Per(poly)fluorinated polyoxyethylated carbamates

C - Chemistry – Metallurgy – 07 – C

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Details

C07C 271/18 (2006.01) A61K 9/00 (2006.01) A61K 9/107 (2006.01) A61K 31/27 (2006.01) A61K 35/14 (2006.01) B01F 17/00 (2006.01) C07C 269/02 (2006.01) C07C 271/14 (2006.01) C07C 323/43 (2006.01)

Patent

CA 2258322

Per(poly)fluorinated polyoxyethylated carbamates of general formula (I) in which RF represents a perfluorinated group containing between 1 and 18 carbon atoms, W represents an oxo group or nothing, n is an integer from 1 to 10, m is from values 2 to 6, 80 or not defined, R is an alkyl group, RFW(CH2)n+1NHC(O)- in which RF and W are as defined above, - (CHCH3CH2O)30(CH2CH2O)80C(O)NH(CH2)n+1RF in which RF is a perfluorinated group containing from 1 to 18 carbon atoms, R' is a hydrogen atom, an alkyl group containing between 1 and 18 carbon atoms which is optionally substituted, an optionally substituted aryl or aralkyl group, an allyl, methallyl or propargyl group or a perfluorinated chain having between 1 and 18 carbon atoms. These compounds can be used as anti-thrombosis agents or as surfactants or cosurfactants for phospholipids intended for the preparation or stabilisation of fluorocarbon emulsions, notably emulsions for biomedical applications.

Cette invention concerne des carbamates per(poly)fluorés polyoxyéthylés de formule (I). Dans cette formule R¿F? représente un groupe perfluoré contenant entre 1 et 18 atomes de carbone, W représente un groupe oxo ou rien, n représente un entier compris entre 1 et 10, m représente une valeur comprise entre 2 et 6,80 ou n'est pas défini, R représente un groupe alkyle, R¿F?W(CH¿2?)¿n+1?NHC(O)- où R¿F? et W sont tels que définis ci-avant, -(CHCH¿3?CH¿2?O)¿30?(CH¿2?CH¿2?O)¿80?C(O)NH(CH¿2?)¿n+1?R¿F? où R¿F? représente un groupe perfluoré contenant entre 1 et 18 atomes de carbone, R' représente un atome d'hydrogène, un groupe alkyle contenant entre 1 et 18 atomes de carbone qui est éventuellement substitué, un groupe aryle ou aralkyle éventuellement substitué, un groupe alkyle, méthalkyle ou propargyle ou une chaîne perfluorée comprenant entre 1 et 18 atomes de carbone. On peut utiliser ces composés comme agents anti-thrombotiques, tensio-actifs ou co-tensio-actifs pour des phospholopides destinés à la préparation ou la stabilisation d'émulsions de fluorocarbones notamment d'émulsions destinées à des applications biomédicales.

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