Thiophen-2-yl-acetyl azide | 951212-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: Thiophen-2-yl-acetyl azide
• 英文别名: 2-Thiophen-2-ylacetyl azide
• CAS: 951212-49-0
• 化学式: C₆H₅N₃OS
• 分子量: 167.191
• InChiKey: JWRXQGKRFXAYHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Thiophen-2-yl-acetyl azide 以 甲苯 为溶剂， 反应 3.0h， 以350 mg的产率得到2-(异氰酰基甲基)噻吩
  参考文献：
  名称：

  Synthesis and growth-inhibitory activities of imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxamides related to the anti-tumour drug temozolomide, with appended silicon, benzyl and heteromethyl groups at the 3-position

  摘要：

  对N-3位取代的咪唑四氮唑类化合物的合成和生物评价进行了描述。

  DOI：

  10.1039/c7md00554g
• 作为产物：
  描述：

  2-噻吩乙酸 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 Thiophen-2-yl-acetyl azide
  参考文献：
  名称：

  Synthesis and growth-inhibitory activities of imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxamides related to the anti-tumour drug temozolomide, with appended silicon, benzyl and heteromethyl groups at the 3-position

  摘要：

  对N-3位取代的咪唑四氮唑类化合物的合成和生物评价进行了描述。

  DOI：

  10.1039/c7md00554g

文献信息

• Orally active .beta.-lactam inhibitors of human leukocyte elastase-1. Activity of 3,3-diethyl-2-azetidinones
  作者：Shrenik K. Shah、Conrad P. Dorn、Paul E. Finke、Jeffrey J. Hale、William K. Hagmann、Karen A. Brause、Gilbert O. Chandler、Amy L. Kissinger、Bonnie M. Ashe

  DOI：10.1021/jm00099a003

  日期：1992.10

  A thorough analysis of the mechanism of inhibition of human leukocyte elastase (HLE) by a monocyclic beta-lactam and the mechanism of beta-lactam hydrolysis led to the preparation of potent and highly stable inhibitors of HLE. This work led to the identification of 4-[(4-carboxyphenyl)-oxy]-3,3-diethyl-1-[[(phenylmethyl)amino]carbonyl]-2-azetidinone (2) as the first orally active inhibitor of human leukocyte elastase (HLE). Analogs of 2 with different substituents on the urea N were synthesized and evaluated for their activity in vitro against HLE as well as in vivo in a hamster lung hemorrhage model. Compounds with a methyl or a methoxy group in the para position of the benzene ring were very potent in both assays. The results are discussed on the basis of the proposed model for the binding of this class of inhibitors to HLE and a possible mechanism of inhibition is presented.
• An efficient of Grignard-type procedure for the preparation of gem-diallylated compound
  作者：Kao-Hsien Shen、Chun-Wei Kuo、Ching-Fa Yao

  DOI：10.1016/j.tetlet.2007.07.008

  日期：2007.9

  An efficient and a new procedure for the conversion of various carboxylic acid derivatives into the corresponding gemdiallylated compound under mild reaction condition has been developed. The triallyaluminum mediated Grignard-type addition of carboxylic acid derivative was utilized as a key operation to affect the transformation. The procedure is operationally simple, giving good to excellent product yields for a broad range of substrates. The chemoselectivity and regioselectivity of triallylaluminum were also demonstrated. (C) 2007 Elsevier Ltd. All rights reserved.
• US4147863A
  申请人：——

  公开号：US4147863A

  公开（公告）日：1979-04-03
• Synthesis and growth-inhibitory activities of imidazo[5,1-<i>d</i>]-1,2,3,5-tetrazine-8-carboxamides related to the anti-tumour drug temozolomide, with appended silicon, benzyl and heteromethyl groups at the 3-position
  作者：David Cousin、Marc G. Hummersone、Tracey D. Bradshaw、Jihong Zhang、Christopher J. Moody、Magdalena B. Foreiter、Helen S. Summers、William Lewis、Richard T. Wheelhouse、Malcolm F. G. Stevens

  DOI：10.1039/c7md00554g

  日期：——

  The synthesis and biological evaluation of imidazotetrazines substituted at N-3 is described.

  对N-3位取代的咪唑四氮唑类化合物的合成和生物评价进行了描述。