methyl 1-[3-chloro4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-1H-pyrazole-3-carboxylate | 561322-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 1-[3-chloro4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-1H-pyrazole-3-carboxylate
• 英文别名: methyl 1-[3-chloro-4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-1H-pyrazole-3-carboxylate；methyl 1-[3-chloro-4-(6,11-dihydropyrrolo[2,1-c][1,4]benzodiazepine-5-carbonyl)phenyl]pyrazole-3-carboxylate
• CAS: 561322-11-0
• 化学式: C₂₄H₁₉ClN₄O₃
• 分子量: 446.893
• InChiKey: HJOGYHRNRLRMMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 1-[3-chloro4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-1H-pyrazole-3-carboxylate 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 {1-[3-Chloro-4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-1H-pyrazol-3-yl}methanol
  参考文献：
  名称：

  Identification and synthesis of major metabolites of Vasopressin V2-receptor agonist WAY-151932, and antagonist, Lixivaptan®

  摘要：

  Small molecule agonists and antagonists of the V-2-vasopressin receptor have been discovered and have undergone clinical trials. In conjunction with these discovery programs, the synthesis and biological testing of various metabolites associated with these clinical targets were actively pursued. We now report the results of our synthetic efforts and the corresponding biological data generated for several of the metabolites of WAY-151932 and CL-347985 (Lixivaptan (R)). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.053
• 作为产物：
  描述：

  甲醇 、 1-(3-chloro-4-(chlorocarbonyl)phenyl)-1H-pyrazole-3-carbonyl chloride 、 10,11-二氢-5H-苯并[E]吡咯并[1,2-a][1,4]二氮杂卓 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 2-chloro-4-[3-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)-1H-pyrazol-1-yl]benzoate 、 methyl 1-[3-chloro4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)phenyl]-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Identification and synthesis of major metabolites of Vasopressin V2-receptor agonist WAY-151932, and antagonist, Lixivaptan®

  摘要：

  Small molecule agonists and antagonists of the V-2-vasopressin receptor have been discovered and have undergone clinical trials. In conjunction with these discovery programs, the synthesis and biological testing of various metabolites associated with these clinical targets were actively pursued. We now report the results of our synthetic efforts and the corresponding biological data generated for several of the metabolites of WAY-151932 and CL-347985 (Lixivaptan (R)). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.053

文献信息

• Biologically active vasopressin agonist metabolites
  申请人：Wyeth

  公开号：US20030134845A1

  公开（公告）日：2003-07-17

  Novel compounds of Formula (I) 1 and pharmaceutically acceptable salts thereof, and pharmaceutical formulations containing such compounds which are useful as anti-aquaretic agents in the treatment of nocturnal urinary enuresis, nocturnal urinary urgency, and/or similar conditions.

  本发明涉及一种式（I）的新化合物及其药学上可接受的盐，以及含有这种化合物的制剂。这些化合物在夜间尿床、夜间尿急和/或类似情况的治疗中作为抗利尿剂非常有用。
• [EN] PYRROLO`2,1-C!`1,4! BENZODIAZEPINES AS VASOPRESSIN AGONISTS<br/>[FR] PYRROLO`2,1-C!`1,4! BENZODIAZEPINES UTILISES EN TANT QU'AGONISTES DE LA VASOPRESSINE
  申请人：WYETH CORP

  公开号：WO2004060894A1

  公开（公告）日：2004-07-22

  Novel compounds of Formula (I) (I) and pharmaceutically acceptable salts thereof, and pharmaceutical formulations containing such compounds which are useful as anti-aquaretic agents in the treatment of nocturnal urinary enuresis, nocturnal urinary urgency, and/or similar conditions.

  化合物公式（I）（I）及其药学上可接受的盐，以及含有这些化合物的药物配方，可用作治疗夜间尿床、夜间尿急和/或类似疾病的抗利尿剂。
• PYRROLO'2,1-C!'1,4! BENZODIAZEPINES AS VASOPRESSIN AGONISTS
  申请人：Wyeth

  公开号：EP1572694A1

  公开（公告）日：2005-09-14
• PYRROLO[2,1-C][1,4] BENZODIAZEPINES AS VASOPRESSIN AGONISTS
  申请人：Wyeth

  公开号：EP1572694B1

  公开（公告）日：2008-10-08
• US7138393B2
  申请人：——

  公开号：US7138393B2

  公开（公告）日：2006-11-21