N-[4-氰基-3-(三氟甲基)苯基]-2,2,2-三氟乙酰胺 | 1155800-45-5

• 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-[4-氰基-3-(三氟甲基)苯基]-2,2,2-三氟乙酰胺
• 英文名称: N-(4-cyano-3-(trifluoromethyl)phenyl)-2,2,2-trifluoroacetamide
• 英文别名: N-[4-cyano-3-(trifluoromethyl)phenyl]-2,2,2-trifluoroacetamide
• CAS: 1155800-45-5
• 化学式: C₁₀H₄F₆N₂O
• 分子量: 282.145
• InChiKey: WHJWLBKVUGJDIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  N-[4-氰基-3-(三氟甲基)苯基]-2,2,2-三氟乙酰胺 在 三氟甲磺酸 、 硝酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 20.0h， 以85%的产率得到N-(4-cyano-2-nitro-5-(trifluoromethyl)phenyl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  An Efficient Synthetic Process for Scale-Up Production of 4,5-Diamino-2-(trifluoromethyl)benzonitrile and 5-Bromo-3-(trifluoromethyl)benzene-1,2-diamine

  摘要：

  Starting from 4-amino-2-(trifluoromethyl)benzonitrile (6), an efficient and nonchromatographic process was developed for multihundred gram production of 4,5-diamino-2-(trifluoromethyl)benzonitrile (1) in 73% yield and 98 HPLC area% purity over four synthetic steps. The same synthetic strategy was applied to 4-bromo-2-(trifluoromethyl)aniline (7) that afforded 5-bromo-3-(trifluoromethyl)benzene- 1,2-diamine (5) in 81% overall yield and 99% HPLC area% purity.

  DOI：

  10.1021/op9000498
• 作为产物：
  描述：

  4-氨基-2-三氟甲基苯甲腈 、 三氟乙酸酐 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以99.5%的产率得到N-[4-氰基-3-(三氟甲基)苯基]-2,2,2-三氟乙酰胺
  参考文献：
  名称：

  An Efficient Synthetic Process for Scale-Up Production of 4,5-Diamino-2-(trifluoromethyl)benzonitrile and 5-Bromo-3-(trifluoromethyl)benzene-1,2-diamine

  摘要：

  Starting from 4-amino-2-(trifluoromethyl)benzonitrile (6), an efficient and nonchromatographic process was developed for multihundred gram production of 4,5-diamino-2-(trifluoromethyl)benzonitrile (1) in 73% yield and 98 HPLC area% purity over four synthetic steps. The same synthetic strategy was applied to 4-bromo-2-(trifluoromethyl)aniline (7) that afforded 5-bromo-3-(trifluoromethyl)benzene- 1,2-diamine (5) in 81% overall yield and 99% HPLC area% purity.

  DOI：

  10.1021/op9000498

文献信息

• Novel heterocycle derivatives useful as selective androgen receptor modulators (SARMs)
  申请人：Zhang Xuqing

  公开号：US20060211756A1

  公开（公告）日：2006-09-21

  The present invention is directed to novel heterocycle derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型杂环衍生物、包含它们的药物组合物以及它们在治疗受雄激素受体调节的疾病和病状中的应用。
• NOVEL HETEROCYCLE DERIVATIVES USEFUL AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
  申请人：Zhang Xuqing

  公开号：US20090131365A1

  公开（公告）日：2009-05-21

  The present invention is directed to novel heterocycle derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.

  本发明涉及新型杂环衍生物，包含它们的制药组合物以及它们在治疗受雄激素受体调节的疾病和病状中的应用。
• US7465809B2
  申请人：——

  公开号：US7465809B2

  公开（公告）日：2008-12-16
• US7781473B2
  申请人：——

  公开号：US7781473B2

  公开（公告）日：2010-08-24
• An Efficient Synthetic Process for Scale-Up Production of 4,5-Diamino-2-(trifluoromethyl)benzonitrile and 5-Bromo-3-(trifluoromethyl)benzene-1,2-diamine
  作者：Xun Li、Raymond A. Ng、Yongzheng Zhang、Ronald K. Russell、Zhihua Sui

  DOI：10.1021/op9000498

  日期：2009.5.15

  Starting from 4-amino-2-(trifluoromethyl)benzonitrile (6), an efficient and nonchromatographic process was developed for multihundred gram production of 4,5-diamino-2-(trifluoromethyl)benzonitrile (1) in 73% yield and 98 HPLC area% purity over four synthetic steps. The same synthetic strategy was applied to 4-bromo-2-(trifluoromethyl)aniline (7) that afforded 5-bromo-3-(trifluoromethyl)benzene- 1,2-diamine (5) in 81% overall yield and 99% HPLC area% purity.