乙酸-(3-甲氧基-4-甲基-苯胺) | 51307-87-0

• 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: 乙酸-(3-甲氧基-4-甲基-苯胺)
• 英文名称: acetic acid-(3-methoxy-4-methyl-anilide)
• 英文别名: Essigsaeure-(3-methoxy-4-methyl-anilid)；4-Acetamino-2-methoxy-toluol；4-Acetamino-2-methoxy-1-methyl-benzol；5-Acetamino-o-kresol-methylaether；N-(3-methoxy-4-methyl-phenyl)-acetamide；N-Acetyl-3-methoxy-p-toluidin；N-(3-methoxy-4-methylphenyl)acetamide
• CAS: 51307-87-0
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: RSDAMGKTMZUJQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 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

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  乙酸-(3-甲氧基-4-甲基-苯胺) 在 盐酸 、 硝酸 、 乙酸酐 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 5-甲氧基-2-硝基-P-甲苯胺
  参考文献：
  名称：

  Discovery and Optimization of Benzotriazine Di-N-Oxides Targeting Replicating and Nonreplicating Mycobacterium tuberculosis

  摘要：

  Compounds bactericidal against both replicating and nonreplicating Mtb may shorten the length of TB treatment regimens by eliminating infections more rapidly. Screening of a panel of antimicrobial and anticancer drug classes that are bioreduced into cytotoxic species revealed that 1,2,4-benzotriazine di-N-oxides (BTOs) are potently bactericidal against replicating and nonreplicating Mtb. Medicinal chemistry optimization, guided by semiempirical molecular orbital calculations, identified a new lead compound (20q) from this series with an MIC of 0.31 mu g/mL against H37Rv and a cytotoxicity (CC50) against Vero cells of 25 mu g/mL. 20q also had equivalent potency against a panel of single-drug resistant strains of Mtb and remarkably selective activity for Mtb over a panel of other pathogenic bacterial strains. 20q was also negative in a L5178Y MOLY assay, indicating low potential for genetic toxicity. These data along with measurements of the physiochemical properties and pharmacokinetic profile demonstrate that BTOs have the potential to be developed into a new class of antitubercular drugs.

  DOI：

  10.1021/jm300123s
• 作为产物：
  描述：

  N-(4-甲基苯基)乙酰氧肟酸 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 乙酸-(3-甲氧基-4-甲基-苯胺)
  参考文献：
  名称：

  Isolation, characterization, and rearrangement of cis- and trans-N-acetyl-2-amino-5,6-dimethoxy-5-methylcyclohexa-1,3-diene. Models for the proposed precursors of meta-substitution products from carcinogenic aromatic amines

  摘要：

  DOI：

  10.1021/ja00320a045

文献信息

• ARYL LACTAM KINASE INHIBITORS
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160152621A1

  公开（公告）日：2016-06-02

  The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

  本披露通常涉及可以抑制AAK1（适配器相关激酶1）的化合物，包含这些化合物的组合物，以及抑制AAK1的方法。
• Observing the Agostic Hydrogen in Pd(II)-Catalyzed Aromatic C–H Activation
  作者：Kaiwen Li、Hongwu Jiang、Miao Zeng、Chen Tan、Zhuqi Chen、Guochuan Yin

  DOI：10.1021/acs.joc.2c02256

  日期：2022.12.16

  observations of this intermediate in Pd(II)/Sc(III)-catalyzed C–H activation of acetanilides, and its stability and reactivity in C–H activation are investigated. Remarkably, this intermediate is only observed in electron-rich acetanilides, and the meta-substituent with increased σm constant generally accelerates C–H activation, a characteristic of the base-assisted C–H activation mechanism. This study has unveiled

  直接 C–H 活化和功能化为药物和材料合成提供了方便的方案。尽管已经提出了多种机制来描述过渡金属催化的 C-H 活化，但迄今为止，尚未观察到几种主要机制中共享的关键 agostic 氢中间体，这显然使基于机制的催化剂设计感到困惑。这项工作报告了该中间体在 Pd(II)/Sc(III) 催化的乙酰苯胺 C-H 活化中的直接观察，并研究了其在 C-H 活化中的稳定性和反应性。值得注意的是，这种中间体仅在富电子的乙酰苯胺中观察到，而σ m增加的间位取代基常量通常会加速 C-H 活化，这是碱辅助 C-H 活化机制的一个特征。这项研究揭开了这种中间体的面纱，了解了它的第一手物理化学性质，为基于机理的催化剂设计提供了新的思路。
• AMINOPYRAZOLE AMIDE DERIVATIVE
  申请人：Dainippon Sumitomo Pharma Co., Ltd.

  公开号：EP2189449A1

  公开（公告）日：2010-05-26

  Disclosed is a compound represented by the formula (1) below or a pharmaceutically acceptable salt thereof, which is useful as an agent for prevention and/or treatment of diabetes and the like. (In the formula, RA and RB independently represent an optionally substituted alkyl group or the like; RC represents an optionally substituted alkyl group or the like; RD represents a hydrogen atom or the like; RE represents a hydrogen atom or the like; and RF represents a group selected from those represented by the formulae (G1) below: wherein one hydrogen atom serves as a bonding hand, or the like.)

  本发明公开了由下式（1）代表的化合物或其药学上可接受的盐，可用作预防和/或治疗糖尿病等的药物。 (在式中，RA 和 RB 分别代表任选取代的烷基或类似物；RC 代表任选取代的烷基或类似物；RD 代表氢原子或类似物；RE 代表氢原子或类似物；RF 代表选自下式 (G1) 所代表的基团： 其中一个氢原子作为键手等）。
• Pd(II)/LA-catalyzed acetanilide olefination with dioxygen
  作者：Kaiwen Li、Shuangfeng Dong、Shuang-Long Li、Zhuqi Chen、Guochuan Yin

  DOI：10.1039/d4ob00468j

  日期：——

  Transition-metal-catalyzed aromatic olefination through direct C–H activation represents an atom and step-economic route for versatile pharmaceutical syntheses, and in many cases, different stoichiometric oxidants are frequently employed for achieving a reasonable catalytic efficiency of the transition metal ions. Herein, we report a Lewis acid promoted Pd(II)-catalyzed acetanilide olefination reaction with atmospheric

  通过直接 C-H 活化的过渡金属催化芳烃烯化代表了一种用于多功能药物合成的原子和步骤经济路线，并且在许多情况下，经常使用不同化学计量的氧化剂来实现过渡金属离子的合理催化效率。在此，我们报道了路易斯酸促进的 Pd( II ) 催化的乙酰苯胺烯化反应，以大气分子氧为氧化剂源。路易斯酸通过二乙酸酯桥与 Pd( II ) 物质连接显着提高了其催化效率，并且对烯化步骤的独立动力学研究表明，添加路易斯酸显着加速了烯化速率以及 C-H 活化步。 Pd( II )盐中内部碱的强碱性也可能通过碱辅助的β-氢化物消除有利于烯化反应。
• Ullmann; Fitzenkam, Chemische Berichte, 1905, vol. 38, p. 3792
  作者：Ullmann、Fitzenkam

  DOI：——

  日期：——