methyl 3-[(3S)-7-chloro-5-(2-fluorophenyl)-2-(methylamino)-3H-1,4-benzodiazepin-3-yl]propanoate | 308242-45-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 3-[(3S)-7-chloro-5-(2-fluorophenyl)-2-(methylamino)-3H-1,4-benzodiazepin-3-yl]propanoate
• 英文别名: 3-[(S)-7-Chloro-5-(2-fluoro-phenyl)-2-methylamino-3H-benzo[e][1,4]diazepin-3-yl]-propionic acid methyl ester；methyl 3-[(3S)-7-chloro-5-(2-fluorophenyl)-2-methylimino-1,3-dihydro-1,4-benzodiazepin-3-yl]propanoate
• CAS: 308242-45-7
• 化学式: C₂₀H₁₉ClFN₃O₂
• 分子量: 387.841
• InChiKey: GBLHSUPBJDLBCT-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-[(3S)-7-chloro-5-(2-fluorophenyl)-2-(methylamino)-3H-1,4-benzodiazepin-3-yl]propanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Relating the Structure, Activity, and Physical Properties of Ultrashort-Acting Benzodiazepine Receptor Agonists

  摘要：

  The ultrashort-acting benzodiazepine (USA BZD) agonists reported previously have been structurally modified to improve aqueous solubility. Lactam-to-amidine modifications, replacement of the C5-haloaryl ring, and annulation of heterocycles are presented. These analogues retain BZD receptor potency and full agonism profiles. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00513-9
• 作为产物：
  描述：

  (S)-methyl 3-(7-chloro-2-oxo-5-(2-fluorophenyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)propanoate 在 劳森试剂 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 methyl 3-[(3S)-7-chloro-5-(2-fluorophenyl)-2-(methylamino)-3H-1,4-benzodiazepin-3-yl]propanoate
  参考文献：
  名称：

  Relating the Structure, Activity, and Physical Properties of Ultrashort-Acting Benzodiazepine Receptor Agonists

  摘要：

  The ultrashort-acting benzodiazepine (USA BZD) agonists reported previously have been structurally modified to improve aqueous solubility. Lactam-to-amidine modifications, replacement of the C5-haloaryl ring, and annulation of heterocycles are presented. These analogues retain BZD receptor potency and full agonism profiles. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00513-9

文献信息

• [EN] SHORT-ACTING BENZODIAZEPINES<br/>[FR] BENZODIAZEPINES A ACTION BREVE
  申请人：GLAXO GROUP LTD

  公开号：WO2000069836A1

  公开（公告）日：2000-11-23

  It has now been found that compounds of the present invention as described in Benzodiazepine derivatives of Formula (I) containing a carboxylic ester moiety and thereby capable of being inactivated by nonspecific tissue esterases in an organ-independent elimination mechanism and thereby providing a more predictable and reproducible pharmacodynamic profile. The compounds of the present invention are suitable for therapeutic purposes, including sedative-hypnotic, anxiolytic, muscle relaxant and anticonvulsant purposes and are useful to be administered intravenously in the following clinical settings: preoperative sedation, anxiolysis, and amnestic use for perioperative events; conscious sedation during short diagnostic, operative or endoscopic procedures; as a component for the induction and maintenance of general anesthesia, prior and/or concomitant to the administration of other anesthetic agents; ICU sedation.

  已经发现，本发明中所描述的含有羧酸酯基团的苯二氮平衍生物（公式（I））化合物能够被非特异性组织酯酶失活，从而实现器官无关的排泄机制，从而提供更可预测和可重复的药效学特性。本发明的化合物适用于治疗目的，包括镇静催眠、抗焦虑、肌肉松弛和抗惊厥目的，并且适用于以下临床设置的静脉内给药：术前镇静、抗焦虑和对围手术期事件的遗忘使用；短期诊断、手术或内窥镜检查的有意识镇静；作为诱导和维持全身麻醉的组分，在其他麻醉剂给药之前和/或同时给药；重症监护室镇静。
• Short-acting benzodiazepines
  申请人：Feldman L. Paul

  公开号：US20070093475A1

  公开（公告）日：2007-04-26

  The present invention provides a compound of formula (I): wherein all variables are as defined herein, pharmaceutical formulations containing the same, processes for preparing the same and their use therapy.

  本发明提供了一种化合物，其化学式为(I)：其中所有变量均如本文所定义，包含该化合物的制药配方，制备该化合物的方法以及它们在治疗中的使用。
• SHORT-ACTING BENZODIAZEPINES
  申请人：CeNes Limited

  公开号：EP1183243B1

  公开（公告）日：2006-02-08
• US7160880B1
  申请人：——

  公开号：US7160880B1

  公开（公告）日：2007-01-09
• US7435730B2
  申请人：——

  公开号：US7435730B2

  公开（公告）日：2008-10-14