Hydrazones, hydrazines, semicarbazones and thiosemicarbazones de

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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546332, C07D21302, A61K 3144

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active

059425270

ABSTRACT:
Pharmaceutical compositions comprise as the active ingredient potent orally active, nonneurotoxic anticonvulsant compounds that are highly effective in the MES animal model and are excitatory amino acid antagonists, and that are selected from the groups of hydrazones, hydrazines and semicarbazones consisting of those of the formulae: ##STR1## wherein R.sup.1 is 4-pyridyl or 3-pyridyl, R.sup.2 is methyl, ethyl or phenyl, R.sup.3 is 3,4-dichloro, p-chloro or m-chloro and R.sup.4 is oxygen. The compositions are administered to mammals in an amount to provide a dosage amount ranging from about 10 mg/kg to 200 mg/kg of body weight.

REFERENCES:
patent: 4511572 (1985-04-01), Kadaba
patent: 4610994 (1986-09-01), Kadaba
patent: 4618681 (1986-10-01), Kabada
patent: 4683245 (1987-07-01), Ferrari et al.
patent: 4689334 (1987-08-01), Kadaba
patent: 4820721 (1989-04-01), Kadaba
patent: 4888433 (1989-12-01), Giordano et al.
patent: 4933290 (1990-06-01), Cesti et al.
patent: 5521158 (1996-05-01), Kyle et al.
patent: 5554532 (1996-09-01), Matsuyama et al.
Pfenninger et al Chemical Abstracts, vol. 70, No. 16, Abstract 77.795r, p. 331, Apr. 21, 1969.
Wallach et al, Biochim Biophysica Acta, vol. 663, No. 2, pp. 361-372, 1981.
Thummel et al., "Polyaza-Cavity Shaped Molecules. 14. Annelated 2-(2'Pyridyl)indoles, 2,2'-Biindoles, and Related Systems", J. Org. Chem. 1989, 54, pp. 1720-1725.
Watkins et al., "Excitatory Amino Acid Transmitters", Ann. Rev. Pharmacol. Toxicol. 1981, 21, pp. 165-204.
Karabatsos et al., "syn-anti Isomer Determination of 2,4-Dinitrophenylhydrazones and Semicarbazones by N.m.r." JACS, 84, pp. 753-755.
Huntress et al., "Beckmann Rearrangement of the Oximes of Phenyl 2-Pyridyl Ketone (2-Benzoylpyridine)", vol. 70, Nov. 1948, pp. 3702-3707.
Deshmukh et al., "Identification of the Triazoline Pharmacophore and the Evolution of the Aminoalkylpyridines, A New Class of Potent Orally Active Anticonvulsant Agents", Medicinal Chemistry Research, 1993, vol. 3 pp. 223-232.
Kadaba et al., "Triazolines-XXVII..increment..sub.2 -1,2,3-Triazoline Anticonvulsants: Novel `Build-in` Heterocyclic Prodrugs with a Unique `Dual Action` Mechanism for Impairing Excitatory Amino Acid L-Glutamate Neurotransmission", Bioorganic & Medicinal Chemistry, vol. 4, No. 2, pp. 165-178, 1996.
A.C. Foster, "Involvement of Excitatory Amino Acid Receptors in the Mechanisms Underlying Excitotoxic Phenomena", 1986, pp. 303-318.
B. Meldrum, "Excitatory Amino Acid Antagonists as Novel Anticonvulsants", 1986, pp. 321-329.
Porter et al., "Antiepileptic Drug Development Program", Cleveland Clinic Quarterly, vol. 51, No. 2, 1984, pp. 293-305.
Porter et al., "Antiepileptic Drug", Basic and Clinical Pharmacology Fourth Edition, 1989, pp. 287-303.
Roger J. Porter, "Mechanisms of Action of New Antiepileptic Drugs", Epilepsia, vol. 30, Suppl. 1, 1989, pp. S29-S34.
Foster et al., "Acidic Amino Acid Binding Sites in Mammalian Neuronal Membranes: Their Characteristics and Relationship to Synaptic Receptors", Brain Research Reviews, vol. 7 (1984) pp. 103-164.
Kolb et al., "Abnormally High IR Frequencies for the Carbonyl Group of Semicarbazones of the Benzaldehyde and Acetophenone Series", J. Org. Chem., 1989, vol. 54, pp. 2341-2346.
Teague et al., "Some Pyridylhydantoins", vol. 75, Jul. 20, 1953, pp. 3429-3430.
Kuhn et al., "Uber stereoisomere 2-Acyl-pyridin-phenylhdrazone und die Darstellung von 8-Aza-indazolium-Salzen", Vogel, Jahrg. 85, Nr. 1/1952, pp. 28-37.
Chemical Abstracts, vol. 57, 1962, p. 3420.
Da Re et al., "Mannich Reaction on 7-Hydroxychromones and Flavones. Synthesis of Powerful Central Nervous System Stimulants", vol. 25, Jul. 1960, pp. 1097-1100.
Stenberg et al., "Nitrogen Photochemistry. syn and anti Isomers of Semicarbazones", The Journal of Organic Chemistry, 1968, vol. 33, No. 12, pp. 4402-4406.
Nelson et al., "Decomposition of Quaternary Ammonium Salts. IV. Methyl Ketones", JACS, vol. 77, 1955, p. 1908.
Chu et al., "4-Pyridylhydantoins", Journal of Organic Chemistry, 1958, vol. 23, p. 1578.
Butler et al., "Stereoisomerization in Heterocyclic Hydrazones Derived from 2-Acylpyridines and their Oxidative Cyclization with Mercury Acetate and Lead Tetra-acetate to Fused 1,2,4-Triazoles and 1,2,3-Triazolium Systems", J. Chem. So. Perkin Trans. 1, 1984, pp. 2109-2116.
Davison et al., "Infrared Spectra of Semicarbazones", 1955, pp. 3389-3391.
Felder et al., "Rissunto", Piridinaldeidi, 1955, pp. 386-391.
Frank D. Popp, "Potential Anticonvulsants. IX. Some Isatin Hydrazones and Related Compounds", J. Heterocyclic Chem., vol. 21, Nov.-Dec. 1984, pp. 1641-1645.
Frank D. Popp, "Potential Anticonvulsants. VIII. Some Hydrazones of Indole-3-carboxaldehyde", J. Heterocyclic Chem., vol. 21, Mar.-Apr. 1984, pp. 617-619.
Lukevics et al., "Neurotropic activity of aldehyde and ketone thiosemicarbazones with a heterocyclic component", Eur. J. Med. Chem. (1995) vol. 30, pp. 983-988.
Chemical Abstracts, vol. 112, 1990.
Frank D. Popp, "Potential anticonvulsant. XII. Anticonvulsant activity of some aldehyde derivative", Eur. J. Med. Chem., vol. 24, 1989, pp. 313-316.

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