ethyl 1-(4-chlorobenzyl)-4-(4-pyridinyl)pyrrole-3-carboxylate | 259816-68-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl 1-(4-chlorobenzyl)-4-(4-pyridinyl)pyrrole-3-carboxylate
• 英文别名: 1-(4-Chloro-benzyl)-4-pyridin-4-yl-1H-pyrrole-3-carboxylic acid ethyl ester；ethyl 1-[(4-chlorophenyl)methyl]-4-pyridin-4-ylpyrrole-3-carboxylate
• CAS: 259816-68-7
• 化学式: C₁₉H₁₇ClN₂O₂
• 分子量: 340.809
• InChiKey: VDBUPNSNUKYTQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 1-(4-chlorobenzyl)-4-(4-pyridinyl)pyrrole-3-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以63%的产率得到[1-(4-Chloro-benzyl)-4-pyridin-4-yl-1H-pyrrol-3-yl]-methanol
  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：

  ethyl (E)-3-(4-pyridyl)propenoate 在 sodium hydroxide 、 四丁基硫酸氢铵 、 sodium hydride 作用下， 以 乙醚 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 反应 1.75h， 生成 ethyl 1-(4-chlorobenzyl)-4-(4-pyridinyl)pyrrole-3-carboxylate
  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：

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：——