cyclohexyl (S)-3-(2-aminoacetamido)-4-(((S)-1,3-bis(benzyloxy)-1-oxopropan-2-yl)amino)-4-oxobutanoate | 788804-09-1

• 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: cyclohexyl (S)-3-(2-aminoacetamido)-4-(((S)-1,3-bis(benzyloxy)-1-oxopropan-2-yl)amino)-4-oxobutanoate
• CAS: 788804-09-1
• 化学式: C₂₉H₃₇N₃O₇
• 分子量: 539.629
• InChiKey: BFWKIDGSTBQWLH-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  39.0
• 可旋转键数：
  14.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  146.05
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  cyclohexyl (S)-3-(2-aminoacetamido)-4-(((S)-1,3-bis(benzyloxy)-1-oxopropan-2-yl)amino)-4-oxobutanoate 在 盐酸 、 氢氟酸 、 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 生成 (S)-N-((S)-1-Carboxy-2-hydroxy-ethyl)-3-[2-((S)-5-guanidino-2-{[(S)-1-(4-hydroxy-3,5-dimethoxy-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carbonyl]-amino}-pentanoylamino)-acetylamino]-succinamic acid
  参考文献：
  名称：

  Dual-acting agents that possess free radical scavenging and antithrombotic activities: Design, synthesis, and evaluation of phenolic tetrahydro-β-carboline RGD peptide conjugates

  摘要：

  A new approach to construct a single dual-acting agent is described. Compounds 6a-c are potent free radical scavengers as demonstrated by the EC50 values in PC12 cell survival assay in term of NO, H2O2, and (OH)-O-. scavenging activity. The Ach-induced vaso-relaxation assay further confirms the potent NO scavenging activity of compounds 6a-c. In addition, 6a-c are efficacious in a rat arterial thrombosis, and are active in ADP- or PAF-induced in vitro platelet aggregation assay, suggesting that compounds 6a-c also possess anti-thrombotic activities. Since both free radical and thrombogenesis are important risk factors in myocardial ischemic/reperfusion injuries, these dual-acting agents having both free radical scavenging and antithrombolic activities may potentially be beneficial toward their treatment. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.024
• 作为产物：
  描述：

  Boc-Asp(OcHex)-Ser(Bzl)-OBzl 生成 cyclohexyl (S)-3-(2-aminoacetamido)-4-(((S)-1,3-bis(benzyloxy)-1-oxopropan-2-yl)amino)-4-oxobutanoate
  参考文献：
  名称：

  Dual-acting agents that possess free radical scavenging and antithrombotic activities: Design, synthesis, and evaluation of phenolic tetrahydro-β-carboline RGD peptide conjugates

  摘要：

  A new approach to construct a single dual-acting agent is described. Compounds 6a-c are potent free radical scavengers as demonstrated by the EC50 values in PC12 cell survival assay in term of NO, H2O2, and (OH)-O-. scavenging activity. The Ach-induced vaso-relaxation assay further confirms the potent NO scavenging activity of compounds 6a-c. In addition, 6a-c are efficacious in a rat arterial thrombosis, and are active in ADP- or PAF-induced in vitro platelet aggregation assay, suggesting that compounds 6a-c also possess anti-thrombotic activities. Since both free radical and thrombogenesis are important risk factors in myocardial ischemic/reperfusion injuries, these dual-acting agents having both free radical scavenging and antithrombolic activities may potentially be beneficial toward their treatment. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.024