SU584003A1 - Oximes of adamantyl-substituted a-oxymethyl-ketones showing anticonvulsive activity - Google Patents

Description

Example 2. 2.3 g (0.01 mol) of 3-chloradamantyl-1-hydroxymethyl ketone, 2.5 g (0.015 mol) of hydroxylamine hydrochloride, 5 ml of pyridine and 20 ml of methyl alcohol are heated on water for three hours. Pour the solution in cold water, the precipitated 3-chloroadamantyl-1-hydroxymethyloxime is filtered off, washed with water and recrystallized in a mixture of cyclohexane and ether (4: 1). Yield 2.2 g (92%).

Physico-chemical constants of the compounds obtained are presented in table. one.

Table 1

The anticonvulsant activity of the oxaims of adamantyl-substituted α-hydroxymethyl ketones was carried out by intraperitoneal administration to white mice according to standard pharmacological methods: a maximum electric current test and a corazol test. The acute toxicity of the compounds was determined. You have been given an effective dose — EDZO and a lethal dose — LLB.The results of the study are presented in Table. 2. According to data from table. 2 it is possible to judge the anticonvulsant activity of the studied drugs. By the strength of anticonvulsant activity, they are inferior to hexamidine, the most well-known anticonvulsant, but 2 times less toxic. Their action is maximally manifest after 5 minutes, whereas for hexamidine after 4 hours, when administered intraperitoneally, to white mice. This circumstance can be used to quickly relieve seizures or relieve a convulsive seizure. With respect to other compounds, their anticonvulsant activity, for example, adamantanecarboxylic acid, adamantanecarboxylic acid amide, and brominemamantanecarboxylic acid amide, it should be noted that the latter are concentration dymes, i.e., with increasing doses of more than 600 mg / kg, their toxicity increases dramatically . Thus, the presence of anticonvulsant activity and low toxicity make it possible to use the proposed oxaims of adamantyl-substituted α-hydroxymethyl ketones in medicine as medicines.

Claims (5)

Table 2 7 Formula of the Invention Oxim adamantyl substituted methyl ketones of the general formula R-C-CH, OH anticonvulsant manifestation. Sources of information taken into account at exp 1.V. Mever und Ernst Nageli, “Veber das Oxoctenol Ber, B. 16 S. 1623, 1883. 2. Friedman A. L. and others. “Synthesis and study of the physiological activity of some adamantane derivatives, Chemical and Pharmaceutical Journal, No. 4, 1976, p. 35-39. 3. Friedman AL and others. "Synthesis and physiological activity of some adamantanecarboxylic acids and their derivatives, Journal of Chemical Pharmaceutical, No. 7, 1974, p. 6-7. 4.Mashkovsky M. D. Medicinal products. M., “Medicine, 1972, Part 1, p. 114 5. Guben-Weyl. Methods of organic chemistry. M., Goskhimizdat, 1965, p. 440.