1,2-Dihydropyrido[3,4-b]-pyrazines and method and intermediates

Details 1,2-Dihydropyrido[3,4-b]-pyrazines and method and intermediates 1,2-Dihydropyrido[3,4-b]-pyrazines and method and intermediates

1982-03-03

1984-05-22

Berch, Mark L.

Drug, bio-affecting and body treating compositions

Antigen, epitope, or other immunospecific immunoeffector

Bacterium or component thereof or substance produced by said...

546308, 564253, 544350, C07D47104, C07D21375

Patent

active

044501609

ABSTRACT:
1,2-Dihydropyrido[3,4-b]pyrazines are provided which possess antifungal and anticancer activity. The compounds have the structure: ##STR1## wherein x has a value of 1, 2 or 3; R.sub.1 is a lower alkyl group, R.sub.2 is a member selected from the group consisting of hydrogen, alkyl radicals having from about one to about 12 carbon atoms, alkenyl radicals having from about two to about 15 carbon atoms, cycloalkyl radicals having from about three to about 20 carbon atoms, aralkyl and alkaryl radicals having from about six to about 20 carbon atoms, a halogen radical, provided that when x has a value of 1 and R.sub.2 is in the para position and R.sub.3 and R.sub.4 are both hydrogen, R.sub.2 is not chlorine; a hydroxyl group; an amino group; an alkoxy or aryloxy group; a carboxyl group or an alkylcarboxyl group having from about one to about 10 carbon atoms, an alkylthio group or an arylthio group having from about one to about 20 carbon atoms, a sulfonic acid group or alkyl- or arylsulfonyl group having from about one to about 20 carbon atoms, an alkyl- or arylsulfinyl group having from about one to about 20 carbon atoms, an alkyl- or aryl mono- or diamino group having from about one to about 20 carbon atoms, a hydrocarbyl group, such as defined above, carrying halogen, hydroxyl, amino, alkoxy or aryloxy; and, when taken together with the aromatic ring to which it is attached, a fused ring structure such as naphthyl; and R.sub.3 and R.sub.4 are either both hydrogen or one is hydrogen and the other is a lower alkyl group.

REFERENCES:
Temple, Jr., "Abstract, 28th SE Regional Meeting of ACS" Oct. 27-29, 1976, p. 424.
Elliot et al., J. Org. Chem. 36, 2818 (1971).
Elliot et al., J. Med. Chem. 17, 553 (1974).
Wilson et al., Federation Proceedings, 33, 158 (1974).
Davidse et al., J. Cell. Biol. 72, 174 (1977).
Montomery et al., J. Org. Chem. 29, 734 (1964).
Elliott, J. Org. Chem. 33, 533 (1968).

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