N-(cyclohexanecarbonyl)-2,3-dimethylaniline | 315712-14-2

• 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: N-(cyclohexanecarbonyl)-2,3-dimethylaniline
• 英文别名: N-(2,3-dimethylphenyl)cyclohexanecarboxamide
• CAS: 315712-14-2
• 化学式: C₁₅H₂₁NO
• 分子量: 231.338
• InChiKey: LPNFDUVDABVLLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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-(cyclohexanecarbonyl)-2,3-dimethylaniline 在 palladium diacetate silver(I) acetate 、 三氟乙酸 、 三氟乙酸酐 作用下， 反应 3.09h， 生成 6-cyclohexyl-8-methoxy-3,4-dimethylphenanthridine
  参考文献：
  名称：

  Palladium-Catalyzed Anilide ortho-Arylation and Subsequent One-Pot Cyclization to Phenanthridines

  摘要：

  [GRAPHICS]The palladium-catalyzed direct arylation of anilides possessing several N-acyl substituents has been demonstrated. Removal of the acyl group by base hydrolysis allows a short and efficient synthesis of 2-aryl or 2,6-diarylanilines. The method is functional group tolerant and allows the presence of chloride and bromide substituents on both the anilide and aryl iodide coupling components. The arylation products can be converted to phenanthridines by the reaction with trifluoroacetic anhydride.

  DOI：

  10.1021/jo701387m
• 作为产物：
  描述：

  环己甲酰氯 、 2,3-二甲基苯胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到N-(cyclohexanecarbonyl)-2,3-dimethylaniline
  参考文献：
  名称：

  Palladium-Catalyzed Anilide ortho-Arylation and Subsequent One-Pot Cyclization to Phenanthridines

  摘要：

  [GRAPHICS]The palladium-catalyzed direct arylation of anilides possessing several N-acyl substituents has been demonstrated. Removal of the acyl group by base hydrolysis allows a short and efficient synthesis of 2-aryl or 2,6-diarylanilines. The method is functional group tolerant and allows the presence of chloride and bromide substituents on both the anilide and aryl iodide coupling components. The arylation products can be converted to phenanthridines by the reaction with trifluoroacetic anhydride.

  DOI：

  10.1021/jo701387m

文献信息

• PHARMACEUTICAL COMPOSITIONS WHICH INHIBIT FKBP52-MEDIATED REGULATION OF ANDROGEN RECEPTOR FUNCTION AND METHODS OF USING SAME
  申请人：The United States of America, as represented by the Secretary, Department of Health and Human Serv

  公开号：US20150011516A1

  公开（公告）日：2015-01-08

  Pharmaceutical compositions that bind to a predicted FK506 Binding Protein 52 (FKBP52) interaction surface on the androgen receptor hormone binding domain, otherwise known as FKBP52 Targeting Agents (FTAs) are provided. These compositions of the present invention are found to specifically recognize the FKBP52 regulatory surface on the androgen receptor and inhibit FKBP52 from functionally interacting with the androgen receptor. Compositions comprising the pharmaceutical composition, as well as methods of use, treatment and screening are also provided.
• US9233973B2
  申请人：——

  公开号：US9233973B2

  公开（公告）日：2016-01-12
• Palladium-Catalyzed Anilide <i>ortho</i>-Arylation and Subsequent One-Pot Cyclization to Phenanthridines
  作者：Dmitry Shabashov、Olafs Daugulis

  DOI：10.1021/jo701387m

  日期：2007.9.1

  [GRAPHICS]The palladium-catalyzed direct arylation of anilides possessing several N-acyl substituents has been demonstrated. Removal of the acyl group by base hydrolysis allows a short and efficient synthesis of 2-aryl or 2,6-diarylanilines. The method is functional group tolerant and allows the presence of chloride and bromide substituents on both the anilide and aryl iodide coupling components. The arylation products can be converted to phenanthridines by the reaction with trifluoroacetic anhydride.