tert-butyl N-(3-cyanophenyl)glycinate | 194162-74-8

• 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: tert-butyl N-(3-cyanophenyl)glycinate
• 英文别名: tert-butyl 2-(3-cyanoanilino)acetate
• CAS: 194162-74-8
• 化学式: C₁₃H₁₆N₂O₂
• mdl: MFCD12651050
• 分子量: 232.282
• InChiKey: GYCMDEZNSFZKNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl N-(3-cyanophenyl)glycinate 在 吡啶 、 4-二甲氨基吡啶 、 TEA 、 硫化氢 、 ammonium acetate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 、 碘甲烷 作用下， 以 二氯甲烷 为溶剂， 反应 82.0h， 生成 7-[2-(3-Carbamimidoyl-phenylamino)-acetylamino]-heptanoic acid tert-butyl ester
  参考文献：
  名称：

  Use of Conformationally Restricted Benzamidines as Arginine Surrogates in the Design of Platelet GPIIb-IIIa Receptor Antagonists

  摘要：

  The use of 5,6-bicyclic amidines as arginine surrogates in the design of a novel class of potent platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists is described. The additional conformational restriction offered by the bicyclic nucleus results in 20-400-fold increases in potency compared to the freely flexible, acyclic benzamidine counterpart. The design, synthesis, structure-activity relationships (SAR), and in vitro activity of this novel class of GPIIb-IIIa antagonists are presented.

  DOI：

  10.1021/jm970020k
• 作为产物：
  描述：

  N-(3-cyanophenyl)-2-nitrobenzenesulfonamide 在 caesium carbonate 、 十二硫醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl N-(3-cyanophenyl)glycinate
  参考文献：
  名称：

  AMIDINOANILINE DERIVATIVE

  摘要：

  提供了一种具有活化血凝血因子X抑制活性的新型胍衍生物，其制备方法，制备中间体以及含有该胍衍生物的药物组合物。所述胍胺苯衍生物如下式（1-1）所代表或其药用可接受的盐：<在式（1-1）中，每个符号如描述中定义>，以及含有该胍胺苯衍生物或其药用可接受的盐的药物组合物。

  公开号：

  US20130023563A1

文献信息

• Platelet glycoprotein IIb–IIIa receptor (GPIIb–IIIa) antagonists derived from amidinoindoles
  作者：Daniel J. Sall、Ann E. Arfsten、Dennis R. Berry、Michael L. Denney、Cathy S. Harms、Jefferson R. McCowan、Judith K. Ray、Robert M. Scarborough、Suzane L. Um、Barbara G. Utterback、Joseph A. Jakubowski

  DOI：10.1016/0960-894x(95)00563-9

  日期：1996.1

  A series of substituted amidinoindoles have been prepared as mimics of the RGD sequence and were studied as antagonists of the platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa). The agents were potent and selective antagonists of GPIIb-IIIa. Compared to their acyclic counterparts, the amidinoindole series bound with 10- to 20-fold greater affinity, indicating the advantages of added conformational restriction and/or hydrophobicity in the basic region of RGD mimics.
• Use of Conformationally Restricted Benzamidines as Arginine Surrogates in the Design of Platelet GPIIb-IIIa Receptor Antagonists
  作者：Daniel J. Sall、Ann E. Arfsten、Jolie A. Bastian、Michael L. Denney、Cathy S. Harms、Jefferson R. McCowan、John M. Morin,、Jack W. Rose、Robert M. Scarborough、Mark S. Smyth、Suzane L. Um、Barbara G. Utterback、Robert T. Vasileff、James H. Wikel、Virginia L. Wyss、Joseph A. Jakubowski

  DOI：10.1021/jm970020k

  日期：1997.8.1

  The use of 5,6-bicyclic amidines as arginine surrogates in the design of a novel class of potent platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists is described. The additional conformational restriction offered by the bicyclic nucleus results in 20-400-fold increases in potency compared to the freely flexible, acyclic benzamidine counterpart. The design, synthesis, structure-activity relationships (SAR), and in vitro activity of this novel class of GPIIb-IIIa antagonists are presented.
• AMIDINOANILINE DERIVATIVE
  申请人：AJINOMOTO CO., INC.

  公开号：US20130023563A1

  公开（公告）日：2013-01-24

  Provided are a novel amidine derivative having an activated blood coagulation factor X inhibitory activity, a production method thereof, a production intermediate therefor, and a pharmaceutical composition containing the amidine derivative. An amidinoaniline derivative represented by the following formula (1-1) or a pharmaceutically acceptable salt thereof: , and a pharmaceutical composition containing the amidinoaniline derivative or a pharmaceutically acceptable salt thereof.

  提供了一种具有活化血凝血因子X抑制活性的新型胍衍生物，其制备方法，制备中间体以及含有该胍衍生物的药物组合物。所述胍胺苯衍生物如下式（1-1）所代表或其药用可接受的盐：<在式（1-1）中，每个符号如描述中定义>，以及含有该胍胺苯衍生物或其药用可接受的盐的药物组合物。