Alagarsamy V, Raja Solomon V, Dhanabal K
Medicinal Chemistry R&D Laboratory, Arulmigu Kalasalingam College of Pharmacy, Anand Nagar, Krishnankovil-626 190, India.
Bioorg Med Chem. 2007 Jan 1;15(1):235-41. doi: 10.1016/j.bmc.2006.09.065. Epub 2006 Sep 30.
A variety of novel 3-phenyl-2-substituted-3H-quinazolin-4-ones were synthesized by reacting the amino group of 2-hydrazino-3-phenyl-3H-quinazolin-4-one with different aldehydes and ketones. The starting material 2-hydrazino-3-phenyl-3H-quinazolin-4-one was synthesized from aniline. The title compounds were investigated for analgesic, anti-inflammatory and ulcerogenic index activities. While the test compounds exhibited significant activity, compounds, 2-(N'-2-butylidene-hydrazino)-3-phenyl-3H-quinazolin-4-one (AS1), 2-(N'-3-pentylidene-hydrazino)-3-phenyl-3H-quinazolin-4-one (AS2) and 2-(N'-2-pentylidene-hydrazino)-3-phenyl-3H-quinazolin-4-one (AS3), exhibited moderate analgesic activity. The compound 2-(N'-2-pentylidene-hydrazino)-3-phenyl-3H-quinazolin-4-one (AS3) showed more potent anti-inflammatory activity when compared to the reference standard diclofenac sodium. Interestingly, the test compounds showed only mild ulcerogenic side effect when compared to aspirin.
通过使2-肼基-3-苯基-3H-喹唑啉-4-酮的氨基与不同的醛和酮反应，合成了多种新型的3-苯基-2-取代-3H-喹唑啉-4-酮。起始原料2-肼基-3-苯基-3H-喹唑啉-4-酮由苯胺合成。对标题化合物进行了镇痛、抗炎和致溃疡指数活性研究。虽然测试化合物表现出显著活性，但化合物2-(N'-2-亚丁基肼基)-3-苯基-3H-喹唑啉-4-酮（AS1）、2-(N'-3-亚戊基肼基)-3-苯基-3H-喹唑啉-4-酮（AS2）和2-(N'-2-亚戊基肼基)-3-苯基-3H-喹唑啉-4-酮（AS3）表现出中等镇痛活性。与参比标准双氯芬酸钠相比，化合物2-(N'-2-亚戊基肼基)-3-苯基-3H-喹唑啉-4-酮（AS3）显示出更强的抗炎活性。有趣的是，与阿司匹林相比，测试化合物仅表现出轻微的致溃疡副作用。
