2,5-二氯苯甲酸钠 | 63891-98-5

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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: 2,5-二氯苯甲酸钠
• 英文名称: sodium 2,5-dichlorobenzoate
• 英文别名: sodium;2,5-dichlorobenzoate
• CAS: 63891-98-5
• 化学式: C₇H₃Cl₂O₂*Na
• 分子量: 212.995
• InChiKey: CXIPPGIFARBNFA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.64
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  存储条件：2-8°C，密封保存，并保持干燥。

制备方法与用途

医药中间体

反应信息

• 作为反应物：
  描述：

  2,5-二氯苯甲酸钠 在 N-溴代丁二酰亚胺(NBS) 、 polyphosphate ester 、 三(3,6-二氧杂庚基)胺 、 copper(l) chloride 、 过氧化苯甲酰 作用下， 以 1,4-二氧六环 、 四氯化碳 为溶剂， 生成 5-(Bromomethyl)-2-chloroxanthen-9-one
  参考文献：
  名称：

  Potential antitumor agents. 58. Synthesis and structure-activity relationships of substituted xanthenone-4-acetic acids active against the colon 38 tumor in vivo

  摘要：

  In a search for compounds related to flavoneacetic acid with activity against solid tumors, a series of methyl-, methoxy-, chloro-, nitro-, and hydroxy-substituted xanthenone-4-acetic acids have been synthesized and evaluated against subcutaneously implanted colon adenocarcinoma 38 in vivo, using a short-term histology assay as a primary screening system. A major goal of this work was to identify compounds with similar profiles of activity to that of flavoneacetic acid but of higher potency. The level of activity of the compounds appeared to depend more on the nature of the substituent than its positioning, in the order Cl greater than Me, OMe greater than NO2, OH. However, the potency of the compounds was related much more to the position rather than the nature of the substitution, with 5-substituted compounds being clearly the most dose potent. 5-Methylxanthenone-4-acetic acid has a similar level of activity to that of flavoneacetic acid in the test systems employed but is more than 7-fold as dose potent.

  DOI：

  10.1021/jm00124a012
• 作为产物：
  描述：

  sodium methylate 、 Acetic acid 2-(2,5-dichloro-phenyl)-2-oxo-ethyl ester 以 甲醇 为溶剂， 生成 甲醚 、 乙酸甲酯 、 2,5-二氯苯甲酸钠
  参考文献：
  名称：

  Morozov, A. A., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 6, p. 1138 - 1143

  摘要：

  DOI：

文献信息

• The Involvement of Xanthone and (E)-Cinnamoyl Chromophores for the Design and Synthesis of Novel Sunscreening Agents
  作者：Justyna Popiół、Agnieszka Gunia-Krzyżak、Karolina Słoczyńska、Paulina Koczurkiewicz-Adamczyk、Kamil Piska、Katarzyna Wójcik-Pszczoła、Dorota Żelaszczyk、Anna Krupa、Paweł Żmudzki、Henryk Marona、Elżbieta Pękala

  DOI：10.3390/ijms22010034

  日期：——

  molecules are developed to improve the safety, photostability, solubility, and absorption profile of new derivatives. In our study, we designed and synthesized seventeen novel molecules by combining in the structures two chromophores: xanthone and (E)-cinnamoyl moiety. The ultraviolet spectroscopic properties of the tested compounds were confirmed in chloroform solutions. They acted as UVB or UVA/UVB absorbers

  过度的紫外线照射会导致多种病理状况，如皮肤烧伤、红斑、皮肤过早老化、光照性皮肤病、免疫抑制和皮肤癌。使用含有紫外线过滤剂的防晒霜可以有效防止紫外线辐射。目前使用的紫外线过滤剂存在一些局限性，包括全身吸收、内分泌干扰、皮肤过敏诱导和细胞毒性。世界各地的研究中心都在开发新分子，以提高新衍生物的安全性、光稳定性、溶解度和吸收特性。在我们的研究中，我们通过在结构中结合两个发色团：呫吨酮和（E）-肉桂酰基部分，设计并合成了十七种新型分子。测试化合物的紫外光谱特性在氯仿溶液中得到证实。它们充当 UVB 或 UVA/UVB 吸收剂。最有前途的化合物9（6-甲氧基-9-氧代-9H-xanthen-2-基）甲基（E）-3-（2,4-二甲氧基苯基）丙烯酸酯）吸收290-369 nm范围内的紫外线辐射。湿磨并掺入乳霜基质后，进一步评估其光保护活性和功能光稳定性。含有化合物 9 的测试配方具有非常有益的紫外线防护参数（体外
• 3-Aryl-4-acyloxyethoxyfuran-2(5H)-ones as inhibitors of tyrosyl-tRNA synthetase: Synthesis, molecular docking and antibacterial evaluation
  作者：Xu-Dong Wang、Rui-Cheng Deng、Jing-Jun Dong、Zhi-Yun Peng、Xiao-Ming Gao、Shu-Ting Li、Wan-Qiang Lin、Chun-Lei Lu、Zhu-Ping Xiao、Hai-Liang Zhu

  DOI：10.1016/j.bmc.2013.06.066

  日期：2013.9

  Thirty-eight 3-aryl-4-acyloxyethoxyfuran-2(5H)-ones were designed, prepared and tested for antibacterial activities. Some of them showed significant antibacterial activity against Gram-positive organism, Gram-negative organism and fungus. Out of these compounds, 4-(2-(3-chlorophenylformyloxy)ethoxy)-3-(4-chlorophenyl)furan-2(5H)-one (d40) showed the widest spectrum of activity with MIC50 of 2.0 mu g/mL against Staphylococcus aureus, 4.3 mu g/mL against Escherichia coli, 1.5 mu g/mL against Pseudomonas aeruginosa and 1.2 mu g/mL against Candida albicans. Our data disclosed that MIC50 values against whole cell bacteria are positive correlation with MIC50 values against tyrosyl-tRNA synthetase. Meanwhile, molecular docking of d40 into S. aureus tyrosyl-tRNA synthetase active site was also performed, and the inhibitor tightly fitting the active site might be an important reason why it has high antimicrobial activity. (C) 2013 Elsevier Ltd. All rights reserved.
• Lanjewar, R B; Garg, A N, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1991, vol. 30, # 4, p. 350 - 356
  作者：Lanjewar, R B、Garg, A N

  DOI：——

  日期：——
• Potential antitumor agents. 58. Synthesis and structure-activity relationships of substituted xanthenone-4-acetic acids active against the colon 38 tumor in vivo
  作者：Gordon W. Rewcastle、Graham J. Atwell、Bruce C. Baguley、Stephen B. Calveley、William A. Denny

  DOI：10.1021/jm00124a012

  日期：1989.4

  In a search for compounds related to flavoneacetic acid with activity against solid tumors, a series of methyl-, methoxy-, chloro-, nitro-, and hydroxy-substituted xanthenone-4-acetic acids have been synthesized and evaluated against subcutaneously implanted colon adenocarcinoma 38 in vivo, using a short-term histology assay as a primary screening system. A major goal of this work was to identify compounds with similar profiles of activity to that of flavoneacetic acid but of higher potency. The level of activity of the compounds appeared to depend more on the nature of the substituent than its positioning, in the order Cl greater than Me, OMe greater than NO2, OH. However, the potency of the compounds was related much more to the position rather than the nature of the substitution, with 5-substituted compounds being clearly the most dose potent. 5-Methylxanthenone-4-acetic acid has a similar level of activity to that of flavoneacetic acid in the test systems employed but is more than 7-fold as dose potent.
• Morozov, A. A., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 6, p. 1138 - 1143
  作者：Morozov, A. A.

  DOI：——

  日期：——