2-氨基-N-(2,4-二甲基苯基)苯甲酰胺 | 21132-02-5

• 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: 2-氨基-N-(2,4-二甲基苯基)苯甲酰胺
• 英文名称: 2-amino-N-(2,4-dimethylphenyl)benzamide
• 英文别名: 2-(2,4-Dimethyl-phenyl-carbamoyl)-anilin；Anthranilsaeure-<2.4-dimethyl-phenylamid>；anthranilic acid-(2,4-dimethyl-anilide)；Anthranilsaeure-(2,4-dimethyl-anilid)；2-Amino-benzoesaeure-asymm.-m-xylidid；Anthranilsaeure-asymm.-m-xylidid
• CAS: 21132-02-5
• 化学式: C₁₅H₁₆N₂O
• mdl: MFCD00115976
• 分子量: 240.305
• InChiKey: JCXCMHQZXXYQPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 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：

  2-氨基-N-(2,4-二甲基苯基)苯甲酰胺 生成 2-(2,4-Dimethyl-anilinomethyl)-anilin
  参考文献：
  名称：

  3，4-二氢-2（1H）-喹唑啉酮。

  摘要：

  DOI：

  10.1021/jm00312a022
• 作为产物：
  描述：

  2-nitro-benzoic acid-(2,4-dimethyl-anilide) 在 palladium on activated charcoal 氢气 作用下， 反应 3.0h， 以59%的产率得到2-氨基-N-(2,4-二甲基苯基)苯甲酰胺
  参考文献：
  名称：

  Anticonvulsant activity of 2- and 3-aminobenzanilides

  摘要：

  A series of 2- and 3-aminobenzanilides derived from ring-alkylated anilines were prepared and evaluated for anticonvulsant activity. These benzanilides were prepared in the course of studies designed to determine the relationship between the benzamide structure and anticonvulsant effects. The compounds were tested in mice against seizures induced by maximal electroshock (MES) and pentylenetetrazole and in the rotorod assay for neurologic deficit. The 3-aminobenzanilide derived from 2,6-dimethylaniline, 21, was the most potent anti-MES compound, with an ED50 of 13.48 mg/kg and a protective index of 21.11 (PI = TD50/ED50). The activity profile for 21 compares favorably with that for phenobarbital and phenytoin.

  DOI：

  10.1021/jm00158a038

文献信息

• Compounds for modulating TRPV3 function
  申请人：Chong A. Jayhong

  公开号：US20070179164A1

  公开（公告）日：2007-08-02

  The present application relates to compounds and methods for treating pain and other conditions related to TRPV3.

  本申请涉及化合物和治疗与TRPV3相关的疼痛和其他病症的方法。
• Sustainable methine sources for the synthesis of heterocycles under metal- and peroxide-free conditions
  作者：Gopal Chandru Senadi、Vishal Suresh Kudale、Jeh-Jeng Wang

  DOI：10.1039/c8gc03839b

  日期：——

  identified as sustainable methine sources for synthesizing quinazolinone and benzimidazole derivatives using a combination of TsOH·H2O/O2 and appropriate bis-nucleophiles for the first time. Deuterium labeling studies clearly proved that the C2 hydrogen of the synthesized heterocycles came from the methine source. These unique reaction conditions were successfully applied to the synthesis of echinozolinone

  首次将TsOH·H 2 O / O 2和适当的双亲核试剂组合使用，将醇和醚确定为可持续的次甲基来源，用于合成喹唑啉酮和苯并咪唑衍生物。氘标记研究清楚地证明了合成杂环的C 2氢来自次甲基。这些独特的反应条件已成功地用于合成棘金龙酮（2e'），2f'（rutaecarpine和（±）evodiamine的常见前体）和二咪唑（6d）。该方法的显着特征包括低毒性，使用商业原料作为底物，成本低，对官能团的耐受性强以及对多种双亲核起始原料的适用性。
• A robust synthesis of functionalized 2 H -indazoles via solid state melt reaction (SSMR) and their anti-tubercular activity
  作者：Shinde Vidyacharan、Chandan Adhikari、Vagolu Siva Krishna、Rudraraju Srilakshmi Reshma、Dharmarajan Sriram、Duddu S. Sharada

  DOI：10.1016/j.bmcl.2017.02.021

  日期：2017.4

  screened for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv, compound 3u (MIC: 4.20μM) was found to be most active and are superior over existing standard drugs ciprofloxacin and ethambutol. Compounds 3c and 3x were found to equally potent as ethambutol. Among most potent compounds in the series, four compounds (3n, 3o, 3p and 3u) showed lower cytotoxicity which could be promising

  已经开发了一种简便易行的方法，用于在无催化剂条件下使用容易获得的起始原料通过固态熔融反应合成官能化的吲唑。该转变涉及经由在热条件下获得的共轭腈中间体进行电环化。在针对结核分枝杆菌H37Rv的体外分枝杆菌活性筛选的化合物3a-3x中，对分子进行了进一步的抗结核活性筛选，发现化合物3u（MIC：4.20μM）活性最高，并且优于现有的标准药物环丙沙星和乙胺丁醇。发现化合物3c和3x与乙胺丁醇同样有效。在该系列中最有效的化合物中，有四个化合物（3n，3o，
• Metal-free C–H methylation and acetylation of heteroarenes with PEG-400
  作者：Vishal Suresh Kudale、Jeh-Jeng Wang

  DOI：10.1039/d0gc01183e

  日期：——

  efficient route for methylation and acetylation of aza-heteroarenes using PEG-400 under O2 and TsOH·H2O for the first time by tuning the reaction conditions using a different set of starting materials. The key features of the current protocol are oxidative C–O and C–C bond scission under metal-free conditions with good functional group tolerance, and a broad substrate scope. The potential applicability

  从可再生和廉价来源产生甲基碳来源具有挑战性。在本文中，我们通过使用不同的起始原料调整反应条件，首次描述了在O 2和TsOH·H 2 O下使用PEG-400进行氮杂杂芳烃甲基化和乙酰化的新颖而有效的途径。当前协议的关键特征是在无金属条件下具有良好的官能团耐受性和广泛的底物范围的氧化性C–O和C–C键断裂。通过一锅法证明了所设计方法的潜在适用性，可用于合成中枢神经系统（CNS）抑制剂和抗惊厥药物分子。
• Sulfur‐Promoted Synthesis of 2‐Aroylquinazolin‐4(3 <i>H</i> )‐ones by Oxidative Condensation of Anthranilamide and Acetophenones
  作者：Thanh Binh Nguyen、Jing‐ya Hou、Pascal Retailleau

  DOI：10.1002/adsc.201900371

  日期：2019.7.11

  three‐component reaction of isatoic anhydride, primary aliphatic or aromatic amines, and acetophenones leading to densely substituted 3‐substituted 2‐aroylquinazolin‐4(3H)‐ones is reported. The key step involves a cascade reaction of selective oxidation of the methyl group of the acetophenones, followed by a condensation with anthranilamides. The scope of the reaction is applicable to the synthesis of tryptanthrin

  据报道，由硫代酸酐，脂肪族或芳香族伯胺和苯乙酮经硫促进的三组分反应可导致密集取代的3-取代的2-芳基喹唑啉-4（3 H）-1 。关键步骤涉及乙苯乙酮甲基选择性氧化的级联反应，然后与邻氨基苯甲酰胺缩合。该反应范围适用于色胺酮和各种3-un取代的2-aroylquinazolin-4（3 H）-one的合成。