Phosphonomethoxy carbocyclic nucleosides and nucleotides

US5744600A · kind A · utility

Assignees

• Institute of Organic Chemistry and Biochemistry of the Academy of · CZ
• REGA STICHTING, V.Z.W. · BE

Inventors

• Muzammil M. Mansuri · Lexington, US
• John C. Martin · Los Alamos, US
• Thomas W. Hudyma · Durham, US
• Joanne J. Bronson · Madison, US
• Louis M. Ferrara · Meriden, US

Key dates

• Filing date: Dec 16, 1994
• Grant date: Apr 28, 1998
• Expiry date: Dec 16, 2014

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/6512
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A compound of the Formula I or Formula II ##STR1## wherein R.sup.1 and R.sup.2 are independently hydrogen, hydroxy, chlorine, fluorine, bromine, or an organic substituent having 1 to 5 carbon atoms and selected from acyloxy having a hydrocarbon stem of 1 to 4 carbon atoms, alkoxy, alkylthio, amino, alkylamino and dialkylamino; PA1 R.sup.3 and R.sup.4 are independently hydrogen, or organic phosphonic ester substituents having 1 to 12 carbon atoms and selected from alkyl, alkenyl, aryl, and aralkyl; and PA1 B is a heterocyclic group selected from the group consisting of pyrimidine, purine, triazine, deazapurine, and triazole, attached through a ring nitrogen atom thereof optionally substituted with 1 to 3 substituents selected from the group consisting of hydroxy, mercapto, amino, hydrazino, fluoro, chloro, bromo, iodo, C.sub.1 to C.sub.3 alkyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C1-C3 alkoxy, and C1-C3 alkylthio; and the pharmaceutically acceptable acid addition, metal, and amine salts thereof. The compositions of the invention are useful for, among other things, antiviral agents.