2-(4-氯-3-甲基苯甲酰基)苯甲酸 | 141123-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-氯-3-甲基苯甲酰基)苯甲酸
• 英文名称: 2-(4-chloro-3-methyl-benzoyl)benzoic acid
• 英文别名: o-(4-Chloro-3-methyl)benzoyl benzoic acid；2-(4-chloro-3-methyl-benzoyl)-benzoic acid；4'-Chlor-3'-methyl-benzophenon-carbonsaeure-(2)；2-(4-Chlor-3-methyl-benzoyl)-benzoesaeure；2-(4-Chloro-3-methylbenzoyl)benzoic acid
• CAS: 141123-11-7
• 化学式: C₁₅H₁₁ClO₃
• 分子量: 274.704
• InChiKey: XNHZUUJHQSXXIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  485.1±45.0 °C(Predicted)
• 密度：
  1.318±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 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：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-氯-3-甲基苯甲酰基)苯甲酸 在 potassium carbonate 一水合肼 作用下， 以 丙酮 、 正丁醇 为溶剂， 反应 23.0h， 生成 Carbonic acid 4-(4-chloro-3-methyl-phenyl)-phthalazin-1-yl ester ethyl ester
  参考文献：
  名称：

  El-Safty, M. A.; El-Bahaei, S.; El-Hashash, M. A., Revue Roumaine de Chimie, 1991, vol. 36, # 1-3, p. 187 - 196

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴苯甲酰氯 在 吡啶 、 二硫化碳 、 氢氧化钾 、 三氯化铝 作用下， 生成 2-(4-氯-3-甲基苯甲酰基)苯甲酸
  参考文献：
  名称：

  de Diesbach; Bulliard, Helvetica Chimica Acta, 1924, vol. 7, p. 624

  摘要：

  DOI：

文献信息

• Keimatsu; Hirano, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1929, vol. 49, p. 20
  作者：Keimatsu、Hirano

  DOI：——

  日期：——
• Keimatsu; Hirano, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1929, vol. 49, p. 17,140
  作者：Keimatsu、Hirano

  DOI：——

  日期：——
• Synthesis and blood glucose lowering activity of some novel benzenesulfonylthiourea derivatives substituted with 4-aryl-1-oxophthalazin-2(1H)yl-ones
  作者：Shafiya Yaseen、Rafia Bashir、Syed Ovais、Pooja Rathore、Mohammed Samim、Kalim Javed

  DOI：10.3109/14756366.2013.782300

  日期：2014.6.1

  Some new benzenesulfonylthiourea derivatives substituted with phthalazones (2a-q) were synthesized by refluxing the appropriate 4-aryl-1-oxophthalazin-2(1H)yl benzenesulfonamides with isothiocyanate in dry acetone over anhydrous K2CO3. All the synthesized compounds were characterized on the basis of IR, H-1 NMR, MS data and elemental analysis. These synthesized compounds (2a-q) at the dose of 20 mg/kg were tested for antihyperglycemic activity in the glucose-fed hyperglycemic normal rat model and among these compounds 2f and 2m showed modest antihyperglycemic activity.
• Keimatsu; Hirano, Chemical Abstracts, vol. 23, p. 3466
  作者：Keimatsu、Hirano

  DOI：——

  日期：——
• Continued optimization of the M 5 NAM ML375: Discovery of VU6008667, an M 5 NAM with high CNS penetration and a desired short half-life in rat for addiction studies
  作者：Kevin M. McGowan、Kellie D. Nance、Hykeyung P. Cho、Thomas M. Bridges、P. Jeffrey Conn、Carrie K. Jones、Craig W. Lindsley

  DOI：10.1016/j.bmcl.2017.02.020

  日期：2017.3

  This letter describes the continued optimization of M-5 NAM ML375 (VU0483253). While a valuable in vivo tool compound, ML375 has an excessively long elimination half-life in rat (t(1/2) = 80 h), which can be problematic in certain rodent addiction paradigms (e.g., reinstatement). Thus, we required an M-5 NAM of comparable potency to ML375, but with a rat t(1/2) of less than 4 h. Steep SAR plagued this chemotype, and here we detail aniline replacements that offered some improvements over ML375, but failed to advance. Ultimately, incorporation of a single methyl group to the 9b-phenyl ring acted as a metabolic shunt, providing (S)-11 (VU6008667), an equipotent M-5 NAM, with high CNS penetration, excellent selectivity versus M1-4 and the desired short half-life (t(1/2) = 2.3 h) in rat. (C)2017 Elsevier Ltd. All rights reserved.