(8-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamic acid benzyl ester | 926888-15-5

• 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: (8-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamic acid benzyl ester
• 英文别名: benzyl (8-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]-diazepin-3-yl)carbamate；(3RS)-3-benzyloxycarbonylamino-2,3-dihydro-8-methyl-5-phenyl-1H-1,4-benzodiazepin-2-one；benzyl N-(8-methyl-2-oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl)carbamate
• CAS: 926888-15-5
• 化学式: C₂₄H₂₁N₃O₃
• 分子量: 399.449
• InChiKey: NWNUWXGDMFPMGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (8-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamic acid benzyl ester 在 氢溴酸 、 溶剂黄146 作用下， 反应 0.5h， 以456 mg的产率得到3-amino-8-methyl-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one
  参考文献：
  名称：

  1,4-Benzodiazepines as Inhibitors of Respiratory Syncytial Virus

  摘要：

  Respiratory syncytial virus (RSV) is the cause of one-fifth of all lower respiratory tract infections worldwide and is increasingly being recognized as a serious threat to patient groups with poorly functioning immune systems. Our approach to finding a novel inhibitor of this virus was to screen a 20 000-member diverse library in a whole cell XTT assay. Parallel assays were carried out in the absence of virus in order to quantify any associated cell toxicity. This identified 100 compounds with IC50's less than 50 mu M. A-33903 (18), a 1,4-benzodiazepine analogue, was chosen as the starting point for lead optimization. This molecule was moderately active and demonstrated good pharmacokinetic properties. The most potent compounds identified from this work were A-58568 (47), A-58569 (44), and A-62066 (46), where modifications to the aromatic substitution enhanced potency, and A-58175 (42), where the amide linker was modified.

  DOI：

  10.1021/jm051185t
• 作为产物：
  描述：

  2-氨基-4-甲基二苯甲酮 在 4-二甲氨基吡啶 、 ammonium acetate 、 氨 、 溶剂黄146 、 1,2-二氯乙烷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 (8-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamic acid benzyl ester
  参考文献：
  名称：

  Discovery of Epigenetic Regulator I-BET762: Lead Optimization to Afford a Clinical Candidate Inhibitor of the BET Bromodomains

  摘要：

  The bromo and extra C-terminal domain (BET) family of bromodomains are involved in binding epigenetic marks on histone proteins, more specifically acetylated lysine residues. This paper describes the discovery and structure activity relationships (SAR) of potent benzodiazepine inhibitors that disrupt the function of the BET family of bromodomains (BRD2, BRD3, and BRD4). This work has yielded a potent, selective compound I-BET762 that is now under evaluation in a phase I/II clinical trial for nuclear protein in testis (NUT) midline carcinoma and other cancers.

  DOI：

  10.1021/jm401088k

文献信息

• Benzodiazepine derivatives useful as CCK-receptor antagonists
  申请人：Yamanouchi Pharmaceutical Co., Ltd.

  公开号：US05688943A1

  公开（公告）日：1997-11-18

  This invention relates to benzodiazepine derivatives which are useful as drugs exhibiting antagonism at the gastrin and/or CCK-B receptor, and to their production.

  这项发明涉及苯二氮䓬啶衍生物，这些衍生物可用作具有胃泌素和/或CCK-B受体拮抗作用的药物，并涉及它们的生产。
• BENZODIAZEPIN DERIVATIVES USEFUL AS CCK-RECEPTOR ANTAGONISTS
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0628033A1

  公开（公告）日：1994-12-14
• Benzodiazepine derivatives useful as CCK-Receptor Antagonists
  申请人：Ferring BV

  公开号：EP1342719B1

  公开（公告）日：2011-04-13
• US5688943A
  申请人：——

  公开号：US5688943A

  公开（公告）日：1997-11-18
• US5962451A
  申请人：——

  公开号：US5962451A

  公开（公告）日：1999-10-05