2-(2-Hydroxy-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one | 338970-31-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: 2-(2-Hydroxy-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one
• 英文别名: 2-(2-hydroxyethyl)-3,5-dihydro-2H-1,5-benzothiazepin-4-one
• CAS: 338970-31-3
• 化学式: C₁₁H₁₃NO₂S
• 分子量: 223.296
• InChiKey: FSZKJOKGSDCDTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Hydroxy-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 在 硼烷四氢呋喃络合物 作用下， 生成 2-(2,3,4,5-Tetrahydro-benzo[b][1,4]thiazepin-2-yl)-ethanol
  参考文献：
  名称：

  2,5-Disubstituted 3,4-dihydro-2H-benzo[b][1,4]thiazepines as potent and selective V2 arginine vasopressin receptor antagonists

  摘要：

  A number of 2,5-disubstituted benzothiazepines were synthesized and screened for their ability to inhibit arginine vasopressin binding to the human V-2 and V-1a receptor subtypes. The more active compounds were subsequently analyzed for their antagonist activity in in vitro functional assays. The SAR showed a preference for an acidic unit appended from the benzothiazepine scaffold. This substitution pattern afforded the most potent and selective analogues in the series. The carboxymethyl analogue 4, showed a 140-fold greater selectivity for the V-2 over the V-1a receptor in the binding assay. In the cell-based functional assays this analogue was a potent and selective antagonist of the V-2 receptor. The in vitro SAR of the series and a description of the in vivo studies around compound 4 is described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.051
• 作为产物：
  描述：

  (E)-5-Hydroxy-pent-2-enoic acid (2-mercapto-phenyl)-amide 以 xylene 为溶剂， 以61%的产率得到2-(2-Hydroxy-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one
  参考文献：
  名称：

  2,5-Disubstituted 3,4-dihydro-2H-benzo[b][1,4]thiazepines as potent and selective V2 arginine vasopressin receptor antagonists

  摘要：

  A number of 2,5-disubstituted benzothiazepines were synthesized and screened for their ability to inhibit arginine vasopressin binding to the human V-2 and V-1a receptor subtypes. The more active compounds were subsequently analyzed for their antagonist activity in in vitro functional assays. The SAR showed a preference for an acidic unit appended from the benzothiazepine scaffold. This substitution pattern afforded the most potent and selective analogues in the series. The carboxymethyl analogue 4, showed a 140-fold greater selectivity for the V-2 over the V-1a receptor in the binding assay. In the cell-based functional assays this analogue was a potent and selective antagonist of the V-2 receptor. The in vitro SAR of the series and a description of the in vivo studies around compound 4 is described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.051