2-[2-氧代-2-(4-氟苯基)乙基]苯甲酸 | 54955-29-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2-[2-氧代-2-(4-氟苯基)乙基]苯甲酸
• 英文名称: 2-[2-oxo-2-(4'-fluorophenyl)ethyl]benzoic acid
• 英文别名: 4-Fluordesoxybenzoin-2'-carbonsaeure；2-(4'-fluorobenzoyl)methylbenzoic acid；o-Toluic acid, alpha-(p-fluorobenzoyl)-；2-[2-(4-fluorophenyl)-2-oxoethyl]benzoic acid
• CAS: 54955-29-2
• 化学式: C₁₅H₁₁FO₃
• 分子量: 258.249
• InChiKey: BDNMWBHSKATDFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  2-[2-氧代-2-(4-氟苯基)乙基]苯甲酸 在 三氯氧磷 作用下， 以 吡啶 为溶剂， 生成 3-(4-fluorophenyl)-1H-isochromen-1-one
  参考文献：
  名称：

  Oxidation of 3-arylisochromans by dimethyldioxirane. An easy route to substituted 3-arylisocoumarins

  摘要：

  The selective oxidation of the two different benzylethereal position of 3-arylisochromans by dimethyldioxirane as a function of different substituents on the aromatic rings was studied. The easy oxidation of these compounds was exploited for a new easy access to substituted 3-arylisocoumarins. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00917-5
• 作为产物：
  描述：

  3-(4-fluorophenyl)-1H-isochromen-1-one 在 水 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 生成 2-[2-氧代-2-(4-氟苯基)乙基]苯甲酸
  参考文献：
  名称：

  Comparative kinetic studies on the alkaline hydrolysis of halogen substituted isocoumarins

  摘要：

  3-(2'-氯-6'-氟苄基)异香豆素 (1)、3-(4'-氟苯基)异香豆素 (3)、3-(2'-氟苯基)异香豆素 (5)、3 的水解动力学在氢氧化钾水溶液存在下，通过分光光度法研究了 -(2'-氯苯基)异香豆素 (7) 和 3-(4'-氯苯基)异香豆素 (9)。 比较这些异香豆素的水解速率。 进一步研究异香豆素 (1) 的数据以探讨反应机理。 伪一级速率常数 k_{obs} 对氢氧根离子浓度的依赖性通过表达式 k_{obs} = k_o + k_1[OH] + k_2 [OH]^2 拟合，显示单阴离子和双阴离子四面体中间体的形成反应过程中。 k_o 的大小表明溶剂在反应机理中的重要参与。

  DOI：

  10.3906/kim-0906-75

文献信息

• PHOSPHONIC ACID DERIVATIVES AS INHIBITORS OF PROTEIN TYROSINE PHOSPHATASE 1B (PTP-1B)
  申请人：MERCK FROSST CANADA INC.

  公开号：EP1242432A1

  公开（公告）日：2002-09-25
• [EN] PHOSPHONIC ACID DERIVATIVES AS INHIBITORS OF PROTEIN TYROSINE PHOSPHATASE 1B (PTP-1B)<br/>[FR] DERIVES D'ACIDE PHOSPHONIQUE EN TANT QU'INHIBITEURS DE PROTEINE TYROSINE PHOSPHATASE 1B (PTP-1B)
  申请人：MERCK FROSST CANADA INC

  公开号：WO2001046205A1

  公开（公告）日：2001-06-28

  The invention encompasses the novel class of compounds represented by formula (I), which are inhibitors of the PTP-1B enzyme. The invention also encompasses pharmaceutical compositions and methods of treating or preventing PTP-1B mediated diseases, including diabetes, obesity, and diabetes-related diseases.
• Oxidation of 3-arylisochromans by dimethyldioxirane. An easy route to substituted 3-arylisocoumarins
  作者：Paolo Bovicelli、Paolo Lupattelli、Benedetta Crescenzi、Anna Sanetti、Roberta Bernini

  DOI：10.1016/s0040-4020(99)00917-5

  日期：1999.12

  The selective oxidation of the two different benzylethereal position of 3-arylisochromans by dimethyldioxirane as a function of different substituents on the aromatic rings was studied. The easy oxidation of these compounds was exploited for a new easy access to substituted 3-arylisocoumarins. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Comparative kinetic studies on the alkaline hydrolysis of halogen substituted isocoumarins
  作者：HAFIZ BADARUDDIN AHMAD、MUHAMMAD ASLAM MALANA、MUHAMMAD YOUSAF、MUHAMMAD REHAN、MAZHAR ABBAS

  DOI：10.3906/kim-0906-75

  日期：——

  Kinetics of the hydrolysis of 3-(2'-chloro-6'-fluorobenzyl) isocoumarin (1), 3-(4'-fluorophenyl)isocoumarin (3), 3-(2'- fluorophenyl)isocoumarin (5), 3-(2'-chlorophenyl)isocoumarin (7), and 3-(4'-chlorophenyl)isocoumarin (9) were studied spectrophotometrically in the presence of aqueous solution of potassium hydroxide. The rates of hydrolyses for these isocoumarins were compared. The data for isocoumarin (1) were further investigated to probe the reaction mechanism. The dependence of pseudo-first order rate constant k_obs} on hydroxide ion concentration is fitted by the expression k_obs} = k_o + k_1[OH] + k_2 [OH]^2, showing the formation of monoanionic and dianionic tetrahedral intermediates during the course of reaction. The magnitude of k_o shows significant participation of solvent in the reaction mechanism.

  3-(2'-氯-6'-氟苄基)异香豆素 (1)、3-(4'-氟苯基)异香豆素 (3)、3-(2'-氟苯基)异香豆素 (5)、3 的水解动力学在氢氧化钾水溶液存在下，通过分光光度法研究了 -(2'-氯苯基)异香豆素 (7) 和 3-(4'-氯苯基)异香豆素 (9)。 比较这些异香豆素的水解速率。 进一步研究异香豆素 (1) 的数据以探讨反应机理。 伪一级速率常数 k_obs} 对氢氧根离子浓度的依赖性通过表达式 k_obs} = k_o + k_1[OH] + k_2 [OH]^2 拟合，显示单阴离子和双阴离子四面体中间体的形成反应过程中。 k_o 的大小表明溶剂在反应机理中的重要参与。