非甾体抗炎药。新型2-吡唑基-4(3H)-喹唑啉酮的合成。

Non-steroidal antiinflammatory agents. Synthesis of novel 2-pyrazolyl-4(3H)-quinazolinones.

作者信息

Farghaly A M, Chaaban I, Khalil M A, Bekhit A A

机构信息

Pharmaceutical Chemistry Department, Faculty of Pharmacy, University of Alexandria, Egypt.

出版信息

Arch Pharm (Weinheim). 1990 Oct;323(10):833-6. doi: 10.1002/ardp.19903231004.

DOI:10.1002/ardp.19903231004

PMID:2080894

Abstract

Four novel series of pyrazolyl-4(3H)-quinazolinones have been prepared through the reaction of 3-aryl-2-hydrazino-4(3H)-quinazolinones with antipyrylazo-derivatives of ethyl acetoacetate, acetylacetone or diethyl malonate. These series of compounds are 3-aryl-2-[1-ethoxycarbonyl-1-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H - pyrazol-4-yl)hydrazono-2-propylidene]hydrazino-4(3H)-quinazo linones; 3-aryl-2-[4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl) hydrazono-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl]-4(3H)-quinaz olinones; 3-aryl-2-[4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)azo -3,5- dimethyl-1H-pyrazol-1-yl]-4(3H)-quinazolinones and 3-aryl-2-[4-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl) hydrazono-3,5-dioxo-pyrazolidin-2-yl]-4(3H)-quinazolinones. The antiinflammatory activity of some representatives of the prepared compounds was studied.

摘要

通过3-芳基-2-肼基-4(3H)-喹唑啉酮与乙酰乙酸乙酯、乙酰丙酮或丙二酸二乙酯的安替比林偶氮衍生物反应，制备了四个新型吡唑基-4(3H)-喹唑啉酮系列化合物。这些系列化合物分别是3-芳基-2-[1-乙氧羰基-1-(1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)肼基-2-亚丙基]肼基-4(3H)-喹唑啉酮；3-芳基-2-[4-(1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)肼基-3-甲基-5-氧代-4,5-二氢-1H-吡唑-1-基]-4(3H)-喹唑啉酮；3-芳基-2-[4-(1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)偶氮-3,5-二甲基-1H-吡唑-1-基]-4(3H)-喹唑啉酮和3-芳基-2-[4-(1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)肼基-3,5-二氧代-吡唑烷-2-基]-4(3H)-喹唑啉酮。研究了所制备化合物中一些代表物的抗炎活性。