methyl 8-[(5-cyano-1H-indole-3-carbonyl)amino]octanoate | 194163-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: methyl 8-[(5-cyano-1H-indole-3-carbonyl)amino]octanoate
• CAS: 194163-08-1
• 化学式: C₁₉H₂₃N₃O₃
• 分子量: 341.41
• InChiKey: NXFHXWSNQPEOMB-UHFFFAOYSA-N

物化性质

• 沸点：
  602.5±45.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  95
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 8-[(5-cyano-1H-indole-3-carbonyl)amino]octanoate 在 吡啶 、 sodium hydroxide 、 硫化氢 、 ammonium acetate 、 potassium carbonate 、 苯甲醚 、 三氟乙酸 、 碘甲烷 作用下， 生成 8-[(5-Carbamimidoyl-1H-indole-3-carbonyl)-amino]-octanoic acid
  参考文献：
  名称：

  Platelet glycoprotein IIb–IIIa receptor (GPIIb–IIIa) antagonists derived from amidinoindoles

  摘要：

  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.

  DOI：

  10.1016/0960-894x(95)00563-9
• 作为产物：
  描述：

  5-氰基吲哚-3-甲醛 在 4-二甲氨基吡啶 、 sodium chlorite 、 sodium dihydrogenphosphate 、 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 作用下， 生成 methyl 8-[(5-cyano-1H-indole-3-carbonyl)amino]octanoate
  参考文献：
  名称：

  Platelet glycoprotein IIb–IIIa receptor (GPIIb–IIIa) antagonists derived from amidinoindoles

  摘要：

  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.

  DOI：

  10.1016/0960-894x(95)00563-9

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.