr)
Other versions
FR2440738B1 (en
Inventor
Robert Boigegrain
Jean-Pierre Maffraud
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 FR7831998A priority Critical patent/FR2440738A1/en
Publication of FR2440738A1 publication Critical patent/FR2440738A1/en
Application granted granted Critical
Publication of FR2440738B1 publication Critical patent/FR2440738B1/fr
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic 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
    • C07D495/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

Medicaments contg. a thieno 2,3-c and/or 3,2-c pyrdine (I) and/or (II) or their acid addn. salts (where R is cyano, carbamoyl or carboxy), are new. Process for the prepn. of (I) and (II) by treating the corresp. bromo cpds. (I and II where R=Br) with CuCN to give (and II;r=cyano) is alsoclaimed. Hydrolysis of this prod. with a strong mineral acid gives (I and II; R=carboxy) or careful hydrolysis of (I or II; R=CN) to give (I and II; R=carbamoyl). The reaction with cuprous cyanide is effected at 100-200 degrees C in DMF, N-methyl pyrrolidone, hexamethylphosphorotriamide, or benzonitrile. Hydrolysis of the acid is effected by refluxing in HCl, HBr or H2SO4. Hydrolysis of the amide is effected by passing dry HCl or HBr into a solution in formic acid at 20-100 degrees C. Cpds. of formula (I) where R=cyano or carbamoyl and their salts are claimed and cpds. of formula (II) where R = cyano, carbamoyl, or carboxy and their salts are claimed. The medicaments may be given orally, rectally or parenterally.
FR7831998A 1978-11-13 1978-11-13 Antiinflammatory, analgesic thieno:pyridine(s) - prepd. by treating a 3-bromo-thieno-pyridine with cuprous cyanide, and opt. hydrolysing Granted FR2440738A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7831998A FR2440738A1 (en) 1978-11-13 1978-11-13 Antiinflammatory, analgesic thieno:pyridine(s) - prepd. by treating a 3-bromo-thieno-pyridine with cuprous cyanide, and opt. hydrolysing

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7831998A FR2440738A1 (en) 1978-11-13 1978-11-13 Antiinflammatory, analgesic thieno:pyridine(s) - prepd. by treating a 3-bromo-thieno-pyridine with cuprous cyanide, and opt. hydrolysing

Publications (2)

Publication Number Publication Date
FR2440738A1 true FR2440738A1 (en) 1980-06-06
FR2440738B1 FR2440738B1 (en) 1981-11-27

Family

ID=9214807

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7831998A Granted FR2440738A1 (en) 1978-11-13 1978-11-13 Antiinflammatory, analgesic thieno:pyridine(s) - prepd. by treating a 3-bromo-thieno-pyridine with cuprous cyanide, and opt. hydrolysing

Country Status (1)

Country Link
FR (1) FR2440738A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0074268A2 (en) * 1981-09-08 1983-03-16 Eli Lilly And Company Improvements in or relating to thieno and furopyridinium-substituted cephalosporin derivatives
EP0581106A1 (en) * 1992-07-20 1994-02-02 Hoechst-Roussel Pharmaceuticals Incorporated Substituted aminothienopyridines, a process for their preparation and their use as medicaments
WO2006063178A2 (en) * 2004-12-07 2006-06-15 Abbott Laboratories Thienopyridyl compounds that inhibit vanilloid receptor subtype 1 (vr1) and uses thereof

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3845065A (en) * 1972-02-18 1974-10-29 Merck & Co Inc 4-oxo-4,5-dihydrothieno(3,2-c)pyridines
FR2334356A1 (en) * 1975-12-10 1977-07-08 Parcor Thieno pyridines and salts - having sedative, antiinflammatory, analgesic and platelet aggregation-inhibiting activity

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3845065A (en) * 1972-02-18 1974-10-29 Merck & Co Inc 4-oxo-4,5-dihydrothieno(3,2-c)pyridines
FR2334356A1 (en) * 1975-12-10 1977-07-08 Parcor Thieno pyridines and salts - having sedative, antiinflammatory, analgesic and platelet aggregation-inhibiting activity

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0074268A2 (en) * 1981-09-08 1983-03-16 Eli Lilly And Company Improvements in or relating to thieno and furopyridinium-substituted cephalosporin derivatives
EP0074268A3 (en) * 1981-09-08 1984-05-23 Eli Lilly And Company Improvements in or relating to thieno and furopyridinium-substituted cephalosporin derivatives
EP0581106A1 (en) * 1992-07-20 1994-02-02 Hoechst-Roussel Pharmaceuticals Incorporated Substituted aminothienopyridines, a process for their preparation and their use as medicaments
US5519032A (en) * 1992-07-20 1996-05-21 Hoechst Marion Roussel Inc. Substituted aminothienopyridines, pharmaceutical composition and use
US5856335A (en) * 1992-07-20 1999-01-05 Hoechst Marion Roussel, Inc. Substituted aminothienopyridines, pharmaceutical composition and use
WO2006063178A2 (en) * 2004-12-07 2006-06-15 Abbott Laboratories Thienopyridyl compounds that inhibit vanilloid receptor subtype 1 (vr1) and uses thereof
WO2006063178A3 (en) * 2004-12-07 2006-08-24 Abbott Lab Thienopyridyl compounds that inhibit vanilloid receptor subtype 1 (vr1) and uses thereof
US7875627B2 (en) 2004-12-07 2011-01-25 Abbott Laboratories Thienopyridyl compounds that inhibit vanilloid receptor subtype 1 (VR1) and uses thereof
US8501769B2 (en) 2004-12-07 2013-08-06 Abbvie Inc. Thienopyridyl compounds that inhibit vanilloid receptor subtype 1 (VR1) and uses thereof

Also Published As

Publication number Publication date
FR2440738B1 (en) 1981-11-27

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