Methanesulfonic acid 2-(5-{4-[(biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-ethyl ester | 338969-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methanesulfonic acid 2-(5-{4-[(biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-ethyl ester
• CAS: 338969-98-5
• 化学式: C₃₂H₃₀N₂O₅S₂
• 分子量: 586.733
• InChiKey: GBFROBFNIGFJOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.48
• 重原子数：
  41.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  92.78
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Methanesulfonic acid 2-(5-{4-[(biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-ethyl ester 在 lithium bromide 、 sodium sulfite 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 生成 2-(5-{4-[(Biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-ethanesulfonic acid
  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：

  甲基磺酰氯 、 N-[4-[2-(2-hydroxyethyl)-3,4-dihydro-2H-1,5-benzothiazepine-5-carbonyl]phenyl]-2-phenylbenzamide 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 Methanesulfonic acid 2-(5-{4-[(biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-ethyl ester
  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