Isocoformycin and a process for the production thereof

Details Isocoformycin and a process for the production thereof Isocoformycin and a process for the production thereof

1977-12-09

1979-08-07

Brown, Johnnie R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

424180, C07H 1904, A61K 3170

Patent

active

041638395

ABSTRACT:
A novel, unique nucleoside, 3-.beta.-D-ribofuranosyl-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepin-7-o l, named isocoformycin, of the formula ##STR1## is provided by ring expansion of derivatives of 9-.beta.-D-ribofuranosyl-6-hydroxymethyl-1,6-dihydropurine. Isocoformycin markedly inhibits deaminating enzymes which inactivate formycin and adenine arabinoside (also known as ara-A and Vidarabine). Formycin and adenine arabinoside are used as antiviral and antitumor agents in mammals and birds and isocoformycin is advantageous to prolong the activity and effect of formycin and adenine arabinoside.

REFERENCES:
patent: 3616208 (1971-10-01), Howell
patent: 3923785 (1975-12-01), Ryder
patent: 3929762 (1975-12-01), Umezawa
patent: 3959257 (1976-05-01), Umezawa
patent: 4014769 (1977-03-01), Umezawa
Ohno, et al., J. Am. Chem. Soc., 96, 4326-4327 (1974).
T. J. van Bergen et al., J. Org. Chem., 36, 978 (1971).
Woo, P. W. K. et al., J. Heterocyclic Chem., 11, 641-643 (1974).
Ohno et al., J. Am. Chem. Soc., 96, 4327-4328 (1974).

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