乙基4-(4-吡啶基)-1H-吡咯-3-羧酸酯 | 197774-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 乙基4-(4-吡啶基)-1H-吡咯-3-羧酸酯
• 中文别名: 4-(吡啶-4-基)-1H-吡咯-3-甲酸乙酯
• 英文名称: ethyl 4-(4-pyridinyl)pyrrole-3-carboxylate
• 英文别名: Ethyl 4-(pyridin-4-yl)-1H-pyrrole-3-carboxylate；ethyl 4-pyridin-4-yl-1H-pyrrole-3-carboxylate
• CAS: 197774-66-6
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: JPDVHPANJIDEHD-UHFFFAOYSA-N

物化性质

• 沸点：
  451.2±40.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  乙基4-(4-吡啶基)-1H-吡咯-3-羧酸酯 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 45.0h， 生成 (1-Biphenyl-4-ylmethyl-4-pyridin-4-yl-1H-pyrrol-3-yl)-imidazol-1-yl-methanone
  参考文献：
  名称：

  Costi, Roberta; Artico, Marino; Di Santo, Roberto, Medicinal Chemistry Research, 1999, vol. 9, # 6, p. 408 - 423

  摘要：

  DOI：
• 作为产物：
  描述：

  4-吡啶甲醛 在 sodium hydride 、 potassium carbonate 作用下， 以 乙醚 、 乙醇 、 二甲基亚砜 为溶剂， 反应 2.75h， 生成 乙基4-(4-吡啶基)-1H-吡咯-3-羧酸酯
  参考文献：
  名称：

  Antimycobacterial pyrroles: synthesis, anti- Mycobacterium tuberculosis activity and QSAR studies

  摘要：

  A number of known antifungal pyrrole derivatives and some newly synthesized compounds (5-33) were tested in vitro against Mycobacterium tuberculosis CIP 103471. The majority of rested compounds were efficient antimycobacterial agents showing MIC values ranging from 0.5 to 32 mu g/mL. A 3-D-QSAR study has been performed on these pyrrole derivatives to correlate their chemical structures with their observed inhibiting activity against M. tuberculosis. Due to the absence of information on a putative receptor responsible for this activity, classical quantitative structure-activity relationships (QSAR) and comparative molecular field analysis (CoMFA) have been applied. A model able to well correlate the antimycobacterial activity with the chemical structures of pyrrole derivatives 5-33 has been developed which is potentially helpful in the design of novel and more potent antituberculosis agents. The combination of CoMFA with classical QSAR descriptors led to a better hybrid 3-D-QSAR model, that successfully explains the structure-activity relationships (r(2) = 0.86) of the training set. A comparison between the QSAR, CoMFA and mixed QSAR-CoMFA models is also presented. The hybrid model is to be preferred, however, because of its lowest values of the average absolute error of prediction toward a limited external test set. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00061-4

文献信息

• Antimycobacterial pyrroles: synthesis, anti- Mycobacterium tuberculosis activity and QSAR studies
  作者：Rino Ragno、Garland R Marshall、Roberto Di Santo、Roberta Costi、Silvio Massa、Raffaello Rompei、Marino Artico

  DOI：10.1016/s0968-0896(00)00061-4

  日期：2000.6

  A number of known antifungal pyrrole derivatives and some newly synthesized compounds (5-33) were tested in vitro against Mycobacterium tuberculosis CIP 103471. The majority of rested compounds were efficient antimycobacterial agents showing MIC values ranging from 0.5 to 32 mu g/mL. A 3-D-QSAR study has been performed on these pyrrole derivatives to correlate their chemical structures with their observed inhibiting activity against M. tuberculosis. Due to the absence of information on a putative receptor responsible for this activity, classical quantitative structure-activity relationships (QSAR) and comparative molecular field analysis (CoMFA) have been applied. A model able to well correlate the antimycobacterial activity with the chemical structures of pyrrole derivatives 5-33 has been developed which is potentially helpful in the design of novel and more potent antituberculosis agents. The combination of CoMFA with classical QSAR descriptors led to a better hybrid 3-D-QSAR model, that successfully explains the structure-activity relationships (r(2) = 0.86) of the training set. A comparison between the QSAR, CoMFA and mixed QSAR-CoMFA models is also presented. The hybrid model is to be preferred, however, because of its lowest values of the average absolute error of prediction toward a limited external test set. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Costi, Roberta; Artico, Marino; Di Santo, Roberto, Medicinal Chemistry Research, 1999, vol. 9, # 6, p. 408 - 423
  作者：Costi, Roberta、Artico, Marino、Di Santo, Roberto、De Martino, Gabriella、Massa, Silvio、Deidda, Delia、Lampis, Giorgio、Pompei, Raffaello

  DOI：——

  日期：——