(1H-benzimidazol-2-ylsulfanyl)acetic acid amide | 30065-26-0

• 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: (1H-benzimidazol-2-ylsulfanyl)acetic acid amide
• 英文别名: 2-(1H-benzoimidazol-2-ylsulfanyl)-acetamide；(1H-Benzimidazol-2-ylmercapto)-essigsaeure-amid；2-(1H-benzimidazol-2-ylsulfanyl)acetamide
• CAS: 30065-26-0
• 化学式: C₉H₉N₃OS
• mdl: MFCD00656408
• 分子量: 207.256
• InChiKey: PMNMEONYAKHOAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  97.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1H-benzimidazol-2-ylsulfanyl)acetic acid amide 、 聚合甲醛 、 三乙胺 生成 2-(1H-benzimidazol-2-ylsulfanyl)-N-(hydroxymethyl)acetamide
  参考文献：
  名称：

  BUDEANU, CONSTANTIN;RUSU, GEORGETA;NISTOR, CONSTANTIN, REV. CHIM., 38,(1987) N 11, 985-987

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(morpholin-4-ylmethyl)-1,3-dihydro-2H-benzimidazole-2-thione 在 sodium hydroxide 作用下， 以 氘代二甲亚砜 、 异丙醇 为溶剂， 反应 3.0h， 生成 (1H-benzimidazol-2-ylsulfanyl)acetic acid amide
  参考文献：
  名称：

  Alkylation and Aminomethylation of 1,3-Dihydro-2Н-Benzimidazole-2-Thione

  摘要：

  Alkylation of 1,3-dihydro-2De-benzimidazole-2-thione (2-mercaptobenzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2De-benzimidazole-2-thione with piperidine and 4-methylpiperidine gives reaction products at both nitrogen atoms, while reaction with morpholine gives derivative at only one nitrogen atom, which is in an equilibrium with the starting compound and bis-adduct in DMSO solution.

  DOI：

  10.1007/s10593-014-1623-z

文献信息

• 2-Carboxymethylmercaptobenzimidazole and Related Compounds^*
  作者：J. A. VanALLAN

  DOI：10.1021/jo01107a004

  日期：1956.1
• 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：——
• Notes - Certain Thiazolo-Benzimidazoles and Thiazino-Benzimidazoles
  作者：Anand Misra

  DOI：10.1021/jo01100a602

  日期：1958.6
• ACTIVE SUBSTANCE AND PHARMACEUTICAL COMPOSITION FOR TREATING ALCOHOL DEPENDENCE, AND A METHOD FOR OBTAINING AND THE USE OF SAID ACTIVE SUBSTANCE
  申请人：Ivashchenko Andrey Alexandrovich

  公开号：US20110245231A1

  公开（公告）日：2011-10-06

  The invention relates to novel drug substance for the treatment of alcohol dependence, pharmaceutical composition, medicament and method for treatment of dependence on using ethyl alcohol containing beverages. The invention provides a drug substance for treating alcohol dependence in human and warm-blooded animals representing substituted 1H-benzimidazoles of the general formula 1 or pharmaceutically acceptable salts and/or hydrates thereof wherein: W represents S or S═0 group; R 1 represents one or more substituent selected from hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, optionally substituted azaheterocyclyl; R 2 represents hydrogen or optionally substituted C 1 -C 4 alkyl; R 3 and R 4 independently represent optionally identical substituents selected from hydrogen or optionally substituted C 1 -C 4 alkyl; R 5 represents an alkyl substituent selected from hydrogen, optionally substituted C 1 -C 7 alkyl, optionally substituted aryl, optionally substituted heterocyclyl, C 1 -C 4 alkoxycarbonyl, optionally substituted aminocarbonyl.
• US4329363A
  申请人：——

  公开号：US4329363A

  公开（公告）日：1982-05-11