(E)-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-4-oxo-2-butenoic acid | 71149-99-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (E)-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-4-oxo-2-butenoic acid
• 英文别名: 4-oxo-4-(5,6,7,8-tetrahydro-[2]naphthyl)-trans-crotonic acid；4-Oxo-4-(5,6,7,8-tetrahydro-[2]naphthyl)-trans-crotonsaeure；trans-3-(2-Tetroyl)acrylsaeure；(E)-4-(1,2,3,4-Tetrahydronaphthalen-6-yl)-4-oxobut-2-enoic acid；(E)-4-oxo-4-(5,6,7,8-tetrahydronaphthalen-2-yl)but-2-enoic acid
• CAS: 71149-99-0
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: KJNZCWSRBFNFDG-BQYQJAHWSA-N

物化性质

• 熔点：
  147.5-148.5 °C(Solv: benzene (71-43-2))
• 沸点：
  435.6±45.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-4-oxo-2-butenoic acid 在 盐酸 作用下， 生成 2-chloro-4-oxo-4-(5,6,7,8-tetrahydro-[2]naphthyl)-butyric acid
  参考文献：
  名称：

  Martin; Stoffyn, Bulletin des Societes Chimiques Belges, 1950, vol. 59, p. 83,87

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium acetate 、 溶剂黄146 作用下， 生成 (E)-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-4-oxo-2-butenoic acid
  参考文献：
  名称：

  Martin; Stoffyn, Bulletin des Societes Chimiques Belges, 1950, vol. 59, p. 83,87

  摘要：

  DOI：

文献信息

• Julia; Varech, Bulletin de la Societe Chimique de France, 1959, p. 1463,1467
  作者：Julia、Varech

  DOI：——

  日期：——
• Julia; Bonnet, Bulletin de la Societe Chimique de France, 1957, p. 1354,1357
  作者：Julia、Bonnet

  DOI：——

  日期：——
• Martin; Stoffyn, Bulletin des Societes Chimiques Belges, 1950, vol. 59, p. 208,219
  作者：Martin、Stoffyn

  DOI：——

  日期：——
• Antiproliferative activity of aroylacrylic acids. Structure-activity study based on molecular interaction fields
  作者：Branko J. Drakulić、Tatjana P. Stanojković、Željko S. Žižak、Milan M. Dabović

  DOI：10.1016/j.ejmech.2011.04.043

  日期：2011.8

  Antiproliferative activity of 27 phenyl-substituted 4-aryl-4-oxo-2-butenoic acids (aroylacrylic acids) toward Human cervix carcinoma (HeLa). Human chronic myelogenous leukemia (K562) and Human colon tumor (LS174) cell lines in vitro are reported. Compounds are active toward all examined cell lines. The most active compounds bear two or three branched alkyl or cycloalkyl substituents on phenyl moiety having potencies in low micromolar ranges. One of most potent derivatives arrests the cell cycle at S phase in HeLa cells. The 3D QSAR study, using molecular interaction fields (MIF) and derived alignment independent descriptors (GRIND-2), rationalize the structural characteristics correlated with potency of compounds. Covalent chemistry, most possibly involved in the mode of action of reported compounds, was quantitatively accounted using frontier molecular orbitals. Pharmacophoric pattern of most potent compounds are used as a template for virtual screening, to find similar ones in database of compounds screened against DTP-NCI 60 tumor cell lines. Potency of obtained hits is well predicted. (C) 2011 Elsevier Masson SAS. All rights reserved.
• GRIGORYAN G. V.; AGBALYAN S. G., XIMIYA GETEROTSIKL. SOEDIN., 1979, HO 3, 348-351
  作者：GRIGORYAN G. V.、 AGBALYAN S. G.

  DOI：——

  日期：——