1-(3-amino-4-methylamino-phenyl)-cyclopropanecarboxylic acid | 236418-13-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(3-amino-4-methylamino-phenyl)-cyclopropanecarboxylic acid
• 英文别名: 1-[3-Amino-4-(methylamino)phenyl]cyclopropane-1-carboxylic acid
• CAS: 236418-13-6
• 化学式: C₁₁H₁₄N₂O₂
• 分子量: 206.244
• InChiKey: VIEZEVJUDQVCNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(3-amino-4-methylamino-phenyl)-cyclopropanecarboxylic acid 在 盐酸 、 sodium hydroxide 、 乙醇 、 TEA 、 叠氮磷酸二苯酯 、 potassium tert-butylate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 反应 58.0h， 生成 N-{1-[3-(4-Carbamimidoyl-benzyl)-1-methyl-2-oxo-1,2-dihydro-quinoxalin-6-yl]-cyclopropyl}-N-cyclopentyl-malonamic acid
  参考文献：
  名称：

  Heterocyclic thrombin inhibitors. Part 2: quinoxalinone derivatives as novel, potent antithrombotic agents

  摘要：

  Quinoxalinone derivatives as prototypes of dual thrombin and factor Xa inhibitors have been discovered. Nanotnolar inhibition of both coagulation enzymes resulted in very potent antithrombotic activity in vitro. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0960-894x(03)00443-8
• 作为产物：
  描述：

  1-(4-氯苯基)-1-环丙烷羧酸 在 palladium on activated charcoal 氢气 、 硝酸 作用下， 以 甲醇 、 水 为溶剂， 反应 5.0h， 生成 1-(3-amino-4-methylamino-phenyl)-cyclopropanecarboxylic acid
  参考文献：
  名称：

  Heterocyclic thrombin inhibitors. Part 2: quinoxalinone derivatives as novel, potent antithrombotic agents

  摘要：

  Quinoxalinone derivatives as prototypes of dual thrombin and factor Xa inhibitors have been discovered. Nanotnolar inhibition of both coagulation enzymes resulted in very potent antithrombotic activity in vitro. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0960-894x(03)00443-8

文献信息

• Bicyclic heterocycles, the preparation thereof, and their use as
  申请人：Boehringer Ingelheim Pharma KG

  公开号：US06114532A1

  公开（公告）日：2000-09-05

  The present invention relates to 5-membered heterocyclic condensed benzoderivatives of formula ##STR1## wherein R.sub.a to R.sub.c, A, X and Y are defined as in claim 1, the tautomers, stereoisomers, mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases which have valuable properties. The compounds of the above formula I wherein R.sub.c denotes a cyano group are valuable intermediates for preparing the other compounds of formula I, and the compounds of the above formula I wherein R.sub.c denotes one of the following amidino groups and the tautomers and stereoisomers thereof have valuable pharmacological properties, particularly an antithrombotic activity.

  本发明涉及公式##STR1##的5-成员杂环融合苯衍生物，其中R.sub.a至R.sub.c，A，X和Y的定义如权利要求1中所定义，其互变异构体，立体异构体，其混合物及其盐，特别是其与具有有价值性质的无机或有机酸或碱的生理上可接受的盐。上述公式I中R.sub.c表示氰基的化合物是制备公式I的其他化合物的有价值中间体，上述公式I中R.sub.c表示以下氨基甲酰基基团之一的化合物及其互变异构体和立体异构体具有有价值的药理学性质，特别是抗血栓活性。
• US6114532A
  申请人：——

  公开号：US6114532A

  公开（公告）日：2000-09-05
• Heterocyclic thrombin inhibitors. Part 2: quinoxalinone derivatives as novel, potent antithrombotic agents
  作者：Uwe J. Ries、Henning W.M. Priepke、Norbert H. Hauel、Sandra Handschuh、Gerhard Mihm、Jean M. Stassen、Wolfgang Wienen、Herbert Nar

  DOI：10.1016/s0960-894x(03)00443-8

  日期：2003.7

  Quinoxalinone derivatives as prototypes of dual thrombin and factor Xa inhibitors have been discovered. Nanotnolar inhibition of both coagulation enzymes resulted in very potent antithrombotic activity in vitro. (C) 2003 Published by Elsevier Ltd.