| abstract |
5-ALKYL SUBSTITUTED AND 1,5-DI-ALKYL SUBSTITUTED 3-(2''-DEOXYRIBOSYL) URACIL COMPOUNDS WHEREIN THE ALKYL IN 5-POSITION HAS 2 TO 6 CARBON ATOMS AND THE ALKYL IN 1-POSITION HAS 1 TO 3 CARBON ATOMS HAVE A SURPRISINGLY HIGH VIROSTATIC ACTIVITY. ESPECIALLY VALUABLE COMPOUNDS ARE 5-ETHYL-3-(2''DEOXYRIBOSYL) URACIL AND 5-N-PROPYL-3-(2''-DEOXYRIBOSYL) URACIL. THE COMPOUNDS ARE USED IN THE TREATMENT OF VIRUS DISEASES AND HAVE PROVED OF CONSIDERABLE VALUE IN THE TREATMENT OF HERPES INFECTIONS BY TOPICAL ADMINISTRATION, FOR INSTANCE, IN THE FORM OF SOLUTIONS, OINTMENTS, POWDERS, SPRAYS, PLASTERS, AND OTHERS. THE VIROSTATIC AGENTS ARE PREPARED, FOR INSTANCE, BY REACTING A REACTIVE DERIVATIVE OF 5-ALKYL OR 1,5-DIALKYL URACIL, SUCH AS ITS MERCURY SALT OR ITS TRIMETHYL SILYL COMPOUND, WITH A REACTIVE DERIVATIVE OF 2-DEOXYRIBOSE, SUCH AS THE 2-DEOXYRIBOFURANOSYL CHLORIDE IN WHICH THE HYDROXYL GROUPS ARE PROTECTED BY CONVERSION INTO THE ACYLOXY GROUPS, SUCH AS THE P-CHLORO BENZOYL GROUPS. THE ACYL GROUPS ARE SPLIT OFF FROM THE REACTION PRODUCTS, FOR INSTANCE, BY MEANS OF METHANOLIC ALKALI METAL METHANOLATE OR METHANOLIC AMMONIA. THE B-ANOMER IS THE EFFECTIVE AGENT OF THE RESULTING MIXTURE OF B-AND A-NUCLEOSIDES. |