Process for preparing 1,2,4-benzotriazine oxides

Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system

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544122, 544129, 544142, 544 80, C07D253065

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active

051752875

ABSTRACT:
A method of using 1,2,4-benzotriazine oxides, some of which are novel compounds, as radiosensitizers and selective cytotoxic agents is disclosed. These compounds are shown to specifically radiosensitize hypoxic tumor cells. Some are additionally disclosed to be useful as specific cytotoxic agents for these cells. They also show an unexpected ability to radiosensitize aerobic cells following or preceding a hypoxic incubation of the cells with the drug. This provides a basis for selective radiosensitization of tumors compared to normal cells. A novel method for preparing the 1,2,4-benzotriazine oxides is also disclosed.

REFERENCES:
patent: 2489352 (1949-11-01), Wolf et al.
patent: 2489359 (1949-11-01), Wolf et al.
patent: 3079390 (1963-02-01), Jiu et al.
patent: 3482024 (1969-12-01), Molnar et al.
patent: 3868371 (1975-02-01), Ley et al.
patent: 3957779 (1976-05-01), Seng et al.
patent: 3980779 (1976-09-01), Ley et al.
patent: 3991189 (1976-11-01), Seng et al.
patent: 4001410 (1977-01-01), Ley et al.
patent: 4027022 (1977-05-01), Seng et al.
patent: 4067981 (1978-01-01), Sasse et al.
patent: 4091098 (1978-05-01), Lumma, Jr.
patent: 4160833 (1979-07-01), Diel
patent: 4206212 (1980-06-01), Sasse et al.
patent: 4247691 (1981-01-01), Diel
patent: 4289771 (1981-09-01), Sasse et al.
patent: 4316022 (1982-02-01), Hajos et al.
M. P. Doyle et al., J. Org. Chem. 42(22):3494 (1977).
Katritzky et al., Chemistry of the Heterocyclic N-Oxides, Blomquist, A. T., Ed.; New York: Academic Press, pp. 216-229 (1971).
Zeman et al., Int. J. Radiation Oncology Biol. Phys. 16:977 (1989).
Boyer et al., J. Org. Chem. 50:3408 (1985).
Kozuka et al., Chem. Ind.:452 (1974).
Kawazoe et al., Chem. Pharm. Bull. 13:1103 (1965).
Jui et al., J. Organ. Chem. (1959) 24(6):813-818.
Ross et al., J. Chromatography (1977) 131:448-452.
Wolf et al., J. Amer. Chem. Soc. (1954) 76(13):3551-3553.
Wolf et al., J. Amer. Chem. Soc. (1954) 76(18):4611-4613.
R. H. Atallah et al., Tetrahedron 38(12):1793-1796 (1982).
M. A. Baker et al., Cancer Research 48:5947-5952 (1988).
K. R. Laderoute et al., Biochemical Pharmacology 35(19):3417-3420 (1986; oral presentation given in Oct., 1985).
K. Laderoute et al., Biochemical Pharmacology 37(8): 1487-1495 (1988).
J. C. Mason et al., J. Chem. Soc. (B) 5:911-916 (1970).
F. Seng et al., Angew. Chem. Internat. Edit. 11(11):1009-1010 (1972).
M. I. Walton et al., J. Chromatogr. 430(2):429-437 (1988).
E. M. Zeman et al., Int. J. Radiation Oncology Biol. Phys. 12:1239-1242 (1986).
E. M. Zeman et al., Radiotherapy and Oncology 12:209-218 (1988).
March, J. Advanced Organic Chemistry, 3rd edition, p. 646, 1985.
Fieser & Fieser, Reagents for Organic Synthesis, vol. 7 Wiley Interscience 1983, pp. 48-49.

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