Inhibitors of herpes viral ribonucleotide reductase
AssigneeBio-Mega/Boehringer Ingelheim Research Inc.
InventorsRobert Deziel, Neil Moss
Life of this patent
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Abstract
Peptide derivatives are of the formula A--B--D--NHCH{CH.sub.2 C(O)R.sup.1 }C(O)--NHCH{CR.sup.2 (R.sup.3)--COOH}C(O)--E wherein A is a lower alkanoyl bearing two substituents, each substituent selected independently from phenyl or a monosubstituted phenyl wherein the monosubstituent is alkyl, halo, hydroxy or alkoxy; B is a N-methyl amino acid residue; D is an amino acid residue; R.sup.1 is alkyl, cycloalkyl, a monosubstituted amino or a disubstituted amino; R.sup.2 is hydrogen or alkyl and R.sup.3 is alkyl, or R.sup.2 and R.sup.3 are joined to form a cycloalkyl; and E is a terminal unit, for example, an alkylamino or a monovalent amino acid radical such as NHCH(alkyl)C(O)OH. The derivatives are useful for treating herpes infections.
Claims14
A peptide of formula 1
- A--B--D--NHCH{CH.sub.2 C(O)R.sup.1 }C(O)--NHCH{CR.sup.2 (R.sup.3)C(O)OH}C(O)--E 1
- wherein
- A is a 2-methyl-1-oxopropyl radical disubstituted with phenyl or monosubstituted phenyl wherein the monosubstituent is selected from the group consisting of lower alkyl, halo, hydroxy and lower alkoxy;
- B is N(CH.sub.3)CHR.sup.4 C(O) wherein R.sup.4 is lower alkyl;
- D is NH--CHR.sup.5 C(O) wherein R.sup.5 is lower alkyl or a lower alkyl monosubstituted with carboxy, hydroxy, mercapto or benzyloxy;
- R.sup.1 is lower alkyl, lower cycloalkyl, {1-(lower alkyl)-(lower cycloalkyl)}, or NR.sup.6 R.sup.7 wherein R.sup.6 is hydrogen or lower alkyl and R.sup.7 is lower alkyl, or R.sup.6 and R.sup.7 together with the nitrogen atom to which they are attached form a pyrrolidino, piperidino, morpholino or 4-methylpiperazino;
- R.sup.2 is hydrogen or lower alkyl and R.sup.3 is lower alkyl, or R.sup.2 and R.sup.3 together with the carbon atom to which they are attached form a lower cycloalkyl;
- and E is NHR.sup.8 wherein R.sup.8 is (4-9C)alkyl;
- lower cycloalkyl;
- lower cycloalkyl monosubstituted or disubstituted with lower alkyl or (lower alkyl)-(lower cycloalkyl);
- or E is NHCH(R.sup.9)--Z wherein R.sup.9 is (4-9C)alkyl, lower cycloalkyl or (lower cycloalkyl)-(lower alkyl) and Z is CH.sub.2 OH, C(O)OH, C(O)NH.sub.2 or C(O)OR.sup.10 wherein R.sup.10 is lower alkyl;
- or a therapeutically acceptable salt thereof.
Dependencies are inferred from the claim text.