US 8,088,747 B2 · Analogue compounds of archaebacterial membrane lipids and liposomal compounds integrating such compounds

Abstract

The invention relates to a compound of general formula (I): where X=0 or 1, Z=O, S or CH2, R1 and R2 independently=OH or OY, where Y=a protecting group, OR3, where R3=a monosaccharide or disaccharide group, A1-CH2—N+(CH3)3, X′, where X=halogen, A1=an amide (NHC(O)) or ester (OC(C)) bond, OPO(OM)2, where M=an alkyli or alkyli earth metal, OP(O)O−—O(CH2)2—N+(CH3)3, A2-(PEGX1-A3)n-R4, where n=0 or 1, PEGX1=a polyethyleneglycol of molecular weight X1, where X1 being less than or equal to 5,000 daltons, A2 and A3 independently=a ether (O), ester (OC(O)), amide (NHC(O)), urea (NHC(O)NH), thiourea (NHC(S)NH), or thioether (S) bond R4=a directing agent.

Claims21

Dependent claims

A compound with the general formula (1):

in which:
X is equal to zero or one;
Z represents an O, an S or a CH2,
R1 and R2, which can be identical or different, represent one of the following substituents:
OH
OY with Y representing a protector group;
OR3, R3 representing a monosaccharide or disaccharide substituent;
A1-CH2—N+(CH3)3X−, X representing a halogen, A1 representing an amide (NHC(O)) or ester (OC(O))bond;
OPO(OM)2, M representing an alkaline metal cation or alkaline-earth metal;
OP(O)O−—O(CH2)2—N+(CH3)3,
A2-(PEGX1-A3)n-R4, n being equal to 0 or 1, PEGX1 being a polyethyleneglycol of molecular weight X1, X1 being less than or equal to 5,000 daltons, A2 and A3 being identical or different and representing one ether (O), ester (OC(O)), amide (NHC(O)), urea (NHC(O)NH), thiourea (NHC(S)NH), or thioether (S) bond, R4 representing a targeting agent.

8 more elements

Dependencies are inferred from the claim text.

Facts

Application

11/792,011Filed 7 Dec 2005

Priority

FR 04 130287 Dec 2004

Published

US 2009/0232880 A117 Sep 2009

Granted

3 Jan 2012

Term ends

Not estimatedThe source records don’t support an estimate.

Classification13 codes

C07C 43/135
Containing hydroxy or O-metal groups: having more than one ether bond
A61K 9/1272
Non-conventional liposomes, e.g. PEGylated liposomes or liposomes coated or grafted with polymers: comprising non-phosphatidyl surfactants as…
C07C 31/274
Monocyclic: with a three to five-membered ring
C07C 237/08
The carbon skeleton being acyclic and saturated: having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon…

Analogue compounds of archaebacterial membrane lipids and liposomal compounds integrating such compounds

Life of this patent

Analogue compounds of archaebacterial membrane lipids and liposomal compounds integrating such compounds

Life of this patent

Abstract

Claims21