(E)-2-phenyl-2H-1,2,3-triazole-4-carbaldehyde oxime

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-phenyl-2H-1,2,3-triazole-4-carbaldehyde oxime
• 英文别名: 2-Phenyl-1,2,3-triazol-4-carbaldehyd-hydroxylimin；2-phenyl-2H-[1,2,3]triazole-4-carbaldehyde oxime；2-Phenyl-2H-[1,2,3]triazol-4-carbaldehyd-oxim；2-phenyl-1,2,3-triazole-4-carboxaldehyde oxime；N-[(2-phenyl-2H-1,2,3-triazol-4-yl)methylidene]hydroxylamine；(NE)-N-[(2-phenyltriazol-4-yl)methylidene]hydroxylamine
• 化学式: C₉H₈N₄O
• 分子量: 188.189
• InChiKey: YEVBSIJRKZOGJB-YRNVUSSQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-phenyl-2H-1,2,3-triazole-4-carbaldehyde oxime 在 硫酸 作用下， 生成 2-苯基-1,2,3-三唑-4-甲醛
  参考文献：
  名称：

  Jonas; v. Pechmann, Justus Liebigs Annalen der Chemie, 1891, vol. 262, p. 283

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苯基-1,2,3-三唑-4-甲醛 在 硫酸 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 (E)-2-phenyl-2H-1,2,3-triazole-4-carbaldehyde oxime
  参考文献：
  名称：

  1-Phenyl-1H- and 2-phenyl-2H-1,2,3-triazol derivatives: Design, synthesis and inhibitory effect on alpha-glycosidases

  摘要：

  Due to aging and increasingly overweight in human population, the incidence of non-insulin dependent diabetes mellitus (NIDDM or Type 2 DM) is increasing considerably. Therefore, searching for new alpha-glycosidase inhibitors (GIs) capable of slowing down carbohydrate assimilation by humans is an important strategy towards control of NIDDM. In this report, we disclose the search for new easily accessible synthetic triazoles as anti-diabetic compounds. Two series of non-glycosid triazoles were synthesized (series A and B) and screened against baker's yeast alpha-glucosidase (MAL12) and porcine pancreatic alpha-amylase activity (PPA). Of the 60 compounds tested at 500 mu M, were considered hits (>= 60% inhibition) six triazoles against MAL12 and three against PPA, with the inhibition reaching up to 99.4% on MAL12 and 88.6% on PPA. The IC50 values were calculated for both enzymes and ranged from 54 to 482 mu M for MAL12 and 145 to 282 mu M for PPA. These results demonstrated the potential activity of simple and non-glycosidic triazoles as an important novel class of GIs for the development of drugs to treat Type 2 DM. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.039

文献信息

• v. Pechmann; Wehsarg, Chemische Berichte, 1888, vol. 21, p. 3003
  作者：v. Pechmann、Wehsarg

  DOI：——

  日期：——
• Some Further Studies of 2-Phenyl-1,2,3,2H-Triazole Derivatives
  作者：J. L. Riebsomer、D. A. Stauffer

  DOI：10.1021/jo50004a023

  日期：1951.10
• 6-(Substituted) methylenepenicillanic and 6-(substituted) hydroxymethylpenicillanic acids and derivatives thereof
  申请人：PFIZER INC.

  公开号：EP0150984B1

  公开（公告）日：1991-09-11
• CHEN, YUHPYNG L.
  作者：CHEN, YUHPYNG L.

  DOI：——

  日期：——
• LEFKOPOULOU, S.;STEPHANIDOU, J.;TSOLERIDIS, C.;ALEXANDROU, N. E., HELV. CHIM. ACTA, 1985, 68, N 6, 1748-1753
  作者：LEFKOPOULOU, S.、STEPHANIDOU, J.、TSOLERIDIS, C.、ALEXANDROU, N. E.

  DOI：——

  日期：——