C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
C07H 15/18 (2006.01) A61K 31/35 (2006.01) A61K 31/70 (2006.01) A61K 31/7028 (2006.01) A61P 3/08 (2006.01) A61P 31/12 (2006.01) A61P 35/00 (2006.01) C07F 7/18 (2006.01) C07H 15/04 (2006.01) C07K 9/00 (2006.01)
Patent
CA 2492940
The invention relates to a difluorinated gem compound having formula (I) wherein R?1¿ is a group comprising an alkyl chain that is substituted by at least one amine, amide or acid function, R?2¿ is a hydrogen atom H or a free or protected alcohol function, R?3¿ is group H, CH¿3?, CH¿2?OH, CH¿2?-OGP wherein GP is a protecting group such as an alkyl, benzyl (Bn), trimethylsilyl (TMS), tert-butyldimethylsilyl (TBDMS), tert-butyldiphenylsilyl (TBDPS), acetate (Ac) group, etc. and Y, Y', Y" are independent groups wherein Y, Y', Y" = H, OR, N¿3?, NR'R , SR' , etc. with R = H, Bn, Ac, TMS, TBDMS, TBDPS, etc., R', R" = H, alkyl, allyl, Bn, tosylate (Ts), C(=O)-alkyl, C(=O)-Bn, etc., R' = H, alkyl, Ac. The invention applies in particular to the use of said compound for the preparation of antitumoral, antiviral, hypoglycaemic and anti-inflammatory medicaments and compounds for immunology and cosmetology or glycopeptide analogues of antifreeze molecules.
Le produit selon l'invention concerne un composé gem difluoré de formule (I) où Rl est un groupement comportant une chaîne alkyle substituée par au moins une fonction amine, amide ou acide, R2 est un atome d~hydrogène H ou une fonction alcool libre ou protégée, R3 est un groupement H, CH3, CH2OH, CH2-OGP où GP est un groupe protecteur tel qu'un groupe alkyle, benzyle (Bn), triméthylsilyle (TMS), tert-butyldiméthylsilyle (TBDMS), tert- butyldiphénylsilyle (TBDPS), acétate (Ac)..., Y, Y', Y" sont des groupes indépendants où Y, Y', Y" = H, OR, N3, NR'R", SR'... avec R = H, Bn, Ac, TMS, TBDMS, TBDPS,..., R', R" = H, alkyl, allyl, Bn, tosylate (Ts), C(=O)-alkyl, C(=O)-Bn,..., R"' = H, alkyl, Ac. Elle s'applique notamment à l'utilisation dudit composé pour la préparation de médicaments antitumoraux, antiviraux, hypoglycémiants, anti-inflammatoires et de composés pour l'immunologie, pour la cosmétologie, ou encore d'analogues glycopeptidiques de molécules antigel.
Castelot-Deliencourt-Godefroy Geraldine
Francois D'hooge
Gouge Vanessa
Jubault Philippe
Marcotte Stephane
Institut National Des Sciences Appliquees de Rouen (insa)
Ridout & Maybee Llp
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