2-氧代-5-苯基-2,3-二氢-1H-1,4-苯并二氮杂卓-3-基乙酸酯 | 1760-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 中文名称: 2-氧代-5-苯基-2,3-二氢-1H-1,4-苯并二氮杂卓-3-基乙酸酯
• 英文名称: acetic acid 2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl ester
• 英文别名: 3-Acetoxy-2-oxo-5-phenyl-2.3-dihydro-1H-1.4-benzodiazepin；3-Acetoxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-on；3-acetoxy-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one；(2-Oxo-5-phenyl-1,3-dihydro-1,4-benzodiazepin-3-yl) acetate
• CAS: 1760-44-7；91402-89-0；91403-14-4
• 化学式: C₁₇H₁₄N₂O₃
• 分子量: 294.31
• InChiKey: XDQDVCJNJFUBLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-氧代-5-苯基-2,3-二氢-1H-1,4-苯并二氮杂卓-3-基乙酸酯 在 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 20.5h， 生成 3-methylamino-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：

  1,3-二氢-5-苯基-1,4-苯并二氮杂卓-2-酮 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 生成 2-氧代-5-苯基-2,3-二氢-1H-1,4-苯并二氮杂卓-3-基乙酸酯
  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

文献信息

• Benzodiazepine derivatives
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US05382664A1

  公开（公告）日：1995-01-17

  Intermediates of the formula: ##STR1## wherein R.sup.1 is tetrazolyl or imidazolyl, each of which may have an imino protective group, R.sup.2 is phenyl which may have a halogen atom, R.sup.3 is hydrogen or halogen, and A is lower alkylene, or a salt thereof. They are useful in the preparation of benzodiazepine derivatives and pharmaceutically acceptable salts thereof which are cholecystokinin (CCK) antagonists and therefore can be used as therapeutical agents for emesis, pancreatitis, satiety and appetite control, pain control, insulinoma, gastroparesis, acute obstructive cholecystitis, irritable bowel disease and carcinoma of pancreas.

  该公式的中间体：##STR1## 其中R.sup.1为四唑基或咪唑基，每个基团可能有亚胺保护基，R.sup.2为苯基，可能有卤原子，R.sup.3为氢或卤原子，A为较低的烷基或其盐。它们可用于制备苯二氮平衍生物及其药学上可接受的盐，这些衍生物是胆囊收缩素（CCK）拮抗剂，因此可用作治疗剂，用于治疗恶心、胰腺炎、饱腹感和食欲控制、疼痛控制、胰岛素瘤、胃排空障碍、急性梗阻性胆囊炎、肠易激综合征和胰腺癌。
• CATO, JOSINARI;MATSUO, TEHRUAKI
  作者：CATO, JOSINARI、MATSUO, TEHRUAKI

  DOI：——

  日期：——
• US3984545A
  申请人：——

  公开号：US3984545A

  公开（公告）日：1976-10-05
• US4970207A
  申请人：——

  公开号：US4970207A

  公开（公告）日：1990-11-13
• US5264433A
  申请人：——

  公开号：US5264433A

  公开（公告）日：1993-11-23