106019-40-3Relevant academic research and scientific papers
AMINOPHOSPHINIC DERIVATIVES THAT CAN BE USED IN THE TREATMENT OF PAIN
-
, (2011/06/19)
The present invention relates to a compound of the following general formula (I): R1—NH—CH(R2)—P(═O)(OR3)—CH2—C(R4)(R5)—CONH—CH(R6)—COOR7 (I) or a pharmaceutically acceptable salt of the latter, an isomer or a mixture of isomers in any proportions, especially a mixture of enantiomers, and in particular a racemic mixture, for which R1 represents a —C(═O)—O—C(R8)(R9)—OC(═O)—R10 group; R2 represents an optionally substituted hydrocarbon-based chain, an aryl or heteroaryl group or a methylene group substituted by a heterocycle; R3 represents a hydrogen atom or a —C(R12)(R13)—OC(═O)—R14 group; R4 and R5 form, together with the carbon that bears them, a saturated hydrocarbon-based ring or an optionally substituted piperidine ring or R4 represents a hydrogen atom and R5 represents a phenyl or a benzyl that is optionally substituted, a heteroaromatic ring or a methylene group substituted by a heterocycle; R6 represents an optionally substituted hydrocarbon-based chain or a phenyl or a benzyl that is optionally substituted; and R7 represents a hydrogen atom or a benzyl, alkyl, heteroaryl, alkylheteroaryl, —CHMe—COOR18, —CHR19—OC(═O)OR20 and —CHR19—OC(═O)OR20 group. The present invention also relates to the use of these compounds as a medicinal product, and in particular for the treatment of pain, more advantageously neuropathic and neuroinflammatory pain, to their method of synthesis and also to the compositions containing them.
Facile synthesis of bis-α-aminoalkylphosphinates
Drag, Marcin,Dlugosz, Katarzyna,Oleksyszyn, Jozef
, p. 2787 - 2795 (2007/10/03)
Herein we report a facile synthesis of esters of bis-α- aminoalkylphosphinic acids obtained by an addition of Cbz-protected phosphinic analogues of amino acid methyl esters to an appropriate imine in refluxing benzene. Complete deprotection of the esters
Synthesis of α1-(Cbz-aminoalkyl)-α2- (hydroxyalkyl)phosphinic esters
Drag, Marcin,Oleksyszyn, Józef
, p. 3359 - 3362 (2007/10/03)
A synthesis of α1-(Cbz-aminoalkyl)-α2- (hydroxyalkyl)phosphinic esters was achieved by the 1,2-addition of the appropriate aldehyde to Cbz-protected phosphinic analogues of amino acid esters in the presence of at least three equivale
(α-aminophosphino) peptide derivatives, method for making same and therapeutic applications thereof
-
, (2008/06/13)
The invention concerns compounds derived from (α-aminophosphino) peptides, of general formula (I), in which R1and R2each represents a hydrogen atom or taken together form an imine with the adjacent nitrogen atom; R3represents an alkyl group, an alkenyl group, a phenyl group, a benzyl group, all these groups capable of being substituted or not, a hydrogen atom, a cycloalkyl group, a cycloalkylmethyl group or finally, a methyl group substituted by a heterocyclic, aromatic or saturated group; R4represents a phenyl group, a benzyl group, these groups capable of being substituted or not, a hydrogen atom, an alkyl group, analkenyl group or a cycloalkyl group; R5represents an alkyl group, an alkenyl group, a phenyl group, a benzyl group, all these groups capable of being substituted or not, a hydrogen atom, a cycloalkyl, cycloalkylmethyl group or finally a methyl group substituted by a heterocyclic, aromatic or saturated group; R6, R7and R8can in particular represent a hydrogen atom, an alkyl group, a phenyl group substituted or not . . . n is equal to 0 or 1, in the form of enantiomers, diastereoisomers or racemic mixtures, their salts, their method of preparation and their therapeutic applications.
(α-aminophosphino) peptides derivative and compositions containing same
-
, (2008/06/13)
The invention concerns (α-aminophosphino) peptide derivative compounds of general formula (I) wherein: R1and R2represent each a hydrogen atom or together form an imine with the adjacent nitrogen atom; R3represents an alkyl
PREPARATION OF BENZYL N-BENZYLOXYCARBONYLAMINOPHOSPHONATES AND -AMINOPHOSPHONITES - THE SCOPE AND LIMITATIONS OF O-BENZYL-N,N'-DICYCLOHEXYLOISOUREA METHOD
Mucha, Artur,Kafarski, Pawel,Plenat, Francoise,Cristau, Henri-Jean
, p. 187 - 194 (2007/10/02)
Protection of the amino group of aminophosphonic and aminophosphonous acids with benzyl chloroformate followed by esterification of the N-protected derivatives with O-benzyl-N,N'-dicyclohexyloisoureas is described.The esterification of aminobenzylphosphonic and aminobenzylphosphonous acids was studied in some details in order to discuss the scope and limitation of this procedure.The differences in the reactions of aminoalkylphosphonic and aminoalkylphosphonous acids are pointed out.Key words: Aminobenzylphosphonic and -phosphonous acid, N-benzyloxycarbonyl derivatives, esterification, O-benzyl-N,N'-dicyclohexyloisourea, benzyl N-benzyloxycarbonylaminobenzylphosphonate and phosphonite.
