(S)-N-(1-amino-1-iminopropan-2-yl)-4-octylbenzamide hydrochloride | 1210045-06-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-N-(1-amino-1-iminopropan-2-yl)-4-octylbenzamide hydrochloride
• 英文别名: VPC94075；N-[(2S)-1-amino-1-iminopropan-2-yl]-4-octylbenzamide;hydrochloride
• CAS: 1210045-06-9
• 化学式: C₁₈H₂₉N₃O*ClH
• 分子量: 339.909
• InChiKey: NYYDHNGRNJQFDH-UQKRIMTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  79
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-N-(1-cyanoethyl)-4-octylbenzmide 在 sodium methylate 、 氯化铵 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以0.078 mmol的产率得到(S)-N-(1-amino-1-iminopropan-2-yl)-4-octylbenzamide hydrochloride
  参考文献：
  名称：

  Discovery, Biological Evaluation, and Structure−Activity Relationship of Amidine Based Sphingosine Kinase Inhibitors

  摘要：

  Sphingosine 1-phosphate (S1P), a potent phospholipid growth and trophic factor, is synthesized in vivo by two sphingosine kinases. Thus these kinases have been proposed as important drug targets for treatment of hyperproliferative diseases and inflammation. We report here a new class of amidine-based sphingosine analogues that are competitive inhibitors of sphingosine kinases exhibiting varying degrees of enzyme selectivity. These inhibitors display K(I) values in the submicromolar range for both sphingosine kinases and, in cultured vascular smooth muscle cells, decrease S1P levels and initiate growth arrest.

  DOI：

  10.1021/jm901860h

文献信息

• TREATMENT OF A DISEASE OF THE GASTROINTESTINAL TRACT WITH A S1P MODULATOR
  申请人：Progenity, Inc.

  公开号：EP3723801A1

  公开（公告）日：2020-10-21
• [EN] TREATMENT OF A DISEASE OF THE GASTROINTESTINAL TRACT WITH A S1P MODULATOR<br/>[FR] TRAITEMENT D'UNE MALADIE DU TRACTUS GASTRO-INTESTINAL AVEC UN MODULATEUR DE S1P
  申请人：PROGENITY INC

  公开号：WO2019118778A1

  公开（公告）日：2019-06-20

  This disclosure features methods and compositions for treating diseases of the gastrointestinal tract with a S1P modulator.
• Discovery, Biological Evaluation, and Structure−Activity Relationship of Amidine Based Sphingosine Kinase Inhibitors
  作者：Thomas P. Mathews、Andrew J. Kennedy、Yugesh Kharel、Perry C. Kennedy、Oana Nicoara、Manjula Sunkara、Andrew J. Morris、Brian R. Wamhoff、Kevin R. Lynch、Timothy L. Macdonald

  DOI：10.1021/jm901860h

  日期：2010.4.8

  Sphingosine 1-phosphate (S1P), a potent phospholipid growth and trophic factor, is synthesized in vivo by two sphingosine kinases. Thus these kinases have been proposed as important drug targets for treatment of hyperproliferative diseases and inflammation. We report here a new class of amidine-based sphingosine analogues that are competitive inhibitors of sphingosine kinases exhibiting varying degrees of enzyme selectivity. These inhibitors display K(I) values in the submicromolar range for both sphingosine kinases and, in cultured vascular smooth muscle cells, decrease S1P levels and initiate growth arrest.