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脲唑在有机化合物合成中的分子多样性范围

The Molecular Diversity Scope of Urazole in the Synthesis of Organic Compounds.

作者信息

Ziarani Ghodsi M, Mohajer Fatemeh, Moradi Razieh, Mofatehnia Parisa

机构信息

Department of Chemistry, Alzahra University, Tehran, Iran.

出版信息

Curr Org Synth. 2019;16(7):953-967. doi: 10.2174/1570179416666190925162215.

Abstract

BACKGROUND

As a matter of fact, nitrogen as a hetero atom among other atoms has had an important role in active biological compounds. Since heterocyclic molecules with nitrogen are highly demanded due to biological properties, 4-phenylurazole as a compound containing nitrogen might be important in the multicomponent reaction used in agrochemicals, and pharmaceuticals. Considering the case of fused derivatives "pyrazolourazoles" which are highly applicable because of their application for analgesic, antibacterial, anti-inflammatory and antidiabetic activities as HSP-72 induction inhibitors (I and III) and novel microtubule assembly inhibitors. It should be mentioned that spiro-pyrazole also has biological activities like cytotoxic, antimicrobial, anticonvulsant, antifungal, anticancer, anti-inflammatory, and cardiotonic activities.

OBJECTIVE

Urazole has been used in many heterocyclic compounds which are valuable in organic syntheses. This review disclosed the advances in the use of urazole as the starting material in the synthesis of various biologically active molecules from 2006 to 2019.

CONCLUSION

Compounds of urazole (1,2,4-triazolidine-3,5-dione) are the most important molecules which are highly active from the biological perspective in the pharmaceuticals as well as polymers. In summary, many protocols for preparations of the urazole derivatives from various substrates in multi-component reactions have been reported from different aromatic and aliphatic groups which have had carbonyl groups in their structures. It is noted that several catalysts have been synthesized to afford applicable molecules with urazole scaffolds. In some papers, being environmentally friendly, short time reactions and high yields are highlighted in the protocols. There is a room to synthesize new catalysts and perform new reactions by manipulating urazole to produce biologically active compounds, even producing chiral urazole component as many groups of chiral urazole compounds are important from biological perspective.

摘要

背景

事实上,氮作为其他原子中的杂原子,在活性生物化合物中发挥着重要作用。由于含氮杂环分子因其生物学特性而需求量很大,4-苯基脲唑作为一种含氮化合物,在农用化学品和药物中使用的多组分反应中可能很重要。考虑到稠合衍生物“吡唑并脲唑”的情况,由于它们作为HSP-72诱导抑制剂(I和III)以及新型微管组装抑制剂在镇痛、抗菌、抗炎和抗糖尿病活性方面的应用,它们具有很高的适用性。应该提到的是,螺吡唑也具有细胞毒性、抗菌、抗惊厥、抗真菌、抗癌、抗炎和强心等生物活性。

目的

脲唑已被用于许多在有机合成中有价值的杂环化合物中。本综述揭示了2006年至2019年期间脲唑作为起始原料在合成各种生物活性分子方面的进展。

结论

脲唑(1,2,4-三唑烷-3,5-二酮)化合物是最重要的分子,从生物学角度来看,它们在药物以及聚合物中具有高活性。总之,已经报道了许多从各种具有羰基结构的不同芳香族和脂肪族基团的底物在多组分反应中制备脲唑衍生物的方法。值得注意的是,已经合成了几种催化剂以提供具有脲唑骨架的适用分子。在一些论文中,方法强调了环境友好、反应时间短和产率高。仍有空间通过操纵脲唑来合成新的催化剂并进行新的反应,以生产生物活性化合物,甚至生产手性脲唑组分,因为许多手性脲唑化合物组从生物学角度来看很重要。

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