2-(benzothiazol-2-ylthio)-6-chloro-2,3-dihydroinden-1-one | 1187058-91-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(benzothiazol-2-ylthio)-6-chloro-2,3-dihydroinden-1-one
• 英文别名: 2-(1,3-Benzothiazol-2-ylsulfanyl)-6-chloro-2,3-dihydroinden-1-one
• CAS: 1187058-91-8
• 化学式: C₁₆H₁₀ClNOS₂
• 分子量: 331.846
• InChiKey: IMTNBTBNWNEHAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(benzothiazol-2-ylthio)-6-chloro-2,3-dihydroinden-1-one 、 肼甲酰亚胺酰胺一氯化氢 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 2-[[2-(1,3-benzothiazol-2-ylsulfanyl)-6-chloro-2,3-dihydroinden-1-ylidene]amino]guanidine;hydrochloride
  参考文献：
  名称：

  Synthesis and bioactivity of substituted indan-1-ylideneaminoguanidine derivatives

  摘要：

  In our efforts to discover more potent and lasting NHE1 inhibitors, we designed and synthesized a series of substituted indan-1-ylidene aminoguanidine derivatives (5). NHE1 inhibitory activity of twenty-one compounds 5 was evaluated in a rat platelet swelling assay. It is found that most of the tested compounds possess NHE1 inhibitory effects. 2-(5-methoxybenzimidazol-2-ylthio)-5-chloro-2,3-dihydroinden-1-ylidene aminoguanidine hydrobromide (5m) proved to be sixty-nine times more potent than cariporide. Furthermore, when tested in vivo, compound 5m also displayed superior cardioprotective effects against SD rat myocardial ischemic-reperfusion injury over those of cariporide. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.04.036
• 作为产物：
  描述：

  2-bromo-6-chloro-1-indanone 、 2-巯基苯并噻唑 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以42.9%的产率得到2-(benzothiazol-2-ylthio)-6-chloro-2,3-dihydroinden-1-one
  参考文献：
  名称：

  Synthesis and bioactivity of substituted indan-1-ylideneaminoguanidine derivatives

  摘要：

  In our efforts to discover more potent and lasting NHE1 inhibitors, we designed and synthesized a series of substituted indan-1-ylidene aminoguanidine derivatives (5). NHE1 inhibitory activity of twenty-one compounds 5 was evaluated in a rat platelet swelling assay. It is found that most of the tested compounds possess NHE1 inhibitory effects. 2-(5-methoxybenzimidazol-2-ylthio)-5-chloro-2,3-dihydroinden-1-ylidene aminoguanidine hydrobromide (5m) proved to be sixty-nine times more potent than cariporide. Furthermore, when tested in vivo, compound 5m also displayed superior cardioprotective effects against SD rat myocardial ischemic-reperfusion injury over those of cariporide. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.04.036

文献信息

• Synthesis and bioactivity of substituted indan-1-ylideneaminoguanidine derivatives
  作者：Rui Zhang、Jin Dong、Yun-gen Xu、Wei-yi Hua、Na Wen、Qi-dong You

  DOI：10.1016/j.ejmech.2009.04.036

  日期：2009.9

  In our efforts to discover more potent and lasting NHE1 inhibitors, we designed and synthesized a series of substituted indan-1-ylidene aminoguanidine derivatives (5). NHE1 inhibitory activity of twenty-one compounds 5 was evaluated in a rat platelet swelling assay. It is found that most of the tested compounds possess NHE1 inhibitory effects. 2-(5-methoxybenzimidazol-2-ylthio)-5-chloro-2,3-dihydroinden-1-ylidene aminoguanidine hydrobromide (5m) proved to be sixty-nine times more potent than cariporide. Furthermore, when tested in vivo, compound 5m also displayed superior cardioprotective effects against SD rat myocardial ischemic-reperfusion injury over those of cariporide. (C) 2009 Elsevier Masson SAS. All rights reserved.