2-hydroxymethyl-1,2,3-triazolo[5,1-d][1,4]benzodiazepin-2-one | 1466534-28-0

• 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: 2-hydroxymethyl-1,2,3-triazolo[5,1-d][1,4]benzodiazepin-2-one
• 英文别名: 1-(Hydroxymethyl)-5,7-dihydrotriazolo[1,5-d][1,4]benzodiazepin-6-one；1-(hydroxymethyl)-5,7-dihydrotriazolo[1,5-d][1,4]benzodiazepin-6-one
• CAS: 1466534-28-0
• 化学式: C₁₁H₁₀N₄O₂
• 分子量: 230.226
• InChiKey: UZIYOOQMBXGQKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  80
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-bromo-N-(2-iodophenyl)acetamide 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium azide 、 三乙胺 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 反应 9.67h， 生成 2-hydroxymethyl-1,2,3-triazolo[5,1-d][1,4]benzodiazepin-2-one
  参考文献：
  名称：

  Three-Step Synthesis of Triazolobenzodiazepinones via Sonogashira/Huisgen Protocol

  摘要：

  The sequential Sonogashira coupling/intramolecular azide cycloaddition (Huisgen cycloaddition) protocol was performed onto N-(2-iodophenyl)-2-azidoacetamide as the acyclic precursor giving tricyclic 1,2,3-triazolo-[5,1-d][1,4]benzodiazepin-2-ones. These target products were thus obtained through a three-step synthesis in variable yields depending upon the substituent placed onto the acetylenic counterpart. The influence of catalyst concentration, reaction temperature and reaction medium upon cycloadduct yields were also studied.

  DOI：

  10.3987/com-13-12752

文献信息

• [EN] BENZODIAZEPINES AS BROMODOMAIN INHIBITORS<br/>[FR] BENZODIAZÉPINES EN TANT QU'INHIBITEURS DE BROMODOMAINES
  申请人：CATALYST THERAPEUTICS PTY LTD

  公开号：WO2017020086A1

  公开（公告）日：2017-02-09

  The present invention provides novel benzodiazepine derivatives of Formula I or pharmaceutically acceptable derivatives, polymorphs, salts or prodrugs thereof. Said compounds have potential as bromodomain (BRD) inhibitors.

  本发明提供了式I的新型苯二氮䓬啶衍生物或其药用可接受的衍生物、多晶型、盐或前药。所述化合物具有作为溴结构域（BRD）抑制剂的潜力。
• Benzodiazepines as bromodomain inhibitors
  申请人：Catalyst Therapeutics Pty Ltd

  公开号：US10167292B2

  公开（公告）日：2019-01-01

  The present invention provides novel benzodiazepine derivatives of Formula I or pharmaceutically acceptable derivatives, polymorphs, salts or prodrugs thereof. Said compounds have potential as bromodomain (BRD) inhibitors.

  本发明提供了式 I 的新型苯并二氮杂卓衍生物或其药学上可接受的衍生物、多晶型物、盐或原药。所述化合物具有作为溴化多聚酶抑制剂（BRD）的潜力。