2-.beta.-d-ribofuranosylselenazole-4-carboxamide compounds...

C - Chemistry – Metallurgy – 07 – H

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C07H 7/06 (2006.01) C07D 307/20 (2006.01) C07D 421/04 (2006.01) C07H 11/04 (2006.01)

Patent

CA 1209986

ABSTRACT OF THE DISCLOSURE Compounds of the structures I and II. Image I II are disclosed wherein R1 and R2 are each H or acyl and R3 is H, acyl or Image Z is -C(NH2)Se or selenazol-4- (lower alkyl or aralkyl) carboxylate-2-yl; and when R3 is phosphono, physiologically acceptable salts thereof. These compounds have pharmacological activity, especially antitumour activity and antiviral activity. There are also disclosed processes for the production of ribofuranosylselenazole-4- carboxamide compounds comprising a) subjecting an alkyl 2-(2,3,5-tri-O-acyl-.beta.-D-ribofuranosyl) selenazole-4-carboxylate to ammonolysis, b) phosphorylating 2-.beta.-D-ribofuranosylselena- zole-4-carboxamide or a 2'-O-acyl, 3'-O-acyl or 2',3'- di-0-acyl derivative thereof, c) acylating 2-.beta.-D- ribofuranosylselenazole-4-carboxamide, d) de-isopropylidenating 2-(5-0-acyl-2,3-0-isopropylidene-.beta.-D-ribofuranosyl) selenazole-4-Carboxamide, or 3) de-tritylating 2-(2-0- acyl-, 3-0-acyl-, or 2,3-di-acyl-5-0-triphenylmethyl-.beta.- D-ribofuranosyl)-selenazole-4-carboxamide; and isolating the product in salt or non-salt form.

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