3-氯-N-(4-氯苯基)苯甲酰胺 | 54979-73-6

• 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: 3-氯-N-(4-氯苯基)苯甲酰胺
• 英文名称: 3-chloro-N-(4-chlorophenyl)benzamide
• 英文别名: N-(p-chlorophenyl)-m-chlorobenzamide；3-Chlor-benzoesaeure-<4-chlor-anilid>
• CAS: 54979-73-6
• 化学式: C₁₃H₉Cl₂NO
• 分子量: 266.127
• InChiKey: SVOJTVKPDNERKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  3-氯-N-(4-氯苯基)苯甲酰胺 在 sodium periodate 、 四甲基乙二胺 、 仲丁基锂 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  Benzisothiazolones as modulators of macrophage migration inhibitory factor

  摘要：

  Substituted N-phenylbenzisothiazolones have been investigated as inhibitors of the tautomerase activity of the proinflammatory cytokine MIF (macrophage migration inhibitory factor). Numerous compounds were found to possess antagonist activity in the low micromolar range with the most potent being the 6-hydroxy analog 1w. Compound 1w and the p-cyano analog 1c were also shown to exhibit significant inhibition of the binding of MIF to its transmembrane receptor CD74. Consistently, both compounds were also found to retard the MIF-dependent phosphorylation of ERK1/2 in human synovial fibroblasts. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.127
• 作为产物：
  描述：

  3,4'-二氯二苯甲酮 以 甲醇 为溶剂， 生成 3-氯-N-(4-氯苯基)苯甲酰胺
  参考文献：
  名称：

  Joshi, Vidya; Sharma, R. K., Journal of the Indian Chemical Society, 1988, vol. 65, # 8, p. 564 - 566

  摘要：

  DOI：

文献信息

• Reaction pathways for arylcarbamoyl radicals and the cyclization of o-substituted phenylcarbamoyl radicals
  作者：Rino Leardini、Antonio Tundo、Giuseppe Zanardi

  DOI：10.1039/p19810003164

  日期：——

  in the aromatic ring. When the aryl group is phenyl or p-chlorophenyl the following reactions on carbamoyl radicals occur: (i) loss of hydrogen with formation of aryl isocyanates, whereas the loss of carbon monoxide leads to arylamines via arylaminyl radicals; (ii) dimerization to NN′-diaryloxamides; (iii) aromatic substitution on chlorbenzene leading to N-arylbenzamides (ipso-substitution) and N-

  ñ从产生自由基-Arylcarbamoyl Ñ与二叔丁基过氧化物（BU -arylformamides吨OOBu吨）的氯苯在110℃下产生一系列取决于性质和取代基中的芳环中的位置反应。当芳基是苯基或对氯苯基时，在氨基甲酰基上发生以下反应：（i）氢损失并形成芳基异氰酸酯，而一氧化碳的损失通过芳基芳基导致芳胺；（II）二聚NN '-diaryloxamides; （iii）氯苯上的芳香取代导致N-arylbenzamides（本位3'-取代）和Ñ -arylchlorobenzamides。由叔丁醇和芳基胺捕集的异氰酸酯给予叔丁基Ñ -arylcarbamates和NN '-diarylureas。用o-取代的N-苯基甲酰胺也观察到分子内环化。实际上，N-（邻-氰基苯基）甲酰胺通过将氨基甲酰基加成到氰基上来提供靛红，而N -[（邻-苯硫基）苯基]甲酰胺通过S H i生成2-苯并噻唑酮和苯基。在
• Insertion of Benzene Rings into the Amide Bond: One-Step Synthesis of Acridines and Acridones from Aryl Amides
  作者：Didier G. Pintori、Michael F. Greaney

  DOI：10.1021/ol902568x

  日期：2010.1.1

  Insertion of benzene rings into the amide bond using the reactive intermediate benzyne is described. Aromatic amides undergo smooth insertion when treated with O-triflatophenyl silane benzyne precursors, producing versatile aminobenzophenone products in good to excellent yield. The process is entirely metal-free and has been exemplified on the synthesis of biologically active acridones and acridines

  描述了使用反应性中间体苯炔将苯环插入酰胺键。用O-三氟苯基硅烷硅烷苯并炔前体处理后，芳族酰胺会顺利插入，从而以高至优异的收率生产出多种用途的氨基二苯甲酮产品。该方法完全不含金属，并已在生物活性a啶和cr啶的合成中得到了例证。
• Substituted 2-phenyl-4-quinolone-3-carboxylic acid compounds and their use as antitumor agents
  申请人：Kuo Sheng-Chu

  公开号：US20050032832A1

  公开（公告）日：2005-02-10

  Substituted 2-phenyl-4-quinolone-3-carboxylic acid derivatives and their salts were synthesized. The results of preliminary screening revealed that these compounds are potent in killing solid tumor cancers.

  合成了2-苯基-4-喹啉酮-3-羧酸衍生物及其盐。初步筛选结果显示，这些化合物对杀灭实体肿瘤癌细胞具有很强的效果。
• Synthesis and biological relationships of 3′,6-substituted 2-phenyl-4-quinolone-3-carboxylic acid derivatives as antimitotic agents
  作者：Ya-Yun Lai、Li-Jiau Huang、Kuo-Hsiung Lee、Zhiyan Xiao、Kenneth F. Bastow、Takao Yamori、Sheng-Chu Kuo

  DOI：10.1016/j.bmc.2004.09.041

  日期：2005.1

  decreased significantly if a chlorine or methoxy group replaced the fluorine atom. 3'-Fluoro-6-methoxy-2-phenyl-4-quinolone-3-carboxylic acid (68) had the highest in vitro cytotoxic activity among all tested carboxylic acid derivatives and their salts. The mechanism of action may be similar, but not identical, to that of tubulin binding drugs, such as navelbine and taxol. Compound 68 merits further investigation

  作为对2-苯基-4-喹诺酮系列中潜在抗癌候选药物的持续搜索的一部分，合成并评估了3'，6-取代的2-苯基-4-喹诺酮-3-羧酸衍生物及其盐。初步筛选显示，含有间氟取代的2-苯基的羧酸类似物具有最高的体外抗癌活性。如果氯或甲氧基取代氟原子，则活性会显着降低。在所有测试的羧酸衍生物及其盐中，3'-氟-6-甲氧基-2-苯基-4-喹诺酮-3-羧酸（68）的体外细胞毒性活性最高。作用机理可能与结合微管蛋白的药物（如纳韦宾和紫杉醇）相似但不相同。化合物68作为新型亲水抗有丝分裂剂值得进一步研究。
• Monomer containing electron-withdrawing group and electron-donative group, and copolymer and proton-conductive membrane comprising same
  申请人：JSR Corporation

  公开号：EP1245554A1

  公开（公告）日：2002-10-02

  A monomer containing an electron-withdrawing group and an electron-donative group which can be easily controlled in the upper limit of the amount of a sulfonic acid , which impairs the mechanical properties of a copolymer, and can provide a sulfonated polymer that forms a proton-conductive membrane having a high proton conductivity over a wide temperature range, an excellent mechanical strength and an excellent proton conductivity and showing inhibited swelling in hot water and an aqueous solution of methanol, and a copolymer obtained from the monomer. A monomer containing an electron-withdrawing group and an electron-donative group represented by the following general formula (1) : wherein Y represents a iodine atom, chlorine atom or bromine atom; X represents an electron-withdrawing group; B represents an electron-donative group; and Z represents an aryl group having a specific structure or a monovalent condensed ring hydrocarbon group such as naphthyl group.

  一种含有一个抽电子基团和一个负电子基团的单体，该单体可以很容易地控制磺酸的用量上限，而磺酸会损害共聚物的机械性能，并可以提供一种磺化聚合物，该聚合物可以在很宽的温度范围内形成具有高质子传导性、优异的机械强度和优异的质子传导性的质子传导膜，并在热水和甲醇水溶液中表现出抑制溶胀的特性，以及由该单体得到的共聚物。一种单体，含有由下式通式（1）代表的一个电子吸收基团和一个电子疏导基团： 其中 Y 代表碘原子、氯原子或溴原子；X 代表抽电子基团；B 代表弃电子基团；Z 代表具有特定结构的芳基或一价缩合环烃基团，如萘基。