The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Jul. 01, 1980
Filed:
Aug. 29, 1978
Peter K Chiang, Kensington, MD (US);
Guilio L Cantoni, Bethesda, MD (US);
John P Bader, Rockville, MD (US);
William M Shannon, Birmingham, AL (US);
H Jeanette Thomas, Birmingham, AL (US);
John A Montgomery, Birmingham, AL (US);
Abstract
5'-Deoxy-5'-(isobutylthio)-3-deazaadenosine and a method for preparation of same. In the preparation, 3-deazaadenosine is utilized as a starting material and is chlorinated at the 5' position. Subsequently, the chloro group is converted to isobutylthio by reaction with isobutyl mercaptan in ethanol containing sodium methoxide giving the desired compound. A most preferred starting material, i.e., 3-deazaadenosine, was prepared according to the method of Montgomery et al, J. Heterocyclic Chem., 14:195 (1977). The key fusion of this process is 4,6-dichloroimidazo[4,5-c]pyridine with 1,2,3,5-tetra-O-acetyl-.beta.-D-ribofuranose, which, after removal of protective groups and reductive dechlorination of the chlorine at 6, gives 3-deazaadenosine. This new compound has good activity as an adenosylhomocysteine (AdoHcy) hydrolase inhibitor and has shown activity against Rous sarcoma virus (RSV) in chick embryo cells and Gross murine leukemia virus (Gross MLV) in mouse embryo cells, where the activity is as a non-competitive inhibitor of AdoHcy hydrolase showing A K.sub.i of 0.4 mM.