4-(4'-chlorophenylsulfamoyl)benzoic acid | 199181-50-5

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酰卤化物
• 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: 4-(4'-chlorophenylsulfamoyl)benzoic acid
• 英文别名: 4-(4-Chloro-phenylsulfamoyl)-benzoic acid；4-[(4-chlorophenyl)sulfamoyl]benzoic acid
• CAS: 199181-50-5
• 化学式: C₁₃H₁₀ClNO₄S
• mdl: MFCD03478359
• 分子量: 311.746
• InChiKey: XCJFUMVQXOEQIJ-UHFFFAOYSA-N

物化性质

• 沸点：
  507.7±60.0 °C(Predicted)
• 密度：
  1.535±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.8
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P330,P363,P501
• 危险性描述：
  H302,H312,H332

反应信息

• 作为反应物：
  描述：

  4-(4'-chlorophenylsulfamoyl)benzoic acid 在 氯化亚砜 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.17h， 生成 (R)-N-[3-methyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl]-4-[N-(4-chlorophenyl)sulfamoyl]benzamide
  参考文献：
  名称：

  Zhang, Jiankang; Shen, Luqing; Wang, Jincheng, Medicinal Chemistry, 2014, vol. 10, # 1, p. 38 - 45

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(氯磺酰基)苯甲酸甲酯 在 吡啶 、 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 生成 4-(4'-chlorophenylsulfamoyl)benzoic acid
  参考文献：
  名称：

  Zhang, Jiankang; Shen, Luqing; Wang, Jincheng, Medicinal Chemistry, 2014, vol. 10, # 1, p. 38 - 45

  摘要：

  DOI：

文献信息

• Development and Characterization of Type I, Type II, and Type III LIM-Kinase Chemical Probes
  作者：Thomas Hanke、Sebastian Mathea、Julia Woortman、Eidarus Salah、Benedict-Tilman Berger、Anthony Tumber、Risa Kashima、Akiko Hata、Bernhard Kuster、Susanne Müller、Stefan Knapp

  DOI：10.1021/acs.jmedchem.2c01106

  日期：2022.10.13

  LIMKs has been linked to the development of diverse diseases, including cancers and cognitive disabilities, but well-characterized inhibitors known as chemical probes are still lacking. Here, we report the characterization of three highly selective LIMK1/2 inhibitors covering all canonical binding modes (type I/II/III) and the structure-based design of the type II/III inhibitors. Characterization of these

  LIMK 是肌动蛋白和微管动力学的重要调节剂，它们在许多细胞过程中发挥着重要作用。LIMKs 的放松管制与多种疾病的发展有关，包括癌症和认知障碍，但仍然缺乏被称为化学探针的充分表征的抑制剂。在这里，我们报告了三种高选择性 LIMK1/2 抑制剂的表征，涵盖所有典型结合模式（I/II/III 型）和 II/III 型抑制剂的基于结构的设计。这些化学探针的表征表明对 LIMK1/2 和所有抑制剂1（LIMKi3；I 型）、48（TH470；II 型）和15（TH257 ）具有低纳摩尔亲和力; III 型）在全面的 scanMAX 激酶选择性面板中显示出出色的选择性。磷酸化蛋白质组学显示，与变构抑制剂相比，I 型和 II 型抑制剂之间存在显着差异15。在脆弱 X 染色体的神经突长出模型等表型分析中，15显示出有前途的活性，表明变构 LIMK 抑制剂可用于治疗这种孤儿病。
• Discovery and initial development of a novel class of antibacterials: Inhibitors of Staphylococcus aureus transcription/translation
  作者：Scott D. Larsen、Matthew R. Hester、J. Craig Ruble、Gregg M. Kamilar、Donna L. Romero、Brian Wakefield、Earline P. Melchior、Michael T. Sweeney、Keith R. Marotti

  DOI：10.1016/j.bmcl.2006.09.044

  日期：2006.12

  The novel bacterial transcription/translation (TT) inhibitor 1 was identified through a combination of high throughput screening and exploratory medicinal chemistry. Initial optimization of the anthranilic acid moiety and sulfonamide amine diversity was accomplished via 1- and two-dimensional solution phase libraries, resulting in an improvement in the MIC of the lead from 64 to 8 mu g/mL (compound 4I). Subsequent modification of the central aromatic ring and further refinement of the sulfonamide amines required the development of a solid phase route on Wang resin. The resulting libraries generated a number of potent antibacterials with MICs of <= 1 mu g/mL (e.g., 10b, 12, and 13). During the course of this work, it became apparent that the antibacterial activity of the series is not fully correlated with TT inhibition, suggesting that at least one additional mechanism of action is operative. (c) 2006 Elsevier Ltd. All rights reserved.
• Zhang, Jiankang; Shen, Luqing; Wang, Jincheng, Medicinal Chemistry, 2014, vol. 10, # 1, p. 38 - 45
  作者：Zhang, Jiankang、Shen, Luqing、Wang, Jincheng、Luo, Peihua、Hu, Yongzhou

  DOI：——

  日期：——