1H-苯并咪唑-2-胺,N-2-噻唑基- | 14374-16-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 1H-苯并咪唑-2-胺,N-2-噻唑基-
• 英文名称: N-(Thiazolyl-2')-2-benzimidazolylamine
• 英文别名: 2-(benzimidazol-2-ylamino)thiazole；N-(1H-benzo[d]imidazol-2-yl)thiazol-2-amine；N-(1H-benzimidazol-2-yl)-1,3-thiazol-2-amine
• CAS: 14374-16-4
• 化学式: C₁₀H₈N₄S
• 分子量: 216.266
• InChiKey: DDMZUSPZBMCBRS-UHFFFAOYSA-N

物化性质

• 熔点：
  252-254 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  449.2±28.0 °C(Predicted)
• 密度：
  1.503±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  光气 、 1H-苯并咪唑-2-胺,N-2-噻唑基- 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 5H-thiazolo<2',3':4,5><1,3,5>triazino<1,2-a>benzimidazol-5-one
  参考文献：
  名称：

  Bossio, Ricardo; Marcaccini, Stefano; Parrini, Valerio, Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1147 - 1148

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二氯乙氧基乙烷 、 (9CI)-1H-苯并咪唑-2-硫脲 反应 2.0h， 以85%的产率得到1H-苯并咪唑-2-胺,N-2-噻唑基-
  参考文献：
  名称：

  Metal-Mediated Inhibition of Escherichia coli Methionine Aminopeptidase:  Structure−Activity Relationships and Development of a Novel Scoring Function for Metal−Ligand Interactions

  摘要：

  We report the discovery of thiabendazole as a potent inhibitor (K-i = 0.4 mu M) of Escherichia coli methionine aminopeptidase (ecMetAP) and the synthesis and pharmacological evaluation of thiabendazole congeners with activity in the upper nanomolar range. Elucidation of the X-ray structure of ecMetAP in complex with thiabendazole and an unrelated inhibitor that was independently described by another group showed that that both compounds bind to an additional Coll ion at the entrance of the active site. This unexpected finding explains the inactivity of the compounds under in vivo conditions. It also allows us to discuss the structure-activity relationships of this series of compounds in a meaningful way, based upon docking runs with an auxiliary metal ion. We describe a new scoring function for the evaluation of metal-mediated inhibitor binding that, unlike the previously used scoring function implemented in the docking program, allows us to distinguish between active and inactive compounds. Finally, conclusions for the structure-based design of in vivo-active inhibitors of ecMetAP are drawn.

  DOI：

  10.1021/jm050476z

文献信息

• Cyanoamino compounds in synthesis syntheses of some heterocycles
  作者：Bojan Verček、Božidar Ogorevc、Branko Stanovnik、Miha Tišler

  DOI：10.1007/bf01134190

  日期：1983.6
• BOSSIO, R.;MARCACCINI, S.;PARRINI, V.;PEPINO, R., J. HETEROCYCL. CHEM., 1985, 22, N 4, 1147-1148
  作者：BOSSIO, R.、MARCACCINI, S.、PARRINI, V.、PEPINO, R.

  DOI：——

  日期：——