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Synthesis and anti-herpes simplex activity of analogues of phosphonoacetic acid.
Synthesis and anti-herpes simplex activity of analogues of phosphonoacetic acid.
- Source :
-
Journal of medicinal chemistry [J Med Chem] 1977 May; Vol. 20 (5), pp. 660-3. - Publication Year :
- 1977
-
Abstract
- The synthesis of monoesters (P and C) of phosphonoacetic acid (PA) is given. The carboxyl esters were prepared by two methods: the reaction of chloroacetates with tris(trimethylsilyl) phosphite, followed by hydrolysis; and by the acid-catalyzed esterification of PA with the appropriate alcohol. P-Monoesters of PA were prepared either by the reaction of alkyl[bis(trimethylsilyl)] phosphite with benzyl chloroacetate followed by deprotection or by the reaction of dimethylphenyl phosphite with benzyl bromoacetate followed by hydrogenolysis. Three aryl- (alkyl-)phosphinic acid derivatives are reported. The above compounds were evaluated for anti-herpes activity against HSV-induced DNA polymerase and in animals infected with herpes dermatitis.
- Subjects :
- Acetates pharmacology
Acetates therapeutic use
Animals
Antiviral Agents therapeutic use
DNA-Directed DNA Polymerase metabolism
Depression, Chemical
Dermatitis drug therapy
Female
Mice
Organophosphorus Compounds pharmacology
Organophosphorus Compounds therapeutic use
Acetates chemical synthesis
Antiviral Agents chemical synthesis
Herpes Simplex drug therapy
Organophosphorus Compounds chemical synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 0022-2623
- Volume :
- 20
- Issue :
- 5
- Database :
- MEDLINE
- Journal :
- Journal of medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 853505
- Full Text :
- https://doi.org/10.1021/jm00215a008