4-氨基-N-甲基-N-苯基苯甲酰胺 | 784-94-1

• 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: 4-氨基-N-甲基-N-苯基苯甲酰胺
• 英文名称: 4-amino-N-methyl-N-phenylbenzamide
• 英文别名: p-amino-N-methyl-N-phenylbenzamide；4-amino-N-methyl-N-phenyl-benzoic acid amide；N-methyl-N-(4-aminobenzoyl)aniline；4-Amino-benz-
• CAS: 784-94-1
• 化学式: C₁₄H₁₄N₂O
• mdl: MFCD00447048
• 分子量: 226.278
• InChiKey: CRHKLAPXNLGNBS-UHFFFAOYSA-N

物化性质

• 熔点：
  164 °C
• 沸点：
  418.6±37.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  4-氨基-N-甲基-N-苯基苯甲酰胺 在 sodium nitrite 作用下， 以 xylene 为溶剂， 反应 4.0h， 生成 4-(3,4-Dibenzoyl-pyrazol-1-yl)-N-methyl-N-phenyl-benzamide
  参考文献：
  名称：

  Badachikar, S. V.; Tikare, R. K.; Puranik, G. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1079 - 1080

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基-4-硝基-N-苯基苯甲酰胺 在 铁粉 氯仿 、 碳酸氢钠 、 Brine 、 magnesium sulfate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 3.0h， 以to give N-methyl-N-(4-aminobenzoyl)aniline (754 mg) as a pale yellow solid的产率得到4-氨基-N-甲基-N-苯基苯甲酰胺
  参考文献：
  名称：

  Benzamide derivatives as vasopressin antagonists

  摘要：

  本发明涉及一种新的苯甲酰胺衍生物，具有抗利尿激素拮抗活性等，其通式（I）如下：其中，R1为芳基，可选用较低烷基等取代基；R2为较低烷基等；R3为氢等；R4为芳基等；X为CH或N；Y为CH或N；以及其在药学上可接受的盐，制备过程和包含其的制药组合物。

  公开号：

  US06211242B1

文献信息

• Biphenylcarboxylic acid amides, the preparation thereof and the use thereof as medicaments
  申请人：——

  公开号：US20020032238A1

  公开（公告）日：2002-03-14

  The present invention relates to substituted piperazine derivatives of general formula 1 wherein R 1 to R 7 are defined herein, the isomers and salts thereof, particularly the physiologically acceptable salts thereof, which are valuable inhibitors of the microsomal triglyceride-transfer protein (MTP), medicaments containing these compounds and their use, as well as the preparation thereof.

  本发明涉及一般式1的取代哌嗪衍生物，其中R1至R7在此处定义，其异构体和盐，特别是其生理上可接受的盐，这些盐是微粒体三酰甘油转移蛋白（MTP）的有价值的抑制剂，含有这些化合物的药物以及它们的用途，以及其制备。
• Design, Synthesis, and Biological Activity of a Novel Series of Human Sirtuin-2-Selective Inhibitors
  作者：Takayoshi Suzuki、Mohammed Naseer Ahmed Khan、Hideyuki Sawada、Erika Imai、Yukihiro Itoh、Katsura Yamatsuta、Natsuko Tokuda、Jun Takeuchi、Takuya Seko、Hidehiko Nakagawa、Naoki Miyata

  DOI：10.1021/jm3002108

  日期：2012.6.28

  Selective inhibitors of human sirtuin 2 (SIRT2), a deacetylase, are candidate therapeutic agents for neurodegenerative diseases such as Parkinson's disease and Huntington's disease as well as potential tools for elucidating the biological functions of SIRT2. On the basis of homology models of SIRT1 and SIRT2, we designed and prepared a series of 2-anilinobenzamide analogues. Enzyme assays using recombinant SIRT1 and SIRT2 revealed that 3'-phenethyloxy-2-anilinobenzamide analogues such as 33a and 33i are potent and selective SIRT2 inhibitors, showing more than 3.5-fold greater SIRT2-inhibitory activity and more than 35-fold greater SIRT2-selectivity compared with AGK2 (3), a previously reported SIRT2-selective inhibitor. Compound 33a also induced a dose-dependent selective increase of alpha-tubulin acetylation in human colon cancer HCT116 cells, indicating selective inhibition of SIRT2 in the cells. These 3'-phenethyloxy-2-anilinobenzamide derivatives represent an entry into a new class of SIRT2-selective inhibitors.
• Conformational studies of tertiary oligo-m-benzanilides and oligo-p-benzanilides in solution
  作者：Laurent Chabaud、Jonathan Clayden、Madeleine Helliwell、Abigail Page、James Raftery、Lluís Vallverdú

  DOI：10.1016/j.tet.2010.06.037

  日期：2010.8

  A series of oligo-m- and p-benzanilides were made and their conformations in solution were studied by NMR. In most cases, conformational mixtures were observed as soon as three or more monomers were incorporated into the oligomer. Some crystal structures were obtained, which indicated that helical conformations were adopted in the solid state. (C) 2010 Elsevier Ltd. All rights reserved.
• BADACHIKAR, S. V.;TIKARE, R. K.;PURANIK, G. S., INDIAN J. CHEM., 25,(1986) N 10, 1079-1080
  作者：BADACHIKAR, S. V.、TIKARE, R. K.、PURANIK, G. S.

  DOI：——

  日期：——
• BENZAMIDE DERIVATIVES AS VASOPRESSIN ANTAGONISTS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0757670B1

  公开（公告）日：1999-01-13