3-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylic acid ethyl ester | 292155-93-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 英文名称: 3-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylic acid ethyl ester
• 英文别名: Ethyl 3-[2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate；ethyl 3-[2-[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate
• CAS: 292155-93-2
• 化学式: C₂₁H₃₄N₄O₄
• 分子量: 406.525
• InChiKey: LLDPADPZWCKFKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylic acid ethyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 3-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylic acid
  参考文献：
  名称：

  1,2,4-Triazolo[3,4-a]pyridine as a novel, constrained template for fibrinogen receptor (GPIIb/IIIa) antagonists

  摘要：

  Conformationally constrained analogues of the GPIIb/IIIa antagonist elarofiban (RWJ-53308) have been synthesized and biologically evaluated. The 1,2,4-triazolo[3,4-a]pyridine scaffold provided potent antagonists with favorable pharmacodynamic and pharmacokinetic attributes in dogs. Compounds 12a and 13a exhibited enhancements in oral bioavailability, t(1/2), and ex vivo duration of action (inhibition of ADP-induced platelet aggregation) relative to elarofiban. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00529-7
• 作为产物：
  描述：

  乙基2-甲氧基-3,4,5,6-四氢-3-吡啶羧酸酯 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 3-[2-(1-tert-Butoxycarbonyl-piperidin-4-yl)-ethyl]-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of triazolopyridines as conformationally constrained tertiary amides

  摘要：

  Amide derivatives of cyclic amines are common templates for biologically active chemical entities. To constrain the tertiary amide moiety of N-acylpiperidine-based GPIIb/IIIa antagonists for further structure-activity study, we have prepared new 1,2,4-triazolo[4,3-a]pyridines. The syntheses of two classes of triazolopyridines are reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00632-8