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5-氨基吡唑作为稠合吡唑并嗪类化合物设计与合成中的前体。

5-Aminopyrazole as precursor in design and synthesis of fused pyrazoloazines.

作者信息

Aggarwal Ranjana, Kumar Suresh

机构信息

Department of Chemistry, Kurukshetra University, Kurukshetra-136119, Haryana, India.

出版信息

Beilstein J Org Chem. 2018 Jan 25;14:203-242. doi: 10.3762/bjoc.14.15. eCollection 2018.

DOI:10.3762/bjoc.14.15
PMID:29441143
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5789427/
Abstract

The condensation of 5-aminopyrazole with various bielectrophilic moieties results in the formation of pyrazoloazines, an interesting array of fused heterocyclic systems. The development of new synthetic routes towards pyrazoloazines for their biological and medicinal exploration is an attractive area for researchers throughout the world. The present review focuses on various synthetic methods developed in the last decade for the synthesis of differently substituted pyrazoloazines by a broad range of organic reactions by means of 5-aminopyrazole as a precursor.

摘要

5-氨基吡唑与各种双亲电部分的缩合反应会生成吡唑并嗪类化合物，这是一类有趣的稠合杂环体系。开发用于吡唑并嗪类化合物生物和医学研究的新合成路线，对全世界的研究人员来说是一个有吸引力的领域。本综述重点介绍了过去十年中通过以5-氨基吡唑为前体，利用广泛的有机反应来合成不同取代的吡唑并嗪类化合物的各种合成方法。

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Front Chem. 2018 Nov 13;6:527. doi: 10.3389/fchem.2018.00527. eCollection 2018.
10
Molecular iodine-catalyzed one-pot multicomponent synthesis of 5-amino-4-(arylselanyl)-1-pyrazoles.分子碘催化的5-氨基-4-（芳基硒基）-1-吡唑的一锅多组分合成
Beilstein J Org Chem. 2018 Nov 6;14:2789-2798. doi: 10.3762/bjoc.14.256. eCollection 2018.
负载吡唑并[3,4-d]嘧啶的人血清白蛋白（HSA）纳米颗粒：制备、表征及对神经母细胞瘤细胞系的细胞毒性评估
Bioorg Med Chem Lett. 2017 Jul 15;27(14):3196-3200. doi: 10.1016/j.bmcl.2017.05.015. Epub 2017 May 17.
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Synthesis and structure-activity relationship study of pyrazolo[3,4-d]pyrimidines as tyrosine kinase RET inhibitors.作为酪氨酸激酶RET抑制剂的吡唑并[3,4-d]嘧啶的合成及构效关系研究
Bioorg Med Chem Lett. 2017 Jun 1;27(11):2544-2548. doi: 10.1016/j.bmcl.2017.03.088. Epub 2017 Mar 31.
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One-Pot Synthesis of Densely Substituted Pyrazolo[3,4-b]-4,7-dihydropyridines.一锅法合成稠取代的吡唑并[3,4-b]-4,7-二氢吡啶。
ACS Comb Sci. 2017 May 8;19(5):279-285. doi: 10.1021/acscombsci.6b00156. Epub 2017 Apr 18.
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Bisarylureas Based on 1H-Pyrazolo[3,4-d]pyrimidine Scaffold as Novel Pan-RAF Inhibitors with Potent Anti-Proliferative Activities: Structure-Based Design, Synthesis, Biological Evaluation and Molecular Modelling Studies.基于1H-吡唑并[3,4-d]嘧啶骨架的双芳基脲类化合物作为具有强效抗增殖活性的新型泛RAF抑制剂：基于结构的设计、合成、生物学评价及分子模拟研究
Molecules. 2017 Mar 29;22(4):542. doi: 10.3390/molecules22040542.
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Antileishmanial Activity of Pyrazolopyridine Derivatives and Their Potential as an Adjunct Therapy with Miltefosine.吡唑并吡啶衍生物的抗利什曼原虫活性及其作为米替福新辅助治疗的潜力。
J Med Chem. 2017 Feb 9;60(3):1041-1059. doi: 10.1021/acs.jmedchem.6b01447. Epub 2017 Jan 20.
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Explicit treatment of active-site waters enhances quantum mechanical/implicit solvent scoring: Inhibition of CDK2 by new pyrazolo[1,5-a]pyrimidines.对活性位点水的明确处理增强了量子力学/隐式溶剂评分：新型吡唑并[1,5-a]嘧啶对CDK2的抑制作用。
Eur J Med Chem. 2017 Jan 27;126:1118-1128. doi: 10.1016/j.ejmech.2016.12.023. Epub 2016 Dec 11.
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Development of 1-Pyrazolo[3,4-]pyridines as Metabotropic Glutamate Receptor 5 Positive Allosteric Modulators.1-吡唑并[3,4-]吡啶作为代谢型谷氨酸受体5正向变构调节剂的研发
ACS Med Chem Lett. 2016 Oct 3;7(12):1082-1086. doi: 10.1021/acsmedchemlett.6b00292. eCollection 2016 Dec 8.
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Evaluation of 7-arylaminopyrazolo[1,5-a]pyrimidines as anti-Plasmodium falciparum, antimalarial, and Pf-dihydroorotate dehydrogenase inhibitors.7-芳基氨基吡唑并[1,5-a]嘧啶作为抗恶性疟原虫、抗疟药和Pf-二氢乳清酸脱氢酶抑制剂的评估
Eur J Med Chem. 2017 Jan 27;126:72-83. doi: 10.1016/j.ejmech.2016.09.073. Epub 2016 Sep 30.