Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent
Patent
1982-10-26
1984-05-29
Raymond, Richard
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen in the nitrogen containing substituent
424246, 42424852, 42424854, 544 14, 544 48, 544 99, C07D49804, C07D51304
Patent
active
044516509
ABSTRACT:
There are disclosed certain 2H-pyrido[4,3-b][1,4]oxazines and 2H-pyrido[4,3-b][1,4]thiazines which possess biological activity. The compounds have the structure: ##STR1## wherein n has a value of 1,2 or 3; X is oxygen or sulfur; R.sub.1 is a lower alkyl group, e.g., an alkyl group containing up to six carbon atoms such as methyl, ethyl, propyl, butyl, etc.; R.sub.2 is a member selected from the group consisting of hydrogen, alkyl radicals having from about one to about 12 carbon atoms, preferably from about one to about six carbon atoms; alkenyl radicals having from about two to about 15 carbon atoms; preferably from about two to about 10 carbon atoms; cycloalkyl radicals having from about three to about 20 carbon atoms, preferably from about three to about 15 carbon atoms; aryl, aralkyl and alkaryl radicals having from about six to about 20 carbon atoms, preferably from about six to about 15 carbon atoms; a halogen radical, e.g., chlorine, fluorine, bromine and iodine; 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, preferably from about one to about five carbon atoms; an alkythio group or an arylthio group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; a sulfonic acid group or alkyl- or arylsulfonyl group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; an alkyl- or arylsulfinyl group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; an alkyl- or aryl mono- or diamino group having from about one to about 20 carbon atoms, preferably from about one to about 15 carbon atoms; a hydrocarbyl group, such as defined above, carrying halogen, hydroxyl, amino, alkoxy or aryloxy; when taken together with the aromatic ring to which it is attached, a fused ring structure such as naphthyl; and, when taken together with R.sub.3, an alkylene radical containing from about one to about 12 carbon atoms, preferably from about one to about six carbon atoms; R.sub.3 is hydrogen, methyl, phenyl or, when taken with R.sub.2, an alkylene radical as previously defined; R.sub.4 is hydrogen or methyl; R.sub.3 and R.sub.4, when taken together are the radical .dbd.0; and R.sub.5 and R.sub.6 are both hydrogen, or one is hydrogen and the other is the radical ##STR2## or where taken together are the radical .dbd.CHN(CH.sub.3).sub.2.
REFERENCES:
Takahashi T., Yoneda F., Chem. Pharm. Bull. (Japan), 1955, 3, 331.
Elion G. B., Hitchings G. H., J. Amer. Chem. Soc., 1952, 74, 3877.
Dunn D. L., Skinner C. G., J. Org. Chem., 1975, 40, 3713.
Lin S.-C., Holmes C. G., Dunn D. L., Skinner C. G., J. Med. Chem., 1979, 22, 741.
Winchester M. J., J. Heterocycl. Chem., 1979, 16, 1455.
Winchester M. J., Zappone L. J., Skinner C. G., J. Heterocycl. Chem., 1981, 18, 455.
Mirza J., Pfleiderer W., Brewer A. D., Stuart A., Wood H. C. S., J. Chem. Soc., C., 1970, 437.
Russell P. B., Elion G. B., Hitchings G. H., J. Amer. Chem. Soc., 1949, 71, 474.
Takahashi T., Maki Y., Chem. Pharm. Bull. (Japan), 1955, 3, 92.
Bojarska-Dahlig J., Piechaczek, J. Chem. Abstracts, 1969, 69 19097h.
Nair M. G., Boyce L. H., Berry M. A., J. Org. Chem., 1981, 46, 3354.
Elliott Robert D.
Montgomery John A.
Temple, Jr. Carroll G.
Wheeler Glynn P.
Raymond Richard
Southern Research Institute
LandOfFree
Pyrido[4,3-b][1,4]oxazines and pyrido[4,3-b][1,4]thiazines does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Pyrido[4,3-b][1,4]oxazines and pyrido[4,3-b][1,4]thiazines, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Pyrido[4,3-b][1,4]oxazines and pyrido[4,3-b][1,4]thiazines will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1398843