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一些源自5-氨基-3-（芳基氨基）-1H-吡唑-4-甲酰胺的吡唑并嘧啶和席夫碱的合成、结构解析及体外抗肿瘤活性

Synthesis, Structural Elucidation, and In Vitro Antitumor Activities of Some Pyrazolopyrimidines and Schiff Bases Derived from 5-Amino-3-(arylamino)-1H-pyrazole-4-carboxamides.

作者信息

Hafez Taghrid S, Osman Souad A, Yosef Hisham Abdallah A, El-All Amira S Abd, Hassan Ashraf S, El-Sawy Abdallah A, Abdallah Mohamed M, Youns Mahmoud

机构信息

Department of Organometallic and Organometalloid Chemistry, National Research Centre, El-Behoos Street, Dokki, 12622 Cairo, Egypt.

出版信息

Sci Pharm. 2013 Apr-Jun;81(2):339-57. doi: 10.3797/scipharm.1211-07. Epub 2013 Jan 3.

DOI:10.3797/scipharm.1211-07
PMID:23833708
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3700070/
Abstract

The reaction of 5-amino-3-(arylamino)-1H-pyrazole-4-carboxamides 1a,b with acetylacetone 2 and arylidenemalononitriles 5a-c yielded the pyrazolo[1,5-a]-pyrimidine derivatives 4a,b and 7a-f respectively. On the other hand, Schiff bases 9a,b and 12a-j were obtained upon treatment of carboxamides 1a,b with isatin 8 and some selected aldehydes 11a-e. The newly synthesized compounds were characterized by analytical and spectroscopic data. Representative examples of the synthesized products 4a,b, 7e, 7f, 9b, 12b-f, 12h, and 12j were screened for their in vitro antitumor activities against different human cancer cell lines and the structure-activity relationship (SAR) was discussed.

摘要

5-氨基-3-(芳基氨基)-1H-吡唑-4-甲酰胺1a、b与乙酰丙酮2和亚芳基丙二腈5a - c反应，分别生成吡唑并[1,5 - a]嘧啶衍生物4a、b和7a - f。另一方面，用异吲哚酮8和一些选定的醛11a - e处理甲酰胺1a、b后得到席夫碱9a、b和12a - j。通过分析和光谱数据对新合成的化合物进行了表征。对合成产物4a、b、7e、7f、9b、12b - f、12h和12j的代表性实例进行了针对不同人类癌细胞系的体外抗肿瘤活性筛选，并讨论了构效关系(SAR)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fefd/3700070/c8ff54de0499/scipharm-2013-81-339f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fefd/3700070/f5f3cac4bb01/scipharm-2013-81-339f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fefd/3700070/c8ff54de0499/scipharm-2013-81-339f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fefd/3700070/f5f3cac4bb01/scipharm-2013-81-339f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fefd/3700070/c8ff54de0499/scipharm-2013-81-339f2.jpg

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