Enaminone esters

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai

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560 21, 560 34, 560 35, 560 45, 560 47, 560 48, A61K 3124

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056166150

ABSTRACT:
The present invention concerns enaminones having the formula: ##STR1## wherein R is COOCH.sub.3 ; R.sup.1 is CH.sub.3 ; R.sup.2 is H; and R.sup.3 is selected from the group consisting of C.sub.6 H.sub.4 (p-Cl) and CH.sub.2 C.sub.6 H.sub.5.

REFERENCES:
patent: 3969409 (1976-07-01), Miyano et al.
patent: 4515982 (1985-05-01), Lechtken et al.
patent: 5468775 (1995-11-01), Scott
Edafiogho, J. Med. Chem., 35, pp. 2798-2805 (Jul. 24, 1992).
"Condensation of Diethyl Malonate with Methyl Vinyl Ketone"; Thomas A. Spencer, Marshall D. Newton, and Steven W. Baldwin; The Journal Of Organic Chemistry; vol. 29, pp. 787-789; Jan.-Apr. 1964.
"Mechanism of Enamine Reactions. II. The Hydrolysis of Tertiary Enamines"; E.J. Stamhuis and W. Maas; Journal of Organic Chemistry; vol. 30, pp. 2156-2160; Jul. 1965.
"Mechanism of Enamine Reactions. III. The Basicity of Tertiary Enamines"; E.J. Stamhuis, W. Maas, and Hans Wynberg; Journal of Organic Chemistry, vol. 30, pp. 2160-2163; Jul. 1965.
"Mechanism of Enamine Hydrolysis"; Paula Y. Sollenberger and R. Bruce Martin; J. Am. Chem. Soc., pp. 4261-4270; Jul. 15, 1970.
"Catalysis by Molecular Sieves in the Preparation of Ketimines and Enamines"; Kazuo Taguchi and F.H. Westheimer; J. Org. Chem., vol. 36, No. 11, pp. 1570-1572, 1971.
"Heterocyclic Syntheses via the Intramolecular Acylation of Enamines Derived from Amino Acids"; Richard J. Friary, Sr. Jeanne M. Gilligan, Richard P. Szajewski, Kenneth J. Falci, and Richard W. Franck; The Journal Of Organic Chemistry; vol. 38, pp. 3487-3491; Sep.-Dec. 1973.
"Reaction of Substituted Sulfenes with N,N-Disubstituted .alpha.-Amino-methyleneketones. I. Synthesis of N,N-Disubstituted cis- and trans-4-Amino-3,4,5,6,7,8-hexahydro-3-phenyl-1,2-benzoxathiin 2,2-Dioxides"; Alberto Bargagna, Gaetano Bignardi, Pietro Schenone and Mario Longobardi; Journal of Heterocyclic Chem., pp. 839-843; Jul.-Aug. 1983.
"Reaction of Ketenes with N,N-Disubstituted .alpha.-Aminomethyleneketones. SVI. Synthesis of N,N-Disubstituted 4-Amino-5,6-tetramethylene-3-phenyl-2-pyranones"; Alberto Bargagna, Pietro Schenone and Mario Longobardi; Journal of Heterocyclic Chem., pp. 1471-1473; Nov.-Dec. 1985.
"Alkylation of Enaminone Esters"; I.O. Edafiogho, Ph.D., MBIM, C. Chem., MRSC, MPSN; College of Heatlh Sciences, Usmanu Danfodiyo University; Pharmacy World Journal, vol. 7, No. 1, pp. 20-32; Jan.-Mar. 1990.
"Some Pharmacological Effects of an Enaminone Ester of Isolated Rat Uterus"; I.O. Edafigho, B.Y. Muhammad, and P.C. Unekwe; Nigerian Journal of Basic and Applied Sciences (1989) 3: 35-40.
"Nuclear Magnetic Resonance Studies of Anticonvulsant Enaminones"; Ivan O. Edafiogho, Jacqueline A. Moore, Mariano S. Alexander, and K.R. Scott; J. of Pharm. Sci., Vo. 83, No. 8, Aug. 1994.
"Synthesis and Anticonvulsant Activity of Enaminones. 3. Investigations on 4'-, 3'-, and 2'-Substituted and Polysubstituted Anilino Compounds, Sodium Channel Binding Studies, and Toxicity Evaluations"; K.R. Scott, Gary O. Rankin, James P. Stables, Mariano, S. Alexander, Ivan O. Edafiogho, Vida A. Farrar, Kymberle R. Kolen, Jacqueline A. Moore, Lyndia D. Sims, and Ahn D. Tonnu; J. Med. Chem. 1995, 38, 4033-4043.
"A New Synthesis of 2-Alkyl and 2-Acylketones"; Gilbert Stork, Ross Terrell and Jacob Szmuszkovicz; Journal of the American Chemical Society; vol. 76, pp. 2029-2030; Apr. 5, 1954.
"Some Basically Substituted Acrylic Acid Derivatives"; Edgar A. Steck; J. Org. Chem., vol. 27, pp. 306-308, 1962.
"The Enamine Alkylation and Acylation of Carbonyl Compounds"; Gilbert Stork, A. Brizzolara, H. Landesman, J. Szmuskovicz and R. Terrell; Journal of the American Chemical Society; vol. 85, pp. 207-222; Jan. 20, 1963.
"Enamine Derivatives of Malonic Acid with Pharmacologic Activities"; Arthur A. Santilli, William F. Bruce and T.S. Osdene; J. Med. Chem., vol. 7, pp. 68-72; Jan. 1964.
"Reaction of N,N-Disubstituted .alpha.-Aminomethyleneketones with Tosyl Isocyanate; Synthesis of amino-disubstituted 2-acyl-3-amino-N-tosylpropenamides, N,N-(3-amino-1-alkyl-2-proenylidene) and N,N-[2-(aminomethylene)cyclohexylidene]tosylamides"; G. Romussi, P. Parodi, G. Bignardi, G. Menozzi and P. Schenone; Il Farmaco Ed. Sc., vol. 41, pp. 539-547; 1986.
"Mechanism of Hydrolysis and Structure - Stability Relationship of Enaminones as Potential Prodrugs of Model Primary Amines"; Vijay H. Naringrekar and Valentino J. Stella; Journal of Pharmaceutical Sciences; vol. 79, No. 2, pp. 138-146; Feb. 1990.
Chemical Abstracts; Mar. 1, 1993; vol. 118, No. 9, p. 84.
"Pharmacological Studies on Centrally-Acting Drugs Belonging to Enaminone Mannich Bases"; Yoshitoshi Kase, Katsuko Masaki, Takeshi Miyata, Kazuo Takahama, Masaru Saita and Go Kito, Dept. Of Chemico-Pharmacology, Faculty of Pharm. Sciences, University of Kumamoto, Kumamoto, Japan; Jap. J. Of Pharmacology, vol. 24 (Abstract 127), p. 85 (Proceedings - 47th General Meeting Japanese Pharmacological Socitey; Mar. 31-Apr. 2, 1974, Tokyo, Japan).
"Pharmacological Studies on Centrally-Acting Drugs Belonging to Enaminone Mannich Bases. II. Pharmacology OF MK 1-203 and 1-907, New Potent Analgesics"; Yoshitoshi Kase, Masaru Saita, Katsuko Masaki and Takeshi Miyata; Dept of Chemico-Pharmacology, Faculty of Pharmaceutical Sciences, University of Kumamoto; Kumamoto, Japan; Jap. J. Of Pharmacology, vol. 24 (Abstract 128), p. 86 (Proceedings - 47th General Meeting Japanese Pharmacological Society; Mar. 31-Apr. 2, 1974, Tokyo, Japan).
"The Synthesis of 1H-Pyrroles"; Gerritt Bean; Chapter 2 in Heterocyclic Chemistry, vol. 48, Part 1, J. Wiley & Sons, New York, NY, 1992.
J. Med. Chem., 1992, 35, 2798-2805; Synthesis and Anticonvulsant Activity of Enaminones; Ivan O. Edafiogho, Christine N. Hinko, Hyejung Chang, Jacqueline A. Moore, Dianna Mulzac, Jesse M. Nicholson, and K. R. Scott.
Epilepsia, vol. 34, No. 6: 1141-1146, 1993; Profile of Anticonvulsant Activity and Minimal Toxicity of Methyyl 4-[(p-Chlorophenyl)amino]-6-Methyl-2-Oxo-Cyclohex-3-En-1-Oate and Some Prototype Antiepileptic Drugs in Mice and Rats; Dianna Mulzac and Kenneth R. Scott.
J. Med. Chem., vol. 36, No. 14, 1947-1955; Synthesis and Anticonvulsant Activity of Enaminones.2.Further Structure-Activity Correlations; K. R. Scott, Ivan O. Edafiogho, Erica L. Richardson, Vida A. Farrar, Jacqueline A. Moore, Elizabeth I. Tietz, Christine N. Hinko, Hyejung Chang, Afif El-Assadi, and Jesse M. Nicholson (1993).
Current Medicinal Chemistry, 1994, 1, 159-175; Anticonvulsant Enaminones: With Emphasis on Methyl 4-[(P.-Chlorohenyl)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.

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