Dipeptides, their preparation and compositions containing them
AssigneeRhone-Poulenc Industries
InventorsJean Bouchaudon, Daniel Farge, Claude James
Life of this patent
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Abstract
Dipeptides of the formula: ##STR1## in which R-CO represents a fatty acid residue and the symbols R.sub.1, which are identical or different, represent hydroxyl, amino or alkoxy containing 1 to 4 carbon atoms, which is optionally substituted by phenyl or nitrophenyl, it being understood that the alanine is in the L form and the glutamic acid or derivative thereof is in the D form, and their salts are immunological adjuvants and immunostimulants. They may be made using methods known per se in peptide chemistry and may be incorporated in pharmaceutical compositions.
Claims24
A dipeptide of the formula:
- ##STR7## in which R-CO represents a fatty acid residue and the symbols R.sub.1, which are identical or different, represent a hydroxyl or amino radical or an alkoxy radical of 1 to 4 carbon atoms, which is unsubstituted or substituted by a phenyl or nitrophenyl radical, the alanine residue being in the L form and the residue of glutamic acid or derivative thereof being in the D form, and the metal salts and addition salts with nitrogen-containing bases of the said dipeptide.
Benzyl N-lauroyl-L-alanyl-.alpha.-D-glutamate.
Benzyl N-lauroyl-L-alanyl-D-glutaminate.
N-Lauroyl-L-alanyl-D-glutamine.
N-Lauroyl-L-alanyl-D-glutamic acid.
Benzyl N-lauroyl-L-alanyl-D-isoglutaminate.
N-Lauroyl-L-alanyl-D-isoglutamine.
N-Lauroyl-L-alanyl-D-glutamamide.
Benzyl N-(5-phenylvaleryl)-L-alanyl-.alpha.-D-glutamate.
N-(5-Phenylvaleryl)-L-alanyl-D-glutamic acid.
Benzyl N-octanoyl-L-alanyl-.alpha.-D-glutamate.
Benzyl N-palmitoyl-L-alanyl-.alpha.-D-glutamate.
N-Arachidonoyl-L-alanyl-D-glutamic acid.
N-Palmitoyl-L-alanyl-D-glutamic acid.
Benzyl N-docosanoyl-L-alanyl-.alpha.-D-glutamate.
Benzyl N-(3-cyclohexylpropionyl)-L-alanyl-.alpha.-D-glutamate.
Benzyl N-(3,5,5-trimethylhexanoyl)-L-alanyl-.alpha.-D-glutamate.
Benzyl N-(2-n-pentyl-3-hydroxynonanoyl)-L-alanyl-.alpha.-D-glutamate.
N-Heptadecanoyl-L-alanyl-D-glutamic acid.
Dependencies are inferred from the claim text.