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首页> 外文期刊>Archives of Pharmacal Research >Synthesis of new pyrazole, triazole, and thiazolidine-pyrimido [4, 5-b] quinoline derivatives with potential antitumor activity
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Synthesis of new pyrazole, triazole, and thiazolidine-pyrimido [4, 5-b] quinoline derivatives with potential antitumor activity

机译：具有潜在抗肿瘤活性的新吡唑，三唑和噻唑烷-嘧啶[4,5-b]喹啉衍生物的合成

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摘要

2-Hydrazinyltetrahydropyrimido [4, 5-b] quinolin-4(3H)-one (3) was prepared by desulfurization reaction of S- and N-dimethyl derivatives 2 with hydrazine hydrate. Reactions of (3) with malonitrile, carbondisulfide, potassium thiocyanate, phthalic anhydride and aromatic aldehydes afforded 3, 5-di aminopyrazolopyrimido [4, 5-b] quinoline (4), triazolotetrahydropyrimido [4, 5-b] quinoline (5), aminotriazolopyrimido [4, 5-b] quinoline (6), aminophthalimidopyrimido [4, 5-b] quinoline (7) and N-arylidene hydrazinepyrimido [4, 5-b] quinoline 8a–d, respectively. Furthermore, 8a–d reacted with mercaptoacetic acid gave the thiazolidinonepyrimido [4, 5-b] quinoline 9a–d, which afforded the thiazolotriazolopyrimido [4, 5-b] quinolinone 10a–d upon treatment with ethanolic potassium hydroxide. The newly synthesized compounds were characterized by elemental analyses, IR, 1H-NMR, 13C-NMR and mass spectrometer. The investigated compounds were screened for their cytotoxicity. Compounds 4, 6 and 5 exhibited potent antitumor activity.
机译：通过使S-和N-二甲基衍生物2与水合肼脱硫反应，制得2-肼基四氢嘧啶基[4,5-b]喹啉-4（3H）-一（3）。 （3）与丙二腈，二硫化碳，硫氰酸钾，邻苯二甲酸酐和芳族醛的反应，得到3，5-二氨基吡唑并吡咯并[4，5-b]喹啉（4），三唑并四氢嘧啶并[4，5-b]喹啉（5），氨基三唑并嘧啶基[4，5-b]喹啉（6），氨基邻苯二甲酰亚胺基嘧啶基[4，5-b]喹啉（7）和N-亚芳基肼基嘧啶基[4，5-b]喹啉8a-d。此外，8a-d与巯基乙酸反应生成噻唑烷酮嘧啶基[4，5-b]喹啉9a-d，经乙醇氢氧化钾处理后得到噻唑并三唑并嘧啶基[4，5-b]喹啉酮10a-d。通过元素分析，IR，1 H-NMR，13 C-NMR和质谱对新合成的化合物进行表征。筛选所研究的化合物的细胞毒性。化合物4、6和5显示出有效的抗肿瘤活性。

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