4-乙酰氨基-2-氯苯甲酸 | 38667-55-9

• 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: 4-乙酰氨基-2-氯苯甲酸
• 英文名称: 4-Acetylamino-2-chlorobenzoic acid
• 英文别名: 4-(acetylamino)-2-chlorobenzoic acid；2-chloro-4-acetamidobenzoic acid；4-acetamido-2-chlorobenzoic acid；4-acetylamino-2-chloro-benzoic acid；4-Acetylamino-2-chlor-benzoesaeure；2-Chlor-4-acetamino-benzoesaeure
• CAS: 38667-55-9
• 化学式: C₉H₈ClNO₃
• mdl: MFCD03756645
• 分子量: 213.62
• InChiKey: TZXJLFBEXYSTJG-UHFFFAOYSA-N

物化性质

• 熔点：
  206 °C
• 沸点：
  444.9±35.0 °C(Predicted)
• 密度：
  1.453±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  4-乙酰氨基-2-氯苯甲酸 在 戊醇 、 硫酸 、 铜 、 potassium carbonate 作用下， 生成 2,6-diaminoacridone
  参考文献：
  名称：

  29.二氨基ac啶的合成。第一部分

  摘要：

  DOI：

  10.1039/jr9460000102
• 作为产物：
  描述：

  乙酸-(3-氯-4-甲酰基苯胺) 在 potassium permanganate 、 水 作用下， 生成 4-乙酰氨基-2-氯苯甲酸
  参考文献：
  名称：

  Blanksma, Chemisches Zentralblatt, 1910, vol. 81, # I, p. 260

  摘要：

  DOI：

文献信息

• Substituted benzimidazoles and imidazo-[4,5]-pyridines
  申请人：——

  公开号：US20030176438A1

  公开（公告）日：2003-09-18

  2-Aryl substituted benzimidazoles and imidazo[4,5]pyridines are disclosed as inhibitors of Cds 1 and useful as adjuvants to chemotherapy or radiation therapy in the treatment of cancer.

  2-芳基取代苯并咪唑和咪唑[4,5]吡啶被披露为Cds1的抑制剂，并在癌症治疗中作为化疗或放疗的辅助剂。
• Proliferation inhibition of novel diphenylamine derivatives
  作者：Ladislav Janovec、Jana Janočková、Mária Matejová、Eva Konkoľová、Helena Paulíková、Daniela Lichancová、Lenka Júnošová、Slávka Hamuľaková、Ján Imrich、Mária Kožurková

  DOI：10.1016/j.bioorg.2018.10.063

  日期：2019.3

  world but some NSAIDs such as diclofenac and tolfenamic acid display levels of cytotoxicity, an effect which has been attributed to the presence of diphenylamine contained in their structures. A novel series of diphenylamine derivatives were synthetised and evaluated for their cytotoxic activities and proliferation inhibition. The most active compounds in the cytotoxicity tests were derivative 6g with

  非甾体类抗炎药（NSAIDs）是世界上使用最广泛的药物，但是某些NSAIDs（例如双氯芬酸和甲苯酚酸）显示出细胞毒性水平，这种作用归因于其结构中所含的二苯胺的存在。合成了一系列新颖的二苯胺衍生物，并评估了它们的细胞毒活性和增殖抑制作用。细胞毒性试验中活性最高的化合物是衍生物6g，IC 50值为2.5±1.1×10 -6  M，衍生物6f是IC 50值为6.0±3.0×10 -6 孵育48小时后，M（L1210细胞系）。结果表明，白血病L1210细胞更为敏感的化合物6F和6克比HEK293T细胞（IC 50  = 35×10 -6  M代表6F和IC 50  > 50×10 -6  M代表6克）和NIH-3T3（ 两种导数的IC 50  > 50×10 -6 M）。IC 50值表明，这些物质可以选择性杀死白血病细胞，而不杀死非癌细胞。细胞周期分析表明，二苯胺衍生物的主要趋势是将细胞停滞在G
• Substituted Benzimidazoles and Imidazo-[4,5]-Pyridines
  申请人：Arienti L. Kristen

  公开号：US20080009493A1

  公开（公告）日：2008-01-10

  2-Aryl substituted benzimidazoles and imidazo[4,5]pyridines are disclosed as inhibitors of Cds1 and useful as adjuvants to chemotherapy or radiation therapy in the treatment of cancer.

  2-芳基取代苯并咪唑和咪唑[4,5]吡啶被披露为Cds1的抑制剂，并可用作辅助化疗或放疗治疗癌症。
• Novel 3,9-Disubstituted Acridines with Strong Inhibition Activity against Topoisomerase I: Synthesis, Biological Evaluation and Molecular Docking Study
  作者：Kristína Krochtová、Annamária Halečková、Ladislav Janovec、Michaela Blizniaková、Katarína Kušnírová、Mária Kožurková

  DOI：10.3390/molecules28031308

  日期：——

  synthetic plan consists of eight reaction steps, which produce the final products, derivatives 17a-17j, in a moderate yield. The principles of cheminformatics and computational chemistry were applied in order to study the relationship between the physicochemical properties of the 3,9-disubstituted acridines and their biological activity at a cellular and molecular level. The selected 3,9-disubstituted acridine

  合成了一系列新型3,9-二取代吖啶并研究了它们的生物潜力。该合成计划由八个反应步骤组成，以中等产率生产最终产物衍生物 17a-17j。应用化学信息学和计算化学原理，在细胞和分子水平上研究3,9-二取代吖啶的理化性质与其生物活性之间的关系。在 DNA 存在下，使用光谱（UV-Vis、圆二色性和热变性）和电泳（核酸酶活性、拓扑异构酶 I 的松弛和解旋测定以及拓扑异构酶 IIα 的去连接测定）对选定的 3,9-二取代吖啶衍生物进行了研究方法。根据吸收滴定光谱的结果计算衍生物的结合常数(2.81-9.03×104 M-1)。发现这些衍生物对拓扑异构酶 I 和拓扑异构酶 IIα 都有抑制作用。分子对接模拟表明吖啶 17a-17j 与拓扑异构酶 I 相互作用的方式与拓扑异构酶 IIα 相互作用的方式不同。对于所有研究的试剂，衍生物的亲脂性与其稳定嵌入复合物的能力之间存在很强的相关性。吖啶 17a-17j
• Novel trisubstituted acridines as human telomeric quadruplex binding ligands
  作者：Jan Ungvarsky、Jana Plsikova、Ladislav Janovec、Jan Koval、Jaromir Mikes、Lucia Mikesová、Denisa Harvanova、Peter Fedorocko、Pavol Kristian、Jana Kasparkova、Viktor Brabec、Maria Vojtickova、Danica Sabolova、Zuzana Stramova、Jan Rosocha、Jan Imrich、Maria Kozurkova

  DOI：10.1016/j.bioorg.2014.07.010

  日期：2014.12

  A novel series of trisubstituted acridines were synthesized with the aim of mimicking the effects of BRACO-19. These compounds were synthesized by modifying the molecular structure of BRACO19 at positions 3 and 6 with heteroacyclic moieties. All of the derivatives presented in the study exhibited stabilizing effects on the human telomeric DNA quadruplex. UV-vis spectroscopy, circular dichroism, linear dichroism and viscosimetry were used in order to study the nature of the DNA binding in more detail. The results show that all of the novel derivatives were able to fold the single-stranded DNA sequences into antiparallel G-quadruplex structures, with derivative 15 exhibiting the highest stabilizing capability. Cell cycle analysis revealed that a primary trend of the "braco"-like derivatives was to arrest the cells in the Sand G(2)M-phases of the cell cycle within the first 72 h, with derivative 13 and BRACO19 proving particularly effective in suppressing cell proliferation. All studies derivatives were less toxic to human fibroblast cell line in comparison with HT 29 cancer cell line. (C) 2014 Elsevier Inc. All rights reserved.