N-(3-氯-2-甲基苯基)-2,2-二甲基-丙酰胺 | 114153-36-5

• 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: N-(3-氯-2-甲基苯基)-2,2-二甲基-丙酰胺
• 英文名称: 3'-chloro-2'-methylpivalanilide
• 英文别名: 3-chloro-N-(2,2-dimethylpropionyl)-2-methylaniline；N-(3-chloro-2-methylphenyl)-2,2-dimethylpropanamide
• CAS: 114153-36-5
• 化学式: C₁₂H₁₆ClNO
• mdl: MFCD00095898
• 分子量: 225.718
• InChiKey: YQVJHVGXBACZLU-UHFFFAOYSA-N

物化性质

• 熔点：
  104 °C(Solv: hexane (110-54-3))
• 沸点：
  344.0±30.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(3-氯-2-甲基苯基)-2,2-二甲基-丙酰胺 在 盐酸 、 sodium hydroxide 、 sodium tetrahydroborate 、 正丁基锂 、 四甲基乙二胺 作用下， 以 1,4-二氧六环 、 乙醚 、 乙醇 、 正己烷 为溶剂， 反应 9.0h， 生成 3-Chloro-6-chloromethyl-2-methyl-phenylamine; hydrochloride
  参考文献：
  名称：

  Substituted 2-[(2-benzimidazolylsulfinyl)methyl]anilines as potential inhibitors of H+/K+ ATPase

  摘要：

  A series of substituted 2-[(2-benzimidazolylsulfinyl)methyl]anilines were synthesized as potential inhibitors of the acid secretory enzyme H+/K+ ATPase. Substitutions on the aniline nitrogen atom resulted in potent enzyme inhibition in vitro but weak activity in gastric fistula dogs. Electron-donating substituents on the aniline ring enhanced in vitro and in vivo potency relative to the unsubstituted analogue. The potency showed a correlation to the calculated pKa of the aniline nitrogen atom. Substitutions on the aniline and benzimidazole rings did not further enhance potency. Di- and trisubstituted aniline derivatives were potent inhibitors of the enzyme system. The preferred combination of substituents were a methoxy group on the benzimidazole ring and a single alkyl group on the aniline ring. One such compound, 76, was an effective inhibitor of acid secretion in the dog and was selected for further pharmacological study.

  DOI：

  10.1021/jm00401a024
• 作为产物：
  描述：

  三甲基乙酰氯 、 3-氯-2-甲基苯胺 在 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 以95%的产率得到N-(3-氯-2-甲基苯基)-2,2-二甲基-丙酰胺
  参考文献：
  名称：

  Twofold C−H Functionalization: Palladium-Catalyzed Ortho Arylation of Anilides

  摘要：

  The ortho arylation of anilides to form biphenyls via a twofold C-H functionalization/C-C bond-forming process is described. The oxidative coupling takes place in the presence of 5-10 mol % of Pd(OAC)(2), 10-20 mol % of DMSO, and 4-11 equiv of the aryl substrate in TFA under an oxygen atmosphere. No metal-containing cocatalyst is required.

  DOI：

  10.1021/ol800619c

文献信息

• Substituted cinnoline derivatives as CNS depressants
  申请人：ICI Americas Inc.

  公开号：US04886800A1

  公开（公告）日：1989-12-12

  The present invention comprises certain amide and ester derivatives of 4-substituted-cinnoline-3-carboxylic acids and 3-acyl-4-substituted-cinnoline derivatives, and their use as central nervous system (CNS) depressants.

  本发明涉及4-取代-咖啡啉-3-羧酸的酰胺和酯衍生物以及3-酰基-4-取代-咖啡啉衍生物，并将它们用作中枢神经系统（CNS）抑制剂。
• CHEMICAL COMPOUNDS
  申请人：Turnbull Philip Stewart

  公开号：US20090264482A1

  公开（公告）日：2009-10-22

  This invention relates to non-steroidal compounds that are modulators of androgen receptor, and also to the methods for the making and use of such compounds.

  本发明涉及非类固醇化合物，它们是雄激素受体的调节剂，以及制备和使用这种化合物的方法。
• Chemical compounds
  申请人：SmithKline Beecham Corporation

  公开号：US07572820B2

  公开（公告）日：2009-08-11

  This invention relates to non-steroidal compounds that are modulators of androgen receptor, and also to the methods for the making and use of such compounds.

  本发明涉及非类固醇化合物，它们是雄激素受体的调节剂，以及制备和使用这些化合物的方法。
• Cinnoline derivatives
  申请人：ICI AMERICAS INC.

  公开号：EP0205272B1

  公开（公告）日：1991-08-14
• PESCH, JAMES F.
  作者：PESCH, JAMES F.

  DOI：——

  日期：——