FR2428640A1 - 5-Piperazino:alkoxy:methyl-pyridine cpds. - with antiinflammatory, diuretic and vaso-protective properties - Google Patents

5-Piperazino:alkoxy:methyl-pyridine cpds. - with antiinflammatory, diuretic and vaso-protective properties

Info

Publication number
FR2428640A1
FR2428640A1 FR7817539A FR7817539A FR2428640A1 FR 2428640 A1 FR2428640 A1 FR 2428640A1 FR 7817539 A FR7817539 A FR 7817539A FR 7817539 A FR7817539 A FR 7817539A FR 2428640 A1 FR2428640 A1 FR 2428640A1
Authority
FR
France
Prior art keywords
diuretic
antiinflammatory
alkoxy
vaso
piperazino
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
FR7817539A
Other languages
French (fr)
Other versions
FR2428640B1 (en
Inventor
Jean-Pierre Maffrand
Jean-Marie Pereillo
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 FR7817539A priority Critical patent/FR2428640A1/en
Publication of FR2428640A1 publication Critical patent/FR2428640A1/en
Application granted granted Critical
Publication of FR2428640B1 publication Critical patent/FR2428640B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
    • C07D213/67—2-Methyl-3-hydroxy-4,5-bis(hydroxy-methyl)pyridine, i.e. pyridoxine

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Pyridoxine derivs. of formula (I) and their acid addn. salts are new. In (I), R1 and R2 are each H or together form ispropylidene; R3 is H or Ph opt. substd. by halo, lower alkyl or lower alkoxy; R4 is Ph (opt. substd. by halo, lower alkyl, lower alkoxy, methylenedioxy, NO2 or CF3), styryl or heteroaryl); and m and n are each 1-4. (I) have antiinflammatory, diuretic and vasoprotective properties for use in human and veterinary medicine, e.g. for treating chronic or degenerative rheumatic states, for use in post-operative surgery and traumatology, for treating oedema in e.g. cardiac insufficiency, obstetrics or obesity, and for increasing capillary strength in e.g. diabetic or arteriosclerotic retinopathy or in veinous (pre-)thrombosis, etc. Daily doses are e.g. 0.01-0.75 g, in units of pref. 0.01-0.25 g. Toxicity is low, e.g. LD50 is >300 mg/kg/day p.o.
FR7817539A 1978-06-12 1978-06-12 5-Piperazino:alkoxy:methyl-pyridine cpds. - with antiinflammatory, diuretic and vaso-protective properties Granted FR2428640A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7817539A FR2428640A1 (en) 1978-06-12 1978-06-12 5-Piperazino:alkoxy:methyl-pyridine cpds. - with antiinflammatory, diuretic and vaso-protective properties

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7817539A FR2428640A1 (en) 1978-06-12 1978-06-12 5-Piperazino:alkoxy:methyl-pyridine cpds. - with antiinflammatory, diuretic and vaso-protective properties

Publications (2)

Publication Number Publication Date
FR2428640A1 true FR2428640A1 (en) 1980-01-11
FR2428640B1 FR2428640B1 (en) 1981-07-24

Family

ID=9209386

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7817539A Granted FR2428640A1 (en) 1978-06-12 1978-06-12 5-Piperazino:alkoxy:methyl-pyridine cpds. - with antiinflammatory, diuretic and vaso-protective properties

Country Status (1)

Country Link
FR (1) FR2428640A1 (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6043259A (en) * 1998-07-09 2000-03-28 Medicure Inc. Treatment of cardiovascular and related pathologies
US6339085B1 (en) 1999-03-08 2002-01-15 The University Of Manitoba Therapeutics for cardiovascular and related diseases
US6417204B1 (en) 2000-07-07 2002-07-09 Medicure International Inc. Pyridoxine AMD pyridoxal analogues: cardiovascular therapeutics
US6489345B1 (en) 1999-07-13 2002-12-03 Medicure, Inc. Treatment of diabetes and related pathologies
US6586414B2 (en) 2000-03-28 2003-07-01 Medicure International Inc. Treatment of cerebrovascular disease
US6605612B2 (en) 2000-02-29 2003-08-12 Medicure International Inc. Cardioprotective phosohonates and malonates
US6677356B1 (en) 1999-08-24 2004-01-13 Medicure International Inc. Treatment of cardiovascular and related pathologies
US6897228B2 (en) 2000-07-07 2005-05-24 Medicure International Inc. Pyridoxine and pyridoxal analogues: new uses

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2005304220A1 (en) 2004-10-28 2006-05-18 Medicure International Inc. Dual antiplatelet/anticoagulant pyridoxine analogs

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2341311A1 (en) * 1976-02-20 1977-09-16 Parcor PYRIDOXINE DERIVATIVES

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2341311A1 (en) * 1976-02-20 1977-09-16 Parcor PYRIDOXINE DERIVATIVES

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6043259A (en) * 1998-07-09 2000-03-28 Medicure Inc. Treatment of cardiovascular and related pathologies
US6339085B1 (en) 1999-03-08 2002-01-15 The University Of Manitoba Therapeutics for cardiovascular and related diseases
US7230009B2 (en) 1999-03-08 2007-06-12 Medicure, Inc. Pyridoxal analogues and methods of treatment
US6890943B2 (en) 1999-03-08 2005-05-10 Medicure Inc. Pyridoxal analogues and methods of treatment
US6489345B1 (en) 1999-07-13 2002-12-03 Medicure, Inc. Treatment of diabetes and related pathologies
US7115625B2 (en) 1999-08-24 2006-10-03 Medicure International Inc. Treatment of cardiovascular and related pathologies
US7148233B2 (en) 1999-08-24 2006-12-12 Merrill Lynch Capital Canada Inc. Treatment of cardiovascular and related pathologies
US7144892B2 (en) 1999-08-24 2006-12-05 Merrill Lynch Capital Canada Inc. Treatment of cardiovascular and related pathologies
US6677356B1 (en) 1999-08-24 2004-01-13 Medicure International Inc. Treatment of cardiovascular and related pathologies
US7132430B2 (en) 1999-08-24 2006-11-07 Medicure International Inc. Treatment of cardiovascular and related pathologies
US7125889B2 (en) 1999-08-24 2006-10-24 Medicure International Inc. Treating of cardiovascular and related pathologies
US7115626B2 (en) 1999-08-24 2006-10-03 Medicure International Inc. Treatment of cardiovascular and related pathologies
US6605612B2 (en) 2000-02-29 2003-08-12 Medicure International Inc. Cardioprotective phosohonates and malonates
US7105673B2 (en) 2000-02-29 2006-09-12 Medicure International Inc. Cardioprotective phosphonates and malonates
US6867215B2 (en) 2000-02-29 2005-03-15 Medicure International Inc. Cardioprotective phosphonates and malonates
US6780997B2 (en) 2000-02-29 2004-08-24 Medicure International Inc. Cardioprotective phosphonates and malonates
US6667315B2 (en) 2000-02-29 2003-12-23 Medicure International Inc. Cardioprotective phosphonates and malonates
US6861439B2 (en) 2000-03-28 2005-03-01 Medicure International, Inc. Treatment of cerebrovascular disease
US6586414B2 (en) 2000-03-28 2003-07-01 Medicure International Inc. Treatment of cerebrovascular disease
US6897228B2 (en) 2000-07-07 2005-05-24 Medicure International Inc. Pyridoxine and pyridoxal analogues: new uses
US6417204B1 (en) 2000-07-07 2002-07-09 Medicure International Inc. Pyridoxine AMD pyridoxal analogues: cardiovascular therapeutics

Also Published As

Publication number Publication date
FR2428640B1 (en) 1981-07-24

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