3-{[4-(Trifluoromethyl)phenyl]carbamoyl}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid | 1052571-53-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-{[4-(Trifluoromethyl)phenyl]carbamoyl}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• 英文别名: 3-[[4-(trifluoromethyl)phenyl]carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
• CAS: 1052571-53-5
• 化学式: C₁₆H₁₄F₃NO₃
• mdl: MFCD06064029
• 分子量: 325.287
• InChiKey: HGMZHRFNURAWFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-{[4-(Trifluoromethyl)phenyl]carbamoyl}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 在 sodium acetate 、 乙酸酐 作用下， 反应 7.0h， 生成 exo-N-4-trifluoromethylphenyl-norbornene-5,6-dicarboximide 、 endo-N-4-trifluoromethylphenyl-norbornene-5,6-dicarboximide
  参考文献：
  名称：

  The effect of fluorine atoms on gas transport properties of new polynorbornene dicarboximides

  摘要：

  The new N-4-trifluoromethylphenyl-norbornene-5,6-dicarboximide (2a) and N-3,5-bis(trifluoromethyl)phenyl-norbornene-5,6-dicarboximide (2b) mixtures of exo and endo monomers were synthesized and polymerized via ring opening metathesis polymerization (ROMP) using bis(tricyclohexylphosphine) benzylidene ruthenium(IV) dichloride (I) and tricyclohexylphosphine 11,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene] ruthenium dichloride (II) to produce the corresponding polynorbornene dicarboximides Poly-2a and Poly-2b, respectively. The transport of five gases He. N-2, O-2, CO2 and CH4 across membranes prepared from Poly-2a was determined at 35 degrees C using a constant volume permeation cell. The gas transport properties of the fluorine containing polymer Poly2a were compared with those found for membranes from non-fluorinated poly(N-phenyl-exo-elidonorbornene-5,6-dicarboximide) (P-PhNDI). Gas permeability, diffusion and solubility coefficients of the fluorine containing polynorbornene Poly-2a were up to an order of magnitude larger than those of the non-fluorinated one. Poly-2a was found to have one of the largest gas transport coefficients reported to date in glassy polynorbornene dicarboximides. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.09.011
• 作为产物：
  描述：

  纳迪克酸酐 、 对三氟甲基苯胺 以 二氯甲烷 为溶剂， 以9.7 g的产率得到3-{[4-(Trifluoromethyl)phenyl]carbamoyl}bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
  参考文献：
  名称：

  The effect of fluorine atoms on gas transport properties of new polynorbornene dicarboximides

  摘要：

  The new N-4-trifluoromethylphenyl-norbornene-5,6-dicarboximide (2a) and N-3,5-bis(trifluoromethyl)phenyl-norbornene-5,6-dicarboximide (2b) mixtures of exo and endo monomers were synthesized and polymerized via ring opening metathesis polymerization (ROMP) using bis(tricyclohexylphosphine) benzylidene ruthenium(IV) dichloride (I) and tricyclohexylphosphine 11,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene] ruthenium dichloride (II) to produce the corresponding polynorbornene dicarboximides Poly-2a and Poly-2b, respectively. The transport of five gases He. N-2, O-2, CO2 and CH4 across membranes prepared from Poly-2a was determined at 35 degrees C using a constant volume permeation cell. The gas transport properties of the fluorine containing polymer Poly2a were compared with those found for membranes from non-fluorinated poly(N-phenyl-exo-elidonorbornene-5,6-dicarboximide) (P-PhNDI). Gas permeability, diffusion and solubility coefficients of the fluorine containing polynorbornene Poly-2a were up to an order of magnitude larger than those of the non-fluorinated one. Poly-2a was found to have one of the largest gas transport coefficients reported to date in glassy polynorbornene dicarboximides. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.09.011

文献信息

• [EN] DERIVATIVES OF CYCLOALKYL- AND CYCLOALKENYL-1,2-DICARBOXYLIC ACID COMPOUNDS HAVING FORMYL PEPTIDE RECEPTOR LIKE-1 (FPRL-1) AGONIST OR ANTAGONIST ACTIVITY<br/>[FR] DÉRIVÉS D'ACIDES CYCLOALKYL- ET CYCLOALCÉNYL-1,2-DICARBOXYLIQUES PRÉSENTANT UNE ACTIVITÉ AGONISTE OU ANTAGONISTE DU RÉCEPTEUR FPRL-1
  申请人：ALLERGAN INC

  公开号：WO2011163502A1

  公开（公告）日：2011-12-29

  The invention provides well defined compounds having FPRL-1 agonist or antagonist activity. As such, the compounds of the invention are useful for treating a variety of ocular disorders.
• The effect of fluorine atoms on gas transport properties of new polynorbornene dicarboximides
  作者：Joel Vargas、Araceli Martínez、Arlette A. Santiago、Mikhail A. Tlenkopatchev、Rubén Gaviño、Manuel Aguilar-Vega

  DOI：10.1016/j.jfluchem.2008.09.011

  日期：2009.2

  The new N-4-trifluoromethylphenyl-norbornene-5,6-dicarboximide (2a) and N-3,5-bis(trifluoromethyl)phenyl-norbornene-5,6-dicarboximide (2b) mixtures of exo and endo monomers were synthesized and polymerized via ring opening metathesis polymerization (ROMP) using bis(tricyclohexylphosphine) benzylidene ruthenium(IV) dichloride (I) and tricyclohexylphosphine 11,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene] ruthenium dichloride (II) to produce the corresponding polynorbornene dicarboximides Poly-2a and Poly-2b, respectively. The transport of five gases He. N-2, O-2, CO2 and CH4 across membranes prepared from Poly-2a was determined at 35 degrees C using a constant volume permeation cell. The gas transport properties of the fluorine containing polymer Poly2a were compared with those found for membranes from non-fluorinated poly(N-phenyl-exo-elidonorbornene-5,6-dicarboximide) (P-PhNDI). Gas permeability, diffusion and solubility coefficients of the fluorine containing polynorbornene Poly-2a were up to an order of magnitude larger than those of the non-fluorinated one. Poly-2a was found to have one of the largest gas transport coefficients reported to date in glassy polynorbornene dicarboximides. (C) 2008 Elsevier B.V. All rights reserved.