2-(1H-benzimidazol-2-ylthio)-N,N-dimethylethylamine | 7673-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(1H-benzimidazol-2-ylthio)-N,N-dimethylethylamine
• 英文别名: [2-(1H-benzoimidazol-2-ylsulfanyl)-ethyl]-dimethyl-amine；[2-(1H-benzimidazol-2-ylmercapto)-ethyl]-dimethyl-amine；[2-(1H-Benzimidazol-2-ylmercapto)-aethyl]-dimethyl-amin；2-(2-Dimethylaminoethylthio)benzimidazole；2-(1H-benzimidazol-2-ylsulfanyl)-N,N-dimethylethanamine
• CAS: 7673-89-4
• 化学式: C₁₁H₁₅N₃S
• mdl: MFCD00603354
• 分子量: 221.326
• InChiKey: WYOUIGHZJRCQLW-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 °C
• 沸点：
  378.8±44.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1H-苯并咪唑-2-硫醇 生成 2-(1H-benzimidazol-2-ylthio)-N,N-dimethylethylamine
  参考文献：
  名称：

  ASHKINAZI, L. A.;MALYGIN, M. V.

  摘要：

  DOI：

文献信息

• Purine analogues as amplifiers of phleomycin. VII. Some 1H-imidazo-[4,5-b]pyrazines and related compounds
  作者：GB Barlin

  DOI：10.1071/ch9822299

  日期：——

  Preparations of 2-hydroxy- and 2-mercapto-1H-imidazo[4,5-blpyrazines from pyrazine-2,3-diamines are described. Methylation of 1H-imidazo[4,5-b]pyrazine-2(3H)-thione with methyl iodide and diazomethane gave some S, N1, N3 and N4 methyl derivatives; and 1H-imidazo[4,5-b]pyrazin- 2(3H)-one with diazomethane gave products which involved O, N1, N3 and N4 methylation. These products showed slight activity as amplifiers of phleomycin but the benzothiazoles (10b) and (10c) (as hydrobromides) showed three and four star activity respectively.

  从吡嗪-2,3-二胺制备 2-羟基- 和 2-巯基-1H-咪唑并[4,5-bl-吡嗪]的制备方法。 描述。用碘甲烷和重氮甲烷将 1H-咪唑并[4,5-b]吡嗪-2(3H)-硫酮甲基化后 甲基碘和重氮甲烷进行甲基化，得到了一些 S、N1、N3 和 N4 甲基衍生物；以及 1H-咪唑并[4,5-b]吡嗪- 2(3H)-酮与重氮甲烷反应生成的产物涉及 O、N1、N3 和 N4 甲基化。这些产物显示出轻微的活性 但苯并噻唑（10b）和（10c）（作为氢溴酸盐 氢溴酸盐）分别显示出三星级和四星级活性。
• An efficient method to access 2-substituted benzimidazoles under solvent-free conditions
  作者：Ping Lan、F. Anthony Romero、Threshia S. Malcolm、Benjamin D. Stevens、Dariusz Wodka、Gergely M. Makara

  DOI：10.1016/j.tetlet.2008.01.100

  日期：2008.3

  An expeditious method to access 2-substituted benzimidazoles was developed. Both aromatic (phenols, anilines, and thiophenols) and alkyl nucleophiles (amines and thiols) react with 2-methylsulfonyl benzimidazole under solvent-free conditions to generate a variety of 2-substituted benzimidazoles. (c) 2008 Elsevier Ltd. All rights reserved.
• Nakajima et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1958, vol. 78, p. 1378,1381
  作者：Nakajima et al.

  DOI：——

  日期：——
• ASHKINAZI, L. A.;MALYGIN, M. V.
  作者：ASHKINAZI, L. A.、MALYGIN, M. V.

  DOI：——

  日期：——
• Pharmacologically active alkylthiobenz imidazole derivatives and process for the preparation thereof
  申请人：DOMPE' FARMACEUTICI S.p.A.

  公开号：EP0334818B1

  公开（公告）日：1993-12-01