ethyl 2-cyano-3-methyl-2-[(3,4,5-trimethoxyphenyl)methyl]butanoate | 56543-97-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: ethyl 2-cyano-3-methyl-2-[(3,4,5-trimethoxyphenyl)methyl]butanoate
• CAS: 56543-97-6
• 化学式: C₁₈H₂₅NO₅
• 分子量: 335.4
• InChiKey: PQNZJGOCUMZWEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-cyano-3-methyl-2-[(3,4,5-trimethoxyphenyl)methyl]butanoate 、 硫脲 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 6-Amino-5-propan-2-yl-2-sulfanylidene-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-4-one
  参考文献：
  名称：

  6-Imino-2-thioxo-pyrimidinones as a new class of dipeptidyl peptidase IV inhibitors

  摘要：

  Dipeptidyl peptidase IV is a glycoprotein which removes N-terminal dipeptides from physiologically relevant polypeptides. An homologous series of 6-imino-2-thioxo-5-{[3,4,5-tris(methyloxy)phenyl]methyl}-2,5-dihydro-4(3H)-pyrimidinones has been tested for inhibition of DPP IV activity. The inhibitory effects at 0.1 mM were observed. Enzyme kinetic studies revealed that compounds inhibit DPP IV activity competitively. According to the molecular docking analysis, the inhibitors are anchored into the DPP IV hydrolytic site by interactions of the pyrimidinone core with Glu206, Tyr662, and Tyr547, with the alkyl chain entering the S1 pocket. We conclude that pyrimidinone-like compounds are a promising new scaffold for reversible inhibition of DPP IV.

  DOI：

  10.1007/s00044-010-9314-5
• 作为产物：
  描述：

  ethyl 2-cyano-3-(3,4,5-trimethoxyphenyl)propanoate 生成 ethyl 2-cyano-3-methyl-2-[(3,4,5-trimethoxyphenyl)methyl]butanoate
  参考文献：
  名称：

  GLUNCIC, B.;KOVACEVIC, K.

  摘要：

  DOI：

文献信息

• KUJUNDZIC, NEDJELJKO;KOVACEVIC, KRUNOSLAV;JAKOVINA, MIROSLAV;GLUNCIC, BER+, CROAT. CHEM. ACTA, 61,(1988) N 1, 121-135
  作者：KUJUNDZIC, NEDJELJKO、KOVACEVIC, KRUNOSLAV、JAKOVINA, MIROSLAV、GLUNCIC, BER+

  DOI：——

  日期：——
• GLUNCIC B.; JAKOVINA M.; KOVACEVIC K.; KUJUNDZIC N., ACTA PHARM. JUGOSL., 36,(1986) N 4, 393-404
  作者：GLUNCIC B.、 JAKOVINA M.、 KOVACEVIC K.、 KUJUNDZIC N.

  DOI：——

  日期：——