methyl 8-amino-2-(2-chloropyridin-3-yl)-3H-1,3-benzodiazepine-4-carboxylate | 262863-81-0

• 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 8-amino-2-(2-chloropyridin-3-yl)-3H-1,3-benzodiazepine-4-carboxylate
• CAS: 262863-81-0
• 化学式: C₁₆H₁₃ClN₄O₂
• 分子量: 328.758
• InChiKey: BADMSUGVJXQYFY-UHFFFAOYSA-N

物化性质

• 沸点：
  566.1±50.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 8-amino-2-(2-chloropyridin-3-yl)-3H-1,3-benzodiazepine-4-carboxylate 在 lithium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-(2-chloropyridin-3-yl)-8-[(3,5-dichloropyridine-4-carbonyl)amino]-3H-1,3-benzodiazepine-4-carboxylic acid
  参考文献：
  名称：

  Dehydrophenylalanine derivatives as VLA-4 integrin antagonists

  摘要：

  We describe a series of dehydrophenylalanine derivatives where the Z isomers are potent VLA-4 antagonists but are subject to rapid biliary clearance and the E isomers have poor activity but have a slower rate of clearance. These configurationally constrained molecules have led to the design of a novel class of benzodiazepine VLA-4 antagonists. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00019-2
• 作为产物：
  描述：

  2-氨基-4-硝基苯甲醇 在 盐酸 、 manganese(IV) oxide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三苯基膦 、 tin(ll) chloride 、 sodium nitrite 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 methyl 8-amino-2-(2-chloropyridin-3-yl)-3H-1,3-benzodiazepine-4-carboxylate
  参考文献：
  名称：

  Dehydrophenylalanine derivatives as VLA-4 integrin antagonists

  摘要：

  We describe a series of dehydrophenylalanine derivatives where the Z isomers are potent VLA-4 antagonists but are subject to rapid biliary clearance and the E isomers have poor activity but have a slower rate of clearance. These configurationally constrained molecules have led to the design of a novel class of benzodiazepine VLA-4 antagonists. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00019-2

文献信息

• US6274577B1
  申请人：——

  公开号：US6274577B1

  公开（公告）日：2001-08-14
• Dehydrophenylalanine derivatives as VLA-4 integrin antagonists
  作者：John R. Porter、Sarah C. Archibald、Julien A. Brown、Kirstie Childs、David Critchley、John C. Head、Ted A.H. Parton、Martyn K. Robinson、Anthony Shock、Richard J. Taylor、Graham J. Warrellow

  DOI：10.1016/s0960-894x(03)00019-2

  日期：2003.3

  We describe a series of dehydrophenylalanine derivatives where the Z isomers are potent VLA-4 antagonists but are subject to rapid biliary clearance and the E isomers have poor activity but have a slower rate of clearance. These configurationally constrained molecules have led to the design of a novel class of benzodiazepine VLA-4 antagonists. (C) 2003 Elsevier Science Ltd. All rights reserved.