2-[(1-甲基-1H-咪唑-2-基)硫基]乙胺 | 142313-55-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-[(1-甲基-1H-咪唑-2-基)硫基]乙胺
• 英文名称: 2-<2-Aminoaethylmercapto>-1-methyl-imidazol
• 英文别名: 2-(1-methyl-1H-imidazol-2-ylsulfanyl)-ethylamine；2-[(1-methyl-1H-imidazol-2-yl)thio]ethanamine；2-(1-methylimidazol-2-yl)sulfanylethanamine
• CAS: 142313-55-1
• 化学式: C₆H₁₁N₃S
• mdl: MFCD06655922
• 分子量: 157.239
• InChiKey: VEUQTALDNNAJHS-UHFFFAOYSA-N

物化性质

• 沸点：
  307.5±44.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  2-[(1-甲基-1H-咪唑-2-基)硫基]乙胺 在 Oxone 、 碳酸氢钠 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 [2-(1-Methyl-1H-imidazole-2-sulfonyl)-ethyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Optimization and SAR for dual ErbB-1/ErbB-2 tyrosine kinase inhibition in the 6-furanylquinazoline series

  摘要：

  Synthetic modifications on a 6-furanylquinazoline scaffold to optimize the dual ErbB-1/ErbB-2 tyrosine kinase inhibition afforded consistent SAR whereby a 4-(3-fluorobenzyloxy)-3-haloanilino provided the best enzyme potency and cellular selectivity. Changes made to the 6-furanyl group had little impact on the enzyme activity, but appeared to dramatically affect the cellular efficacy. The discovery of lapatinib emerged from this work. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.090

文献信息

• Optimization and SAR for dual ErbB-1/ErbB-2 tyrosine kinase inhibition in the 6-furanylquinazoline series
  作者：Kimberly G. Petrov、Yue-Mei Zhang、Malcolm Carter、G. Stuart Cockerill、Scott Dickerson、Cassandra A. Gauthier、Yu Guo、Robert A. Mook、David W. Rusnak、Ann L. Walker、Edgar R. Wood、Karen E. Lackey

  DOI：10.1016/j.bmcl.2006.05.090

  日期：2006.9

  Synthetic modifications on a 6-furanylquinazoline scaffold to optimize the dual ErbB-1/ErbB-2 tyrosine kinase inhibition afforded consistent SAR whereby a 4-(3-fluorobenzyloxy)-3-haloanilino provided the best enzyme potency and cellular selectivity. Changes made to the 6-furanyl group had little impact on the enzyme activity, but appeared to dramatically affect the cellular efficacy. The discovery of lapatinib emerged from this work. (c) 2006 Elsevier Ltd. All rights reserved.