4-amino-3-hydroxycarboxylic acid derivatives

Details 4-amino-3-hydroxycarboxylic acid derivatives 4-amino-3-hydroxycarboxylic acid derivatives

C - Chemistry, Metallurgy

07

K

C07K 5/027 (2006.01) A61K 31/00 (2006.01) A61K 38/05 (2006.01) A61K 38/06 (2006.01) C07C 237/22 (2006.01) C07C 271/22 (2006.01) C07C 323/43 (2006.01) C07C 323/59 (2006.01) C07C 323/60 (2006.01) C07D 209/16 (2006.01) C07D 209/20 (2006.01) C07D 213/30 (2006.01) C07D 213/38 (2006.01) C07D 213/40 (2006.01) C07D 213/56 (2006.01) C07D 215/36 (2006.01) C07D 215/48 (2006.01) C07D 233/54 (2006.01) C07D 235/12 (2006.01) C07D 235/14 (2006.01) C07D 235/16 (2006.01) C07K 5/02 (2006.01) A61K 38/00 (2006.01)

Patent

CA 2109326

2109326 9301166 PCTABS00019 The invention concerns the compounds of formula (I) wherein A and B independently are a bond or optionally substituted aminoacyl; R1 is hydrogen; an amino protecting group; or a group of formula R6Y- wherein R6 is hydrogen or an optionally substituted alkyl, alkenyl, alkinyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, heterocyclyl or heterocyclylalkyl group; and Y is -CO-; -NHCO-; NHCS-; -SO2-; -O-CO-; or -O-CS-; R2 is the side chain of a natural amino acid; an alkyl, arylalkyl, heteroarylalkyl or cycloalkylalkyl group; or trimethylsilylmethyl, 2-thienylmethyl or styrylmethyl; R3 is an optionally substituted alkyl, alkenyl, alkinyl, cyloalkyl, aryl, arylalkyl, heteroaryl or heteroarylalkyl group; R4 is a group of formula -OR7 or -NHR7 wherein R7 has the significance indicated above for R6; and X is -S- or -NR5- wherein R5 is hydrogen, methyl, formyl or acetyl; in free form and, where such forms exist, in salt form. They can be obtained by a process comprising epoxide ring opening, appropriate substitution and/or deprotection or saponification. They have antiviral activity, particularly HIV-1 proteinase inhibiting activity, and are thus indicated for use in the treatment of retroviral diseases.

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