C - Chemistry – Metallurgy – 07 – F
Patent
C - Chemistry, Metallurgy
07
F
C07F 9/42 (2006.01) A61K 31/662 (2006.01) A61P 9/10 (2006.01)
Patent
CA 2582752
The invention concerns a method for specifically fluorinating a phosphorus atom of a phosphonocinnamic compound of general formula (II) or (II'), wherein: X is selected among: an oxygen atom, a sulphur atom; R1, R2, R3, R4, R5 and R6 being selected among H, an alkyl group, an aryl group, OH, O-alkyl, S-alkyl, NH2, NH-alkyl, N-(alkyl)2 group; R7 being selected among: H, an alkyl group, an aryl group, a silyl group; R8 being selected among: H, an alkyl group, an aryl group; TBDPS representing a t-butyldiphenylsilyl group. Said method consists in reacting said compound with a fluorinating agent comprising a complex formed between a tertiary amine and hydrogen fluoride. The invention also concerns novel fluorinated compounds thus prepared, as well as therapeutic compositions comprising such fluorinated compounds, and their uses for treating atherosclerosis.
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.
Baltas Michel
Bedos-Belval Florence
Duran Hubert
Lapeyre Caroline
Negre-Salvayre Anne-Elisabeth
Centre National de La Recherche Scientifique (c.n.r.s.)
Mcfadden Fincham
Universite Paul Sabatier - Toulouse III
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