((S)-5-{4-[(Biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-acetic acid

• 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: ((S)-5-{4-[(Biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-acetic acid
• 英文别名: 2-[(2S)-5-[4-[(2-phenylbenzoyl)amino]benzoyl]-3,4-dihydro-2H-1,5-benzothiazepin-2-yl]acetic acid
• 化学式: C₃₁H₂₆N₂O₄S
• 分子量: 522.624
• InChiKey: NGYIKLFRMYALTL-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Biphenyl-2-carboxylic acid {4-[(S)-2-(2-hydroxy-ethyl)-3,4-dihydro-2H-benzo[b][1,4]thiazepine-5-carbonyl]-phenyl}-amide 在 重铬酸吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到((S)-5-{4-[(Biphenyl-2-carbonyl)-amino]-benzoyl}-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-2-yl)-acetic 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

文献信息

• 2,5-Disubstituted 3,4-dihydro-2H-benzo[b][1,4]thiazepines as potent and selective V2 arginine vasopressin receptor antagonists
  作者：Maud J. Urbanski、Robert H. Chen、Keith T. Demarest、Joseph Gunnet、Richard Look、Eric Ericson、William V. Murray、Philip J. Rybczynski、Xiaoyan Zhang

  DOI：10.1016/j.bmcl.2003.08.051

  日期：2003.11

  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.