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新型1,4 - 二氢吡啶衍生物系列的合成与抗惊厥活性

Synthesis and anticonvulsant activity of a new series of 1,4-dihydropyridine derivatives.

作者信息

Kumar R Surendra, Idhayadhulla A, Nasser A Jamal Abdul, Kavimani S, Indumathy S

机构信息

P. G. and Research Department of Chemistry, Jamal Mohamed College, Tiruchirappalli - 620 020, India.

出版信息

Indian J Pharm Sci. 2010 Nov;72(6):719-25. doi: 10.4103/0250-474X.84580.

Abstract

A series of 1,4-dihydropyridine derivatives (1a-g) were prepared from three compounds condensation of Hantzsch synthesis. A new series of 2,2'-{[4-(aryl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl]dicarbonyl}dihydrazinecarbothioamide (2a-g) were prepared from compounds diethyl 4-(aryl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate (1a-g) reacted with thiosemicarbazide to give the corresponding compounds (2a-g) by hydrazinolysis method. The synthesized compounds were confirmed by IR, (1)HNMR, (13)CNMR, mass spectral and elemental analyses. The newly synthesized compounds (2a-g) were screened for anticonvulsant activity against in swiss albino rat. The test was evaluated by maximal electrode induced convulsion method. Synthesized compounds were used two (50 and 100 mg/kg) concentrations. Compounds (1a-g) were inactive while compounds (2a-g) have moderate anti-convulsant activity compared with standard phenytoin drug. The compound 2,2'-{[4-(furan-2-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl]dicarbonyl} dihydrazinecarbothioamide (2a) has highly active compared with other compound (2b-2g).

摘要

通过汉茨希合成法的三种化合物缩合制备了一系列1,4 - 二氢吡啶衍生物(1a - g)。由4 - (芳基)-2,6 - 二甲基 - 1,4 - 二氢吡啶 - 3,5 - 二羧酸二乙酯(1a - g)与氨基硫脲反应,通过肼解方法得到相应的化合物2,2'-{[4 - (芳基)-2,6 - 二甲基 - 1,4 - 二氢吡啶 - 3,5 - 二基]二羰基}二肼基甲硫酰胺(2a - g),从而制备了一系列新的该化合物。通过红外光谱、(1)H核磁共振、(13)C核磁共振、质谱和元素分析对合成的化合物进行了确认。对新合成的化合物(2a - g)针对瑞士白化大鼠进行了抗惊厥活性筛选。通过最大电极诱导惊厥法对试验进行评估。合成的化合物使用了两种浓度(50和100mg/kg)。化合物(1a - g)无活性,而与标准苯妥英药物相比,化合物(2a - g)具有中等抗惊厥活性。与其他化合物(2b - 2g)相比,化合物2,2'-{[4 - (呋喃 - 2 - 基)-2,6 - 二甲基 - 1,4 - 二氢吡啶 - 3,5 - 二基]二羰基}二肼基甲硫酰胺(2a)具有高活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d19/3178972/8699a8fea45b/IJPhS-72-719-g002.jpg

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