Kretzschmar E
Pharmazie. 1980;34(5-6):253-6.
A typical representative of the hypnotic and anticonvulsive 4-quinazoline group is methaqualone (1). A number of new derivatives of 4-oxo-3,4-dihydropyrido[2,3-d]pyrimidine (10) were synthetized by substituting the benzene ring in the quinazolone molecule by the pyridine ring. The synthesis was achieved by the condensation of 2-acetaminonicotinic acid (9) and a primary amine or by the reaction of 2-aminonicotinic acid (8) with acetic acid and a primary amine. These new compounds were tested on animals for antiphlogistic, analgetic and antipyretic activities and for effects on the central nervous system as well. It was tried to establish, on the basis of the results obtained, relations between the chemical constitution and the pharmacological efficacy. It was found that, depending on the nature of the substituents in the position 3; either the antiphlogistic, analgetic and antipyretic effects or the anticonvulsive action will prevail.
催眠和抗惊厥的4-喹唑啉类的典型代表是甲喹酮(1)。通过用吡啶环取代喹唑酮分子中的苯环,合成了一些4-氧代-3,4-二氢吡啶并[2,3-d]嘧啶(10)的新衍生物。合成是通过2-乙酰氨基烟酸(9)与伯胺缩合或通过2-氨基烟酸(8)与乙酸和伯胺反应实现的。对这些新化合物进行了动物抗炎、镇痛和解热活性以及对中枢神经系统影响的测试。试图根据所得结果建立化学结构与药理功效之间的关系。发现,根据3位取代基的性质,抗炎、镇痛和解热作用或抗惊厥作用将占主导。