(S)-1-(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-yl)-3-m-tolylthiourea | 288269-41-0

• 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: (S)-1-(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-yl)-3-m-tolylthiourea
• 英文别名: 1-(3-methylphenyl)-3-[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]thiourea
• CAS: 288269-41-0
• 化学式: C₂₀H₂₈N₄O₂S
• 分子量: 388.534
• InChiKey: ROBFJTHBLVFFRU-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  96.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-1-(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-yl)-3-m-tolylthiourea 在 氨 、 mercury(II) oxide 作用下， 以 甲醇 为溶剂， 生成 1-(3-methylphenyl)-2-[(3S)-2-oxo-1-(2-oxo-2-pyrrolidin-1-ylethyl)azepan-3-yl]guanidine
  参考文献：
  名称：

  Synthesis and evaluation of acylguanidine FXa inhibitors

  摘要：

  A series of acylguanidine derivatives were prepared and investigated as inhibitors of Factor Xa (FXa). These compounds were made by guanidine acylation with carboxylic acids using carbonyl diimidazole (CDI) as the coupling reagent. Conditions for the rapid synthesis and purification of these compounds are described along with their ability to inhibit FXa. The best FXa inhibitor is 1 with a FXa IC50 of 6 nM. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.004
• 作为产物：
  描述：

  、 间甲苯异硫氰酸酯 以 二氯甲烷 为溶剂， 反应 0.5h， 以97%的产率得到(S)-1-(2-oxo-1-(2-oxo-2-(pyrrolidin-1-yl)ethyl)azepan-3-yl)-3-m-tolylthiourea
  参考文献：
  名称：

  Lactam compounds and their use as inhibitors of serine proteases and method

  摘要：

  提供了具有以下结构的内酰胺抑制剂 其中 Y为O或S，R4为  R7O—或R8 而R1、R2、R3、R5、R6、R7和R8如本文所定义。这些化合物是因子Xa的抑制剂，因此可用作抗凝剂，并且是胰蛋白酶抑制剂，因此在治疗哮喘方面很有用。还提供了用于治疗与血栓相关的心血管疾病以及治疗哮喘和相关疾病的方法。

  公开号：

  US06344450B1

文献信息

• Lactam compounds and their use as inhibitors of serine proteases and method
  申请人：Bristol-Myers Squibb Company

  公开号：US06344450B1

  公开（公告）日：2002-02-05

  Lactam inhibitors are provided which have the structure X is wherein Y is O or S and R4 is  R7O— or R8 and R1, R2, R3, R5, R6, R7, and R8, are as defined herein. These compounds are inhibitors of Factor Xa and thus are useful as anticoagulants, and are inhibitors of tryptase and thus are useful in treating asthma. Methods for treating cardiovascular diseases associated with thromboses and for treating asthma and related diseases are also provided.

  提供了具有以下结构的内酰胺抑制剂 其中 Y为O或S，R4为  R7O—或R8 而R1、R2、R3、R5、R6、R7和R8如本文所定义。这些化合物是因子Xa的抑制剂，因此可用作抗凝剂，并且是胰蛋白酶抑制剂，因此在治疗哮喘方面很有用。还提供了用于治疗与血栓相关的心血管疾病以及治疗哮喘和相关疾病的方法。
• Synthesis and evaluation of acylguanidine FXa inhibitors
  作者：Stephen P. O’Connor、Karnail Atwal、Chi Li、Eddie C.-K. Liu、Steven M. Seiler、Mengxiao Shi、Yan Shi、Philip D. Stein、Ying Wang

  DOI：10.1016/j.bmcl.2008.07.004

  日期：2008.8

  A series of acylguanidine derivatives were prepared and investigated as inhibitors of Factor Xa (FXa). These compounds were made by guanidine acylation with carboxylic acids using carbonyl diimidazole (CDI) as the coupling reagent. Conditions for the rapid synthesis and purification of these compounds are described along with their ability to inhibit FXa. The best FXa inhibitor is 1 with a FXa IC50 of 6 nM. (C) 2008 Elsevier Ltd. All rights reserved.