4-ethyl-N-(3-methylphenyl)benzamide | 313537-28-9

• 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: 4-ethyl-N-(3-methylphenyl)benzamide
• 英文别名: 4-ethyl-N-(m-tolyl)benzamide；4-ethyl-N-m-tolylbenzamide
• CAS: 313537-28-9
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: HUVBOWFSUKATRD-UHFFFAOYSA-N

物化性质

• 沸点：
  309.2±31.0 °C(Predicted)
• 密度：
  1.100±0.06 g/cm3(Predicted)
• 保留指数：
  2267

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  对乙基苯甲酰氯 、 3-甲基苯胺 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以94%的产率得到4-ethyl-N-(3-methylphenyl)benzamide
  参考文献：
  名称：

  Identification of a potent and noncytotoxic inhibitor of melanin production

  摘要：

  On the basis of a hit from random screening, biaryl amide derivatives were prepared in a combinatorial manner via parallel solution-phase synthesis, and their effects on melanocytes were investigated to discover new effective skin depigmenting agents. Among the 120 derivatives prepared, five members exhibited a >30% reduction of melanin production at 30 mu M with a cell viability of >90%. In particular, compound A(3)/B-5 exhibited effective inhibitory activity on melanin synthesis. Although the inhibition percentage of A(3)/B-5 was slightly lower than that of the positive reference compound, phenylthiourea (PTU), A(3)/B-5 demonstrated a much better cell viability than PTU. In vivo evaluation of A(3)/B-5 also showed a significant decrease of melanin pigments. In addition, the in silico classification model was built based on the experimental data of library members. Our results suggest that these biaryl amide derivatives may act as potent skin depigmenting agents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.034

文献信息

• Synthesis of Secondary Amides through the Palladium(II)-Catalyzed Aminocarbonylation of Arylboronic Acids with Amines or Hydrazines and Carbon Monoxide
  作者：Jin Zhang、Yuqiang Ma、Yangmin Ma

  DOI：10.1002/ejoc.201701802

  日期：2018.4.17

  A new Pd‐catalyzed aminocarbonylation of arylboronic acids with amines or hydrazines produces secondary amides. The method exhibits good atom‐economy and a wide functional group tolerance.

  芳族硼酸与胺或肼的新Pd催化氨基羰基化反应会生成仲酰胺。该方法具有良好的原子经济性和宽泛的官能团耐受性。
• 一种采用芳香肼合成N-芳基仲芳酰胺的方法
  申请人：陕西科技大学

  公开号：CN107652200B

  公开（公告）日：2019-06-14

  本发明公开了一种采用芳香肼合成N‑芳基仲芳酰胺的方法，向溶剂中加入芳基硼酸和芳香肼，以及主催化剂和助催化剂，然后进行加热回流反应后分离提纯即得到如式Ⅲ所示的N‑芳基仲芳酰胺，反应过程中向反应体系中通入CO使反应体系的压力为0.1～5MPa。本发明的合成方法简洁高效，以取代苯肼、在空气中稳定且易得的有机硼酸和CO为反应原料，金属钯作为主催化剂，铜或铁作为助催化剂，在较为温和的反应条件下高效合成仲芳酰胺。
• NOVEL BIARYLAMIDE DERIVATIVE AND COMPOSITIONS CONTAINING THE DERIVATIVE AS AN ACTIVE INGREDIENT
  申请人：Shin Dong Heon

  公开号：US20120289595A1

  公开（公告）日：2012-11-15

  The present invention relates to a novel biarylamide derivative and a pharmaceutical composition or a cosmetic composition comprising the same as an active ingredient. More particularly, the present invention relates to a novel biarylamide derivative, a pharmaceutical composition or a cosmetic composition for preventing or treating a pigmentation disorder caused by an abnormal excess of melanin or a disease caused by melanocyte hyperplasia comprising the same as an active ingredient. The biarylamide derivative of the present invention inhibits melanin production and thus inhibits melanocyte hyperplasia. Therefore, a cosmetic composition comprising the biarylamide is excellent in a whitening effect, and a pharmaceutical composition comprising the biarylamide is effective in the prevention or treatment of pigmentation disorders of skin such as lentigo, melasma, freckle, etc. and malignant melanoma.

  本发明涉及一种新型二芳基酰胺衍生物，以及包含其作为活性成分的制药组合物或化妆品组合物。更具体地，本发明涉及一种新型二芳基酰胺衍生物，以及包含其作为活性成分的制药组合物或化妆品组合物，用于预防或治疗由于黑色素异常过多引起的色素沉着障碍或由黑色素细胞增生引起的疾病。本发明的二芳基酰胺衍生物抑制黑色素的生成，从而抑制黑色素细胞增生。因此，包含该二芳基酰胺的化妆品组合物具有出色的美白效果，包含该二芳基酰胺的制药组合物对皮肤色素沉着障碍如雀斑、黄褐斑等和恶性黑色素瘤的预防或治疗具有良好的效果。
• US7576117B1
  申请人：——

  公开号：US7576117B1

  公开（公告）日：2009-08-18
• US8552065B2
  申请人：——

  公开号：US8552065B2

  公开（公告）日：2013-10-08