6'-deoxy-6'-halo-neplanocin A and its production

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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544277, A61K 3152, C07D47300

Patent

active

051871742

ABSTRACT:
A compound of the formula ##STR1## wherein A is adenine-9-yl and X is halogen, Preferably iodine, or a pharmaceutically acceptable salt thereof. It is a novel derivative of neplanocin A and has almost the same level of cytotoxic activity. However, it is not inactivated by the action of adenosine deaminase. It is produced by replacing a hydroxyl at position-6' in neplanocin A or 2', 3'-O-protected neplanocin A with halogen by use of a halogenating agent, and when hydroxyl at position-2' or -3' is protected, removing the protective group thereof.

REFERENCES:
patent: 4613666 (1986-09-01), Fukukawa et al.
patent: 4816575 (1989-03-01), Fukukawa et al.
R. Vince et al. Bioc. Biop. Res. Com. vol. 156(2) 1046-1053 (1988).
Fessenden & Fessenden "Organic Chemistry, 2nd ed." (1982) pp. 262-272.
"Neplanocins, New Antitumor Agents: Biological Activites", Proceedings of the 11th ICC and the 19th ICAAC, 1980, By M. Tsujino et al., pp. 1559-1561.
"Biochemical Mode of Cytotoxic Action of Neplanocin A in L1210 Leukemic Cells", Cancer Research, vol. 46, Mar. 1986, By M. Inaba et al., pp. 1063-1067.

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