Ethyl-(4-propylbenzoyl)-acetat | 51725-84-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl-(4-propylbenzoyl)-acetat
• 英文别名: Ethyl (4-n-propylbenzoyl)acetate；ethyl 3-oxo-3-(4-propylphenyl)propanoate
• CAS: 51725-84-9
• 化学式: C₁₄H₁₈O₃
• mdl: MFCD07783545
• 分子量: 234.295
• InChiKey: GCLAZKVKTSKCEG-UHFFFAOYSA-N

物化性质

• 沸点：
  332.8±25.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl-(4-propylbenzoyl)-acetat 在 镍 氢气 、 溴甲酚绿 、 sodium cyanoborohydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 甲苯 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Discovery of a series of pyrrolidine-based endothelin receptor antagonists with enhanced ETA receptor selectivity

  摘要：

  Endothelins, ET-1, ET-2, and ET-3 are potent vasoconstricting and mitogenic 21-amino acid bicyclic peptides, which exert their effects upon binding to the ETA and ETB receptors. The ETA receptor mediates vasoconstriction and smooth muscle cell proliferation, and the ETB receptor mediates different effects in different tissues, including nitric oxide release from endothelial cells, and vasoconstriction in certain vascular cell types. Selective antagonists of endothelin receptor subtypes may prove useful in determining the role of endothelin in various tissue types and disease states, and hence as therapeutic agents for such diseases. The pyrrolidine carboxylic acid A-127722 has been disclosed as a potent and ETA-selective antagonist, and is currently undergoing clinical trials. In our efforts to find antagonists with altered selectivity (ETA-selective, ETB-selective, or nonselective), we investigated the SAR of the 2-substituent on the pyrrolidine. Compounds with alkyl groups at the 2-position possessed ETA selectivity improved over A-127722 (1400-fold selective), with the best of these compounds showing nearly 19,000-fold selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00022-x
• 作为产物：
  描述：

  4-丙基苯甲酸 、 ethyl potassium malonate 在 N,N'-羰基二咪唑 、 magnesium chloride 作用下， 以 四氢呋喃 为溶剂， 生成 Ethyl-(4-propylbenzoyl)-acetat
  参考文献：
  名称：

  Discovery of a series of pyrrolidine-based endothelin receptor antagonists with enhanced ETA receptor selectivity

  摘要：

  Endothelins, ET-1, ET-2, and ET-3 are potent vasoconstricting and mitogenic 21-amino acid bicyclic peptides, which exert their effects upon binding to the ETA and ETB receptors. The ETA receptor mediates vasoconstriction and smooth muscle cell proliferation, and the ETB receptor mediates different effects in different tissues, including nitric oxide release from endothelial cells, and vasoconstriction in certain vascular cell types. Selective antagonists of endothelin receptor subtypes may prove useful in determining the role of endothelin in various tissue types and disease states, and hence as therapeutic agents for such diseases. The pyrrolidine carboxylic acid A-127722 has been disclosed as a potent and ETA-selective antagonist, and is currently undergoing clinical trials. In our efforts to find antagonists with altered selectivity (ETA-selective, ETB-selective, or nonselective), we investigated the SAR of the 2-substituent on the pyrrolidine. Compounds with alkyl groups at the 2-position possessed ETA selectivity improved over A-127722 (1400-fold selective), with the best of these compounds showing nearly 19,000-fold selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00022-x

文献信息

• Synthesis and Herbicidal Evaluation of Novel 3-[(α-Hydroxy-substituted)benzylidene]pyrrolidine-2,4-diones
  作者：Youquan Zhu、Xiaomao Zou、Fangzhong Hu、Changsheng Yao、Bin Liu、Huazheng Yang

  DOI：10.1021/jf051510l

  日期：2005.11.1

  aroyl acetates with N-substituted glycine esters. The new compounds were identified by 1H NMR spectroscopy and elemental analyses. Their herbicidal activities were evaluated. Some compounds exhibited excellent herbicidal activities at a dose of 187.5 g/ha. A suitable electron-donating substituent at the 2- and/or 4-position of the phenyl ring was essential for high herbicidal activity, a result that has

  通过使不同的芳酰乙酸酯与N-取代的甘氨酸酯反应，合成了一系列3-[（（α-羟基-取代的）亚苄基]吡咯烷-2,4-二酮衍生物作为候选除草剂。通过1H NMR光谱和元素分析鉴定了这些新化合物。对它们的除草活性进行了评估。一些化合物在187.5 g / ha的剂量下表现出优异的除草活性。在苯环的2位和/或4位上合适的供电子取代基对于高除草活性是必不可少的，这一结果以前没有报道。还发现标题化合物的结构-活性关系不同于其他类似种类的较早化合物，其结果可能取决于烯醇结构的不同。
• A Quantitative Structure−Activity Relationship Study of Herbicidal Analogues of α-Hydroxy-Substituted 3-Benzylidenepyrrolidene-2,4-diones
  作者：You-quan Zhu、Pei Liu、Xue-Kai Si、Xiao-Mao Zou、Bin Liu、Hai-Bin Song、Hua-zheng Yang

  DOI：10.1021/jf061573j

  日期：2006.9.1

  A series of pyrrolidine-2,4-dione and piperidine-2,4-dione derivatives were prepared and evaluated for their herbicidal activities where some of these compounds exhibited good bioactivity against Echinochloa crus-galli in comparison with sulcotrione. Quantitative structure- activity relationship studies were performed on these compounds using physicochemical parameters ( hydrophobic, electronic, and Taft) as independent parameters and herbicidal activity as a dependent parameter, where herbicidal activity correlated best (r > 0.8) with hydrophobic (pi degrees + pi(p)), steric (Es), STERIMOL (B4), indicator (H-M), van der Waals volume (V), and electronic parameter (sigma(m) + sigma(p)) in this set of molecules; the optimum van der Waals volume for R-2 is about 41.8 A(3); when B4 is equal to 3, the target molecule possessed the lowest herbicidal activity.