1-Ethoxycarbonylmethyl-1H-indole-5-carboxylic acid | 478283-37-3

• 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: 1-Ethoxycarbonylmethyl-1H-indole-5-carboxylic acid
• 英文别名: 1-(2-Ethoxy-2-oxoethyl)indole-5-carboxylic acid；1-(2-ethoxy-2-oxoethyl)indole-5-carboxylic acid
• CAS: 478283-37-3
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: OPHYPDJXNSXPDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Ethoxycarbonylmethyl-1H-indole-5-carboxylic acid 在 盐酸 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(5-{[2(pyridin-4-yl)-2,8-diazaspiro[4.5]dec-8-yl]carbonyl}-1H-1-indolyl)acetic acid
  参考文献：
  名称：

  Spirocyclic nonpeptide glycoprotein IIb–IIIa antagonists. Part 3: synthesis and SAR of potent and specific 2,8-diazaspiro[4.5]decanes

  摘要：

  The synthesis and biological activity of analogues containing spiro piperidinylpyridine and pyrrolidinylpyridine templates are described. The potent activity of these compounds as platelet aggregation inhibitors demonstrates the utility of the spiro structures as central template for nonpeptide RGD mimics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00095-1
• 作为产物：
  描述：

  吲哚-5-羧酸 、 溴乙酸乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-Ethoxycarbonylmethyl-1H-indole-5-carboxylic acid
  参考文献：
  名称：

  Spirocyclic nonpeptide glycoprotein IIb–IIIa antagonists. Part 3: synthesis and SAR of potent and specific 2,8-diazaspiro[4.5]decanes

  摘要：

  The synthesis and biological activity of analogues containing spiro piperidinylpyridine and pyrrolidinylpyridine templates are described. The potent activity of these compounds as platelet aggregation inhibitors demonstrates the utility of the spiro structures as central template for nonpeptide RGD mimics. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00095-1

文献信息

• Spirocyclic nonpeptide glycoprotein IIb–IIIa antagonists. Part 3: synthesis and SAR of potent and specific 2,8-diazaspiro[4.5]decanes
  作者：Mukund M. Mehrotra、Julie A. Heath、Jack W. Rose、Mark S. Smyth、Joseph Seroogy、Deborah L. Volkots、Gerd Ruhter、Theo Schotten、Lisa Alaimo、Gary Park、Anjali Pandey、Robert M. Scarborough

  DOI：10.1016/s0960-894x(02)00095-1

  日期：2002.4

  The synthesis and biological activity of analogues containing spiro piperidinylpyridine and pyrrolidinylpyridine templates are described. The potent activity of these compounds as platelet aggregation inhibitors demonstrates the utility of the spiro structures as central template for nonpeptide RGD mimics. (C) 2002 Elsevier Science Ltd. All rights reserved.