3-carboalkoxy-2, 3-dihydro-1H-phenothiazin-4[10H]-one derivative

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

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5142262, 544 35, A61K 3154

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active

059943491

ABSTRACT:
Phenothiazines of the formula: ##STR1## where R.sub.1 is H or --COOR, where R is selected from the group consisting of branched or unbranched alkyl groups containing from 1 to 4 carbon atoms, and where X is selected from H, branched or unbranched alkyl groups containing from 1 to 4 carbons, and halogen, and pharmaceutically acceptable salts thereof. Particularly preferred phenothiazines are those wherein X is hydrogen, chloro, bromo or methyl, R.sub.1 is COOR, and R is methyl, ethyl or t-butyl.

REFERENCES:
patent: 4636497 (1987-01-01), Niemers et al.
patent: 5580894 (1996-12-01), Scott et al.
Jain et al., Chemical Abstracts, vol. 100, abstract 120987, 1984.
"Anticonvulsant Enaminones: With Emphasis on Methyl 4-[(p-Chlorophenyl)Amino]-6-Methyl-2-Oxocyclohex-3-En-1-Oate (ADD 196022)"; I.O. Edafiogho, M.S. Alexander, J.A. Moore, V.A. Farrar and K.R. Scott; Current Medicinal Chemistry, 1994, 1, 159-175.
"Synthesis and anticonvulsant activity of enaminones. 3. Investigations on 4`-, 3`-, and 2-substituted . . . "; Scott, K.R. et al.; Journal of Medicinal Chemistry, Sep. 29, 1995, 38(20) pp. 4033-4043.
"Synthesis and anticonvulsant activity of enaminones. 2. Further Structure-activity correlations."; Scott, K.R., Edafiogho, I.O., Richardson E.L., J.A. et al.; Journal of Medicinal Chemistry, Jul. 9, 1993, 36(14) pp. 1947-1955.
"Synthesis and anticonvulsant activity of enaminones."; Edafiogho, I.O., Hinko, C.N., Chang, H., Moore, J.A. et al.; Journal of Medicinal Chemistry, Jul. 24, 1992, 35(15) pp. 2798-2805.
"Nuclear magnetic resonance studies of anticonvulsant enaminones."; Edafiogho, I.O. Moore, J.A., Alexander, M.S., Scott, K.R.; Journal of Pharmaceutical Sciences, Aug. 1994, 83 (8) pp. 1155-1170.
"Profile of anticonvulsant activity and minimal toxicity of Methyl 4-[ (p-chlorophenyl) amino]-6 . . . "; Mulzac, D., Scott, K.R.; Epilepsia, Nov. -Dec. 1993, 34(6) pp. 1141-1146.
"2,3-Dihydro-4H-1,4-Thiazines and 5,6-Dihydro-3H-Furo [3,4-b]-1,4-Thiazines from 4-Tetrahydropyranyloxyalk-2-Ynenitriles"; Roberts, R.R., Landor, S.R.. Tetrahedron Letters, vol. 34, No. 36, pp. 5681-5684, 1993.
"Synthesis of 2,3-Dihydro-1H-phenothiazin-4(10H)-ones"; Miyano, S., Abe, N. and Sumoto, K.; J.C.S. Chem. Comm., p. 760, 1975.
"Synthesis of Some 5-Substituted 2-Aminobenzenethiols and their conversion into Phenothiazines via Smiles Rearrangement"; Mital R.L., Jain, S.K.; J. Chem Soc. pp. 2148-2150 (1969).
"The Preparation and Characterization of 2-Amino-5, 6-dichloro and 2-Amino-6, 7-dichlorobenzothiazole"; R.J. Alaimo; Apr. 1971, pp. 309-310.
"Studies on Phenothiazines. Part 7(1). Synthesis of 3-Substituted 2-Aminobenzenethiols and their Conversion into Phenothiazines"; Gupta, R.R., Ohja, K.G., Kumar, M.; J. Hetereocyclic Chem. 17, pp. 1325-1328 (1980).
"Synthesis of 5,6-and 5,7-Dichloro-3-methyl-4H-1,4-benzothiazines and their Conversion into Sulfones"; Gupta, R.R., Saraswat, V., Gupta, v., Rajoria, C.M., Gupta, A., Jain, M.; J. Heterocyclic Chem., 30, 803-806 (1993).
"Condensation of diethyl malonate with methyl vinyl ketone"; Spencer, T.A. Newton, M.D., Baldwin, S.W.; Journal of Organic Chemistry, 1964, 29, 787-789.
"Heterocyclic syntheses via the intramolecular acylation of Enamines . . . "; Friary R.J., Gilligan, J.M., Szajewski, R.P., Falci, K.J. et al.; Journal of Organic Chemistry, 1973, 38(20), pp. 3487-3491.
"Synthesis, Benzodiazepine Receptor Binding, and Anticonvulsant Activity of 2,3-Dihydro-3-oxo-5H-pyrido [3,4-b][1,4]benzothiazine-4-carbonitriles"; Chorvat, R., Desai, B., Radak, S.E., Bloss, J., Hirsch, J., Tenen, S.; J. Med. Chem. 1983, 26, 845-850.
"The Fischer Indole Synthesis"; Robinson, B., In "Organic Reactions", vol. 1, pp. 373-401, R. Adams, Editor; John Wiley and Sons (1952).
"Substitution and Addition Reaction of Thiocyanogen"; Wood, J.L., In "Organic Reactions", vol. 3, pp. 240-266, R. Adams, Editor; John Wiley and Sons (1957).
"Synthesis of Halogen-Substituted 1,5-Benzothiazepine Derivatives and Their Vasodilating and Hypotensive Activities"; Inoue, H. et al., J. Med. Chem., 1991, 34, 675-687.
"Reactions of Enamino-ketones. Part II. Synthesis of 4H-1,4-Benzothiazines"; Miyano, S., Abe N., Sumoto, K., Teramto, K.; J.C.S. Perkin I, 1976, pp. 1146-1149.
"Phenalenones. IV(1). Heterocycles from 3-Hydroxyphenalenone (I)"; Kuroki, M., Terachi, Y., Tsunashima, Y.; J. Heterocyclic Chem., Aug. 1981, pp. 873-876.
"Rearrangement of Sulphonium Ylides of the 1H-1,4-Thiazine Type"; Foster, R., Gilchrist, T.L.; J. Chem. Soc. Perkin Trans.I, 1991, pp. 2249-2254.
"A Convenient Preparation of Haloaminobenzo (b) thiophene Derivatives"; Galvez, C., Garcia, F., Veiga, M., Viladoms, P.; Synthesis, Nov. 1983, pp. 932-933.
"Preparation and Some Reactions of 1H-1,-4-Benzothiazine Ylides ( =1H, 1,4-Benzothioniaazin-4-ide)"; Iskander, G.M., Khawad, I.E., Yousif, G, Fisher, K.; Helvetica chimica Acta, vol. 68 (1985), pp. 2216-2225.
"Studies in the Heterocyclic Series. XVIII. Utilization of 4-Aminopyrimidine Chemistry in 1,4,7,9-Tetraazabenzo [b]; phenothiazine Synthesis"; Okafor C.O.; J. Heterocyclic Chem., vol. 17, Nov. 1980, pp. 1587-1592.
"1H-1,4-Benzothiazines. New Cyclic Sulponium Ylides"; Gilchrist, T.L., Iskander, G.M.; J.C.S. Perkin I., Sep. 1982, pp. 831-834.
"Synthesis of 6-Substituted 7,8,9,10-Tetrahydrophenanthridin-7-ones through Sulfur Extrusion"; Matsuo, K., Ohta, M., Tanaka, K.; Chem. Pharm. Bull., 33(9), pp. 4063-4068 (1985).
"Synthesis and Reactions of 11-Substituted 3,3-Dimethyl-2,3,4,5-tetrahydro-1H-dibenzo [b,e][1,4] diazepin-1-ones"; Matsuo, K., Yoshida, M., Ohta, M., Tanaka, K.; Chem. Pharm. Bull., 33(9), pp. 4057-4062 (1985).
"Copper (I) Ioded-Promoted Cyclization of N-2-Haloaryl and N-(2-Haloaryl) Methyl-Substituted Enaminones"; Osuka, A., Mori, Y. and Suzuki, H.; Chemistry Letters, pp. 2031-2034, 1982.

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