7-chloro-1-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine | 313673-93-7

• 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: 7-chloro-1-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine
• 英文别名: 7-Chloro-1-(4-methylphenyl)sulfonyl-2,3,4,5-tetrahydro-1-benzazepine
• CAS: 313673-93-7
• 化学式: C₁₇H₁₈ClNO₂S
• 分子量: 335.854
• InChiKey: DPXAQRGIGJVEHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-chloro-1-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine 在 甲醇 、 magnesium 作用下， 反应 4.0h， 以100%的产率得到7-氯-2,3,4,5-四氢-1H-苯并[b]氮杂卓
  参考文献：
  名称：

  Novel Design of Nonpeptide AVP V₂ Receptor Agonists:  Structural Requirements for an Agonist Having 1-(4-Aminobenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine as a Template

  摘要：

  The discovery of a series of nonpeptide arginine vasopressin V-2 receptor agonists is described. After identifying the aniline derivative 8 as our lead compound from the metabolites of compound 7 that showed antidiuretic activity by po administration to Brattleboro rats, improvements in the in vitro potency involving evaluations of the structural requirements for agonist action and optimizing the structure of the benzoyl moiety have been intensively undertaken. These studies led to compounds leg, 19a, and 23b,h,i that show patent; agonist activity for the V-2 receptor.

  DOI：

  10.1021/jm000108p
• 作为产物：
  描述：

  7-chloro-1-tosyl-2,5-dihydro-1H-benzo[b]azepine 在 10% Pd on charcoal 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 6.0h， 以100%的产率得到7-chloro-1-toluenesulfonyl-2,3,4,5-tetrahydro-1H-1-benzazepine
  参考文献：
  名称：

  顺序 Aza-Claisen 重排和闭环复分解作为 1-苯并氮杂衍生物的途径

  摘要：

  基于 aza-Claisen 重排和闭环复分解反应的顺序应用作为关键步骤的合成策略已被开发用于合成各种与药物相关的 1-苯并氮杂衍生物。

  DOI：

  10.1055/s-0028-1087298

文献信息

• Sequential Aza-Claisen Rearrangement and Ring-Closing Metathesis as a Route to 1-Benzazepine Derivatives
  作者：Shital Chattopadhyay、Debalina Ghosh、Latibuddin Thander、Sanjay Ghosh

  DOI：10.1055/s-0028-1087298

  日期：2008.12

  A synthetic strategy based on sequential application of aza-Claisen rearrangement and ring-closing metathesis reaction as key steps has been developed for the synthesis of various 1-benzazepine derivatives of pharmaceutical relevance.

  基于 aza-Claisen 重排和闭环复分解反应的顺序应用作为关键步骤的合成策略已被开发用于合成各种与药物相关的 1-苯并氮杂衍生物。
• Novel Design of Nonpeptide AVP V₂ Receptor Agonists:  Structural Requirements for an Agonist Having 1-(4-Aminobenzoyl)-2,3,4,5-tetrahydro-1<i>H</i>-1-benzazepine as a Template
  作者：Kazumi Kondo、Hidenori Ogawa、Tomoichi Shinohara、Muneaki Kurimura、Yoshihisa Tanada、Keizo Kan、Hiroshi Yamashita、Shigeki Nakamura、Takahiro Hirano、Yoshitaka Yamamura、Toyoki Mori、Michiaki Tominaga、Akiko Itai

  DOI：10.1021/jm000108p

  日期：2000.11.1

  The discovery of a series of nonpeptide arginine vasopressin V-2 receptor agonists is described. After identifying the aniline derivative 8 as our lead compound from the metabolites of compound 7 that showed antidiuretic activity by po administration to Brattleboro rats, improvements in the in vitro potency involving evaluations of the structural requirements for agonist action and optimizing the structure of the benzoyl moiety have been intensively undertaken. These studies led to compounds leg, 19a, and 23b,h,i that show patent; agonist activity for the V-2 receptor.