3,4,5,10,11,11a-hexahydro-1H-2-thia-4a,10-diazadibenzo[a,d]cycloheptene | 705966-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3,4,5,10,11,11a-hexahydro-1H-2-thia-4a,10-diazadibenzo[a,d]cycloheptene
• 英文别名: 2,4,4a,5,6,11-hexahydro-1H-[1,4]thiazino[3,4-c][1,4]benzodiazepine
• CAS: 705966-36-5
• 化学式: C₁₂H₁₆N₂S
• 分子量: 220.338
• InChiKey: JLYHJNDITYMUSR-UHFFFAOYSA-N

物化性质

• 熔点：
  68-70 °C
• 沸点：
  383.6±42.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  15.27
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3,4,5,10,11,11a-hexahydro-1H-2-thia-4a,10-diazadibenzo[a,d]cycloheptene 在 氯化铵 、 三乙胺 、 锌 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (4-Amino-2-chloro-phenyl)-(3,4,11,11a-tetrahydro-1H,5H-2-thia-4a,10-diaza-dibenzo[a,d]cyclohepten-10-yl)-methanone
  参考文献：
  名称：

  Potent nonpeptide vasopressin receptor antagonists based on oxazino- and thiazinobenzodiazepine templates

  摘要：

  Vasopressin receptor antagonists can elicit ion-sparing diuretic effects (i.e., aquaresis) in vivo by blunting the action of the circulating hypophyseal hormone arginine vasopressin. We have identified two new series of basic tricyclic benzodiazepines, represented by general structure 1, which contain compounds that bind with high affinity to human V-2 receptors. For example, (S)-(+)-8 and 5 are potent and selective V2 receptor antagonists with pronounced aquaretic activity in rats on oral administration. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.083
• 作为产物：
  描述：

  terahydro-1,4-thiazine carboxylic acid methyl ester 在 lithium aluminium tetrahydride 、 铁粉 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 3,4,5,10,11,11a-hexahydro-1H-2-thia-4a,10-diazadibenzo[a,d]cycloheptene
  参考文献：
  名称：

  Synthesis, resolution, and absolute configuration of novel tricyclic benzodiazepines

  摘要：

  The synthesis, resolution, and stereochemical characterization of novel piperazino-, thiazino-, and oxazinoberizodiazepines are described. The absolute stereochemistry of the heterotricycles was determined by using X-ray crystallography and the enantiomeric purity was determined by using Pirkle-solvent NMR techniques and chiral HPLC. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.028

文献信息

• Potent nonpeptide vasopressin receptor antagonists based on oxazino- and thiazinobenzodiazepine templates
  作者：Jay M. Matthews、William J. Hoekstra、Alexey B. Dyatkin、Leonard R. Hecker、Dennis J. Hlasta、Brenda L. Poulter、Patricia Andrade-Gordon、Lawrence de Garavilla、Keith T. Demarest、Eric Ericson、Joseph W. Gunnet、William Hageman、Richard Look、John B. Moore、Charles H. Reynolds、Bruce E. Maryanoff

  DOI：10.1016/j.bmcl.2004.03.083

  日期：2004.6

  Vasopressin receptor antagonists can elicit ion-sparing diuretic effects (i.e., aquaresis) in vivo by blunting the action of the circulating hypophyseal hormone arginine vasopressin. We have identified two new series of basic tricyclic benzodiazepines, represented by general structure 1, which contain compounds that bind with high affinity to human V-2 receptors. For example, (S)-(+)-8 and 5 are potent and selective V2 receptor antagonists with pronounced aquaretic activity in rats on oral administration. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis, resolution, and absolute configuration of novel tricyclic benzodiazepines
  作者：Jay M. Matthews、Alexey B. Dyatkin、Mary Evangelisto、Diane A. Gauthier、Leonard R. Hecker、William J. Hoekstra、Fuqiang Liu、Brenda L. Poulter、Kirk L. Sorgi、Bruce E. Maryanoff

  DOI：10.1016/j.tetasy.2004.02.028

  日期：2004.4

  The synthesis, resolution, and stereochemical characterization of novel piperazino-, thiazino-, and oxazinoberizodiazepines are described. The absolute stereochemistry of the heterotricycles was determined by using X-ray crystallography and the enantiomeric purity was determined by using Pirkle-solvent NMR techniques and chiral HPLC. (C) 2004 Elsevier Ltd. All rights reserved.