(6-Chloro-1H-benzoimidazol-2-yl)-methanethiol | 68946-04-3

• 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: (6-Chloro-1H-benzoimidazol-2-yl)-methanethiol
• 英文别名: (5-chloro-1H-benzo[d]imidazol-2-yl)methanethiol；(6-chloro-1H-benzimidazol-2-yl)methanethiol
• CAS: 68946-04-3
• 化学式: C₈H₇ClN₂S
• 分子量: 198.676
• InChiKey: UJYAGXZNOJTYDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6-Chloro-1H-benzoimidazol-2-yl)-methanethiol 在 sodium tetrahydroborate 、 sodium hydride 作用下， 以 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 2-[(6-chloro-1H-benzimidazol-2-yl)methylsulfanyl]-1-(4-chlorophenyl)ethanol
  参考文献：
  名称：

  New styryl sulfones as anticancer agents

  摘要：

  New styryl sulfone compounds have been synthesized and evaluated for their anti-proliferative activity. Among the compounds synthesized, one compound (7k) has shown 51% tumor growth inhibition in mice implanted with HT-29 human carcinoma at 400 mg kg(-1) orally. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(03)00144-2
• 作为产物：
  描述：

  巯基乙酸 、 4-氯-1,2-苯二胺 在 盐酸 作用下， 反应 6.0h， 生成 (6-Chloro-1H-benzoimidazol-2-yl)-methanethiol
  参考文献：
  名称：

  Brembilla, Alain; Roizard, Denis; Lochon, Pierre, Journal de Chimie Physique et de Physico-Chimie Biologique, 1986, vol. 83, # 9, p. 577 - 588

  摘要：

  DOI：

文献信息

• Synthesis and photophysical properties of 3,5-diaryl-2-heteroarylthiophenes
  作者：Ieva Karpavičienė、Mantas Jonušis、Kaspars Leduskrasts、Indrė Misiūnaitė、Edgars Suna、Inga Čikotienė

  DOI：10.1016/j.dyepig.2019.107646

  日期：2019.11

  A series of 3,5-diaryl-2-heteroarylthiophenes have been synthesized via Fiesselmann type reaction between alkynones and easily available heteroarylmethanethiols or heteroarylmethyl carbamimidothioates. A correlation between compounds structure and efficiency of luminescence has been established. These compounds exhibited photoluminescence with quantum yields up to 83%. An evidence of twisted intramolecular

  已经通过炔烃与容易获得的杂芳基甲硫醇或杂芳基甲基氨基甲硫醇盐之间的菲斯曼（Fiesselmann）型反应合成了一系列的3，5-二芳基-2-杂芳基噻吩。已经建立了化合物结构与发光效率之间的相关性。这些化合物显示出光致发光，量子产率高达83％。分子内电荷转移和单线态发射态扭曲的证据已得到证明。
• Synthesis and Structural Features of New Cyclofunctionalized Benzimidazoles
  作者：Alba Chimirri、Anna Maria Monforte、Pietro Monforte、Francesco Nicolò、Angela Rao、Maria Zappalà

  DOI：10.3987/com-99-8784

  日期：——

  The synthesis of new tricyclic derivatives having sulfur-containing six or seven-membered rings fused to the <> edge of benzimidazole system, is reported. The stereochemical characteristics of thiazino- and thiazepinobenzimidazoles (4-7) are described and comparative NMR data are discussed. The synthetic approach to new benzo- or pyridothiazinobenzimidazole tetracyclic systems (8) is also reported.
• Brembilla, Alain; Roizard, Denis; Lochon, Pierre, Journal de Chimie Physique et de Physico-Chimie Biologique, 1986, vol. 83, # 9, p. 577 - 588
  作者：Brembilla, Alain、Roizard, Denis、Lochon, Pierre

  DOI：——

  日期：——
• New styryl sulfones as anticancer agents
  作者：Manohar Sharma Vedula、Aravind Babu Pulipaka、Chandrasekhar Venna、Vamsee Krishna Chintakunta、Sreenu Jennepalli、Venkata Adiseshu Kattuboina、Ravi Krishna Vallakati、Vishnu Basetti、Venkateswarlu Akella、Sriram Rajgopal、Ajaya Kumar Reka、Sravan Kumar Teepireddy、Prem Kumar Mamnoor、Ramanujam Rajagopalan、Gopalakrishnan Bulusu、Akash Khandelwal、Vijay V Upreti、Srinivas Rao Mamidi

  DOI：10.1016/s0223-5234(03)00144-2

  日期：2003.9

  New styryl sulfone compounds have been synthesized and evaluated for their anti-proliferative activity. Among the compounds synthesized, one compound (7k) has shown 51% tumor growth inhibition in mice implanted with HT-29 human carcinoma at 400 mg kg(-1) orally. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.