2-(4-甲氧基苯基)-N-甲基乙酰胺 | 59907-36-7

• 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: 2-(4-甲氧基苯基)-N-甲基乙酰胺
• 英文名称: 2-(4-methoxyphenyl)-N-methylacetamide
• 英文别名: N-Methyl-4-methoxy-phenylacetamid
• CAS: 59907-36-7
• 化学式: C₁₀H₁₃NO₂
• mdl: MFCD01211916
• 分子量: 179.219
• InChiKey: JKUARWCJTQQYQC-UHFFFAOYSA-N

物化性质

• 熔点：
  96.5-97.5 °C
• 沸点：
  371.8±25.0 °C(Predicted)
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-甲氧基苯基)-N-甲基乙酰胺 在 硼烷四氢呋喃络合物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 2-cyano-N-(4-methoxyphenethyl)-N-methylacetamide
  参考文献：
  名称：

  α-Diazo-β-ketonitriles: Uniquely Reactive Substrates for Arene and Alkene Cyclopropanation

  摘要：

  An investigation of the intramolecular cyclopropanation reactions of alpha-diazo-beta-ketonitriles is reported. These studies reveal that alpha-diazo-beta-ketonitriles exhibit unique reactivity in their ability to undergo arene cyclopropanation reactions; other similar acceptor acceptor-substituted diazo substrates instead produce mixtures of C-H insertion and dimerization products. alpha-Diazo-beta-ketonitriles also undergo highly efficient intramolecular cyclopropanation of tri- and tetrasubstituted alkenes. In addition, the alpha-cyano-alpha-ketocyclopropane products are demonstrated to serve as substrates for S(N)2, S(N)2', and aldehyde cycloaddition reactions.

  DOI：

  10.1021/ja401610p
• 作为产物：
  描述：

  对甲氧基苯乙酸 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 27.0h， 生成 2-(4-甲氧基苯基)-N-甲基乙酰胺
  参考文献：
  名称：

  Synthesis of aryl anilinomaleimide based derivatives as glycogen synthase kinase-3β inhibitors with potential role as antidepressant agents

  摘要：

  基于新型苯胺马来酰亚胺衍生物被发现能抑制GSK-3β活性体外，并在动物模型中展现抗抑郁效果。

  DOI：

  10.1039/c5nj02896e

文献信息

• Synthesis, Cytotoxicity and Protein Kinase C Inhibition of Arylpyrrolylmaleimides
  作者：Gui-Qing Xu、Chong Zhang、Lei Zhang、Xing-Lu Zhou、Bo Yang、Qiao-Jun He、Yong-Zhou Hu

  DOI：10.1002/ardp.200700190

  日期：2008.5

  novel arylpyrrolylmaleimides was synthesized and evaluated for their in‐vitro cytotoxicity against various human cancer cell lines and their protein‐kinase C inhibitory activity. Some of the compounds showed high or moderate cytotoxic activity against the tested cell lines. Compound 6b is the most promising compound against the tested cancer cell lines; 6d and 6e showed moderate protein‐kinase C inhibition

  合成了一系列新型芳基吡咯基马来酰亚胺，并评估了它们对各种人类癌细胞系的体外细胞毒性及其蛋白激酶 C 抑制活性。一些化合物对测试的细胞系显示出高或中度的细胞毒活性。化合物 6b 是最有前途的抗癌细胞系化合物；6d和6e显示出中度蛋白激酶C抑制。根据获得的实验数据讨论结构 - 活性关系。
• Derivatives Of Pentose Monosaccharides As Anti-Inflammatory Compounds
  申请人：Sattigeri Viswajanani Jitendra

  公开号：US20090075909A1

  公开（公告）日：2009-03-19

  The present invention relates to monosaccharide derivatives as anti-inflammatory agents. The compounds of this invention can be useful for inhibition and prevention of inflammation and associated pathologies, including inflammatory and autoimmune diseases, for example, bronchial asthma, rheumatoid arthritis, type I diabetes, multiple sclerosis, allograft rejection or psoriasis. The present invention also relates to pharmacological compositions containing these monosaccharide derivatives, as well as methods of treating bronchial asthma, chronic obstructive pulmonary disease, rheumatoid arthritis, multiple sclerosis, type I diabetes, psoriasis, allograft rejection, and other inflammatory and/or auto immune disorders.

  本发明涉及单糖衍生物作为抗炎药剂。本发明的化合物可用于抑制和预防炎症及相关病理，包括炎症性和自身免疫性疾病，例如支气管哮喘、类风湿关节炎、I 型糖尿病、多发性硬化症、移植排斥或牛皮癣。本发明还涉及含有这些单糖衍生物的药物组合物，以及治疗支气管哮喘、慢性阻塞性肺病、类风湿关节炎、多发性硬化症、I 型糖尿病、牛皮癣、移植排斥和其他炎症和/或自身免疫性疾病的方法。
• Rh(III)‐Catalyzed Distal C‐H Alkenylation of Weakly Coordinating Acetamides Via Desilylation Pathway
  作者：Vinay Bapu Ramesh、Nachimuthu Muniraj、Kandikere Ramaiah Prabhu

  DOI：10.1002/adsc.201900307

  日期：2019.8.21

  Rh(III)‐Catalyzed distal ortho‐C−H alkenylation of arylacetamides have been reported employing acetamide, a weak coordinating group, as a directing group. This challenging C−H alkenylation of arylacetamides has been achieved by using arylalkynyl silanes as a surrogate for terminal alkynes under redox neutral process through desilylation pathway. The control experiments suggest that the in situ generatedRh‐species

  据报道，Rh（III）催化的芳基乙酰胺的远端邻-C-H链烯基化反应使用弱配位基团乙酰胺作为指导基团。通过使用芳基炔基硅烷作为末端炔烃的替代物，通过去甲硅烷基化反应在氧化还原中性过程中实现了芳基乙酰胺的这一具有挑战性的CH H烯基化。对照实验表明，原位生成的Rh物种可能是路易斯酸性的，这在去甲硅烷基化步骤中起着至关重要的作用。
• Direct synthesis of amides from nonactivated carboxylic acids using urea as nitrogen source and Mg(NO₃)₂or imidazole as catalysts
  作者：A. Rosie Chhatwal、Helen V. Lomax、A. John Blacker、Jonathan M. J. Williams、Patricia Marcé

  DOI：10.1039/d0sc01317j

  日期：——

  A new method for the direct synthesis of primary and secondary amides from carboxylic acids is described using Mg(NO3)2·6H2O or imidazole as a low-cost and readily available catalyst, and urea as a stable, and easy to manipulate nitrogen source. This methodology is particularly useful for the direct synthesis of primary and methyl amides avoiding the use of ammonia and methylamine gas which can be

  描述了一种由羧酸直接合成伯酰胺和仲酰胺的新方法，使用Mg(NO 3 ) 2 ·6H 2 O或咪唑作为低成本且易于获得的催化剂，以及尿素作为稳定且易于操作的催化剂氮源。该方法对于伯酰胺和甲基酰胺的直接合成特别有用，避免使用操作繁琐的氨和甲胺气体。此外，该转化不需要使用通常需要的偶联剂或活化剂。
• Directed Iridium‐Catalyzed Hydrogen Isotope Exchange Reactions of Phenylacetic Acid Esters and Amides
  作者：Mégane Valero、Daniel Becker、Kristof Jess、Remo Weck、Jens Atzrodt、Thomas Bannenberg、Volker Derdau、Matthias Tamm

  DOI：10.1002/chem.201901449

  日期：2019.5.7

  very mild reaction conditions is reported. Using a homogeneous iridium catalyst supported by a bidentate phosphine‐imidazolin‐2‐imine P,N ligand, the HIE reaction on a series of phenylacetic acid derivatives proceeds with high yields, high selectivity, and with deuterium incorporation up to 99 %. The method is fully adaptable to the specific requirements of tritium chemistry, and its effectiveness was

  首次报道了在非常温和的反应条件下进行苯乙酸酯和酰胺的高选择性氢同位素交换（HIE）的催化方案。使用由二齿膦-咪唑啉-2-亚胺P，N配体支撑的均相铱催化剂，可以在一系列苯乙酸衍生物上进行HIE反应，产率高，选择性高，氘的掺入率高达99％。该方法完全适合to化学的特定要求，其有效性通过直接by标记杀真菌剂苯那西林和药物卡美洛芬来证明。利用DFT计算，NMR研究和X射线衍射分析，可以进一步了解HIE与催化剂1的反应机理。