WO2006037869A3 - Composes fluorophosphonocinnamiques , synthese et applications dans le traitement des troubles causés par un stress oxydatif - Google Patents

Composes fluorophosphonocinnamiques , synthese et applications dans le traitement des troubles causés par un stress oxydatif Download PDF

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Publication number
WO2006037869A3
WO2006037869A3 PCT/FR2005/002376 FR2005002376W WO2006037869A3 WO 2006037869 A3 WO2006037869 A3 WO 2006037869A3 FR 2005002376 W FR2005002376 W FR 2005002376W WO 2006037869 A3 WO2006037869 A3 WO 2006037869A3
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
group
compounds
fluorophosphonocinnamic
synthesis
Prior art date
Application number
PCT/FR2005/002376
Other languages
English (en)
Other versions
WO2006037869A2 (fr
Inventor
Michel Baltas
Florence Bedos-Belval
Hubert Duran
Caroline Lapeyre
Anne-Elisabeth Negre-Salvayre
Original Assignee
Centre Nat Rech Scient
Univ Toulouse 3 Paul Sabatier
Inst Nat Sante Rech Med
Michel Baltas
Florence Bedos-Belval
Hubert Duran
Caroline Lapeyre
Anne-Elisabeth Negre-Salvayre
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 Centre Nat Rech Scient, Univ Toulouse 3 Paul Sabatier, Inst Nat Sante Rech Med, Michel Baltas, Florence Bedos-Belval, Hubert Duran, Caroline Lapeyre, Anne-Elisabeth Negre-Salvayre filed Critical Centre Nat Rech Scient
Priority to CA002582752A priority Critical patent/CA2582752A1/fr
Priority to EP05804364A priority patent/EP1802642A2/fr
Priority to JP2007534045A priority patent/JP2008515788A/ja
Priority to US11/664,522 priority patent/US7517869B2/en
Publication of WO2006037869A2 publication Critical patent/WO2006037869A2/fr
Publication of WO2006037869A3 publication Critical patent/WO2006037869A3/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/42—Halides thereof
    • C07F9/425—Acid or estermonohalides thereof, e.g. RP(=X)(YR)(Hal) (X, Y = O, S; R = H, or hydrocarbon group)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/18—Antioxidants, e.g. antiradicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Dermatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne un procédé pour fluorer spécifiquement l'atome de phosphore d'un composé phosphonocinnamique de formule générale (II) ou (II') : X étant choisi parmi : un atome d'oxygène, un atome de soufre ; R1 , R2, R3, R4, R5 et R6 étant choisis parmi : H, un groupe alkyle, un groupe aryle, OH, O-alkyle, S-alkyle, NH2, NH-alkyle, N-(alkyle)2 ; R étant choisi parmi : H5 un groupe alkyle, un groupe aryle, un groupe silyle ; R7 étant choisi parmi : H, un groupe alkyle, un groupe aryle, TBDPS représentant un groupe t-butyldiphénylsilyle, dans ledit procédé, on fait réagir ledit composé avec un agent de fluoration comprenant un complexe formé entre une aminé tertiaire et le fluorure d'hydrogène. L'invention s'étend aux nouveaux composés fluorés ainsi préparés, ainsi qu'à des compositions thérapeutiques comprenant de tels composés fluorés, et leur utilisation dans le traitement de l'athérosclérose.
PCT/FR2005/002376 2004-10-04 2005-09-26 Composes fluorophosphonocinnamiques , synthese et applications dans le traitement des troubles causés par un stress oxydatif WO2006037869A2 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CA002582752A CA2582752A1 (fr) 2004-10-04 2005-09-26 Composes fluorophosphonocinnamiques , synthese et applications dans le traitement des troubles causes par un stress oxydatif
EP05804364A EP1802642A2 (fr) 2004-10-04 2005-09-26 Composes fluorophosphonocinnamiques, synthese et applications dans le traitement des troubles causés par un stress oxydatif
JP2007534045A JP2008515788A (ja) 2004-10-04 2005-09-26 フルオロホスホノ桂皮酸化合物、その合成及び利用
US11/664,522 US7517869B2 (en) 2004-10-04 2005-09-26 Fluorophosphonocinnamic compounds, synthesis and uses for treating disorders caused by oxidative stress

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0410448 2004-10-04
FR0410448A FR2876104B1 (fr) 2004-10-04 2004-10-04 Composes fluorophosphonocinnamiques, systhese et aplications

Publications (2)

Publication Number Publication Date
WO2006037869A2 WO2006037869A2 (fr) 2006-04-13
WO2006037869A3 true WO2006037869A3 (fr) 2006-06-08

Family

ID=34949902

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2005/002376 WO2006037869A2 (fr) 2004-10-04 2005-09-26 Composes fluorophosphonocinnamiques , synthese et applications dans le traitement des troubles causés par un stress oxydatif

Country Status (6)

Country Link
US (1) US7517869B2 (fr)
EP (1) EP1802642A2 (fr)
JP (1) JP2008515788A (fr)
CA (1) CA2582752A1 (fr)
FR (1) FR2876104B1 (fr)
WO (1) WO2006037869A2 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU873120A1 (ru) * 1979-12-21 1981-10-15 Казанский Химико-Технологический Институт Им.С.М.Кирова Неподвижна фаза дл газовой хроматографии
DD301662A7 (de) * 1984-01-11 1993-05-27 Univ Berlin Humboldt Verfahren zur herstellung von monofluorophosphorverbindungen
WO1994019358A1 (fr) * 1993-02-19 1994-09-01 Symphar S.A. Phosphonates substitues, procedes de preparation et compositions pharmaceutiques les contenant

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE301662C (fr)
NL228353A (fr) 1957-06-03

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU873120A1 (ru) * 1979-12-21 1981-10-15 Казанский Химико-Технологический Институт Им.С.М.Кирова Неподвижна фаза дл газовой хроматографии
DD301662A7 (de) * 1984-01-11 1993-05-27 Univ Berlin Humboldt Verfahren zur herstellung von monofluorophosphorverbindungen
WO1994019358A1 (fr) * 1993-02-19 1994-09-01 Symphar S.A. Phosphonates substitues, procedes de preparation et compositions pharmaceutiques les contenant

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
L.S. HAFNER ET AL.: "Cyclohexyl Alkylphosphonofluoridates", JOURNAL OF MEDICINAL CHEMISTRY, vol. 13, no. 5, 1970, pages 1025, XP002374501 *

Also Published As

Publication number Publication date
WO2006037869A2 (fr) 2006-04-13
CA2582752A1 (fr) 2006-04-13
FR2876104B1 (fr) 2007-02-23
EP1802642A2 (fr) 2007-07-04
US20080090786A1 (en) 2008-04-17
JP2008515788A (ja) 2008-05-15
US7517869B2 (en) 2009-04-14
FR2876104A1 (fr) 2006-04-07

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