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3-氨基-1,2,4-三唑合成的高效方法

Efficient methodology for the synthesis of 3-amino-1,2,4-triazoles.

作者信息

Noël Romain, Song Xinyi, Jiang Rong, Chalmers Michael J, Griffin Patrick R, Kamenecka Theodore M

机构信息

Department of Molecular Therapeutics and Translational Research Institute, The Scripps Research Institute, Scripps Florida, 130 Scripps Way No. A2A, Jupiter, Florida 33458, USA.

出版信息

J Org Chem. 2009 Oct 2;74(19):7595-7. doi: 10.1021/jo9016502.

DOI:10.1021/jo9016502
PMID:19731897
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2890234/
Abstract

A general and efficient method for the preparation of 3-amino-1,2,4-triazoles has been developed. The desired 3-amino-1,2,4-triazoles (1) were prepared in good overall yield via two convergent routes. The key intermediate within both routes is substituted hydrazinecarboximidamide derivative 2.

摘要

已开发出一种制备3-氨基-1,2,4-三唑的通用且高效的方法。所需的3-氨基-1,2,4-三唑(1)通过两条汇聚路线以良好的总收率制备。两条路线中的关键中间体均为取代的肼甲脒衍生物2。

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本文引用的文献

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Highly potent inhibitors of methionine aminopeptidase-2 based on a 1,2,4-triazole pharmacophore.基于1,2,4-三唑药效团的甲硫氨酸氨基肽酶-2高效抑制剂
J Med Chem. 2007 Aug 9;50(16):3777-85. doi: 10.1021/jm061182w. Epub 2007 Jul 18.
2
Rational design, synthesis, and structure-activity relationships of aryltriazoles as novel corticotropin-releasing factor-1 receptor antagonists.芳基三唑类作为新型促肾上腺皮质激素释放因子-1受体拮抗剂的合理设计、合成及构效关系
J Med Chem. 2005 Mar 10;48(5):1540-9. doi: 10.1021/jm049339c.
3
Solid-phase synthesis of 3-alkylamino-1,2,4-triazoles.
3-烷基氨基-1,2,4-三唑的固相合成
Org Lett. 2002 May 16;4(10):1751-4. doi: 10.1021/ol025821i.
4
Inhibition of antioxidants and hyperthermia enhance bleomycin-induced cytotoxicity and lipid peroxidation in Chinese hamster ovary cells.抗氧化剂的抑制作用和热疗增强了博来霉素在中国仓鼠卵巢细胞中诱导的细胞毒性和脂质过氧化。
Arch Biochem Biophys. 1999 Oct 15;370(2):163-75. doi: 10.1006/abbi.1999.1393.
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Cloning and molecular analysis of the Aspergillus terreus arg1 gene coding for an ornithine carbamoyltransferase.
FEMS Microbiol Lett. 1997 Apr 15;149(2):207-12. doi: 10.1111/j.1574-6968.1997.tb10330.x.
6
Synthesis and pharmacological activity of triazole derivatives inhibiting eosinophilia.抑制嗜酸性粒细胞增多的三唑衍生物的合成及药理活性
J Med Chem. 1996 Jul 19;39(15):3019-29. doi: 10.1021/jm9507993.