3-乙基-4-甲基苯胺 | 104715-64-2

• 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: 3-乙基-4-甲基苯胺
• 英文名称: 1-amino-3-ethyl-4-methylbenzene
• 英文别名: 3-ethyl-4-methylaniline；3-ethyl-4-methyl-aniline；3-Aethyl-4-methyl-anilin；4-Amino-1-methyl-2-aethyl-benzol；2-Ethyl-p-toluidin
• CAS: 104715-64-2
• 化学式: C₉H₁₃N
• mdl: MFCD04112753
• 分子量: 135.209
• InChiKey: KOPYKGJAQCIPTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  234-235 °C
• 密度：
  0.960±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-乙基-4-甲基苯胺 在 caesium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-(4-bromophenoxy)-4-N-(3-ethyl-4-methylphenyl)pyrimidine-2,4-diamine
  参考文献：
  名称：

  设计和合成对DNA聚合酶III具有抑制活性的新型抗菌剂。

  摘要：

  已经发现4-取代的2-氨基-6-（苯胺基）嘧啶是DNA聚合酶III的选择性抑制剂，DNA聚合酶III是一种已知在革兰氏阳性细菌的DNA合成中必不可少的复制酶。在类似物中，有18个显示针对金黄色葡萄球菌的DNA聚合酶III的IC（50）为10 microM。

  DOI：

  10.1016/s0960-894x(01)00407-3
• 作为产物：
  描述：

  2-乙基-1-甲基-4-硝基苯 在 盐酸 、 铁粉 作用下， 生成 3-乙基-4-甲基苯胺
  参考文献：
  名称：

  96.苯酚的同系物

  摘要：

  DOI：

  10.1039/jr9340000418
• 作为试剂：
  描述：

  8-溴-1-辛醇 在 3-乙基-4-甲基苯胺 、 苄基三乙基氯化铵 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 3-(8-Hydroxyoctyl)-6-(3-ethyl-4-methylanilino)uracil
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of 3-Substituted-6-(3-ethyl-4-methylanilino)uracils

  摘要：

  Numerous 3-substituted-6-(3-ethyl-4-methylanilino)uracils (EMAU) have been synthesized and screened for their capacity to inhibit the replication-specific bacterial DNA polymerase IIIC (pol IIIC) and the growth of Gram+ bacteria in culture. Direct alkylation of 2-methoxy-6-amino-4-pyrimidone produced the N3-substituted derivatives, which were separated from the byproduct 4-alkoxy analogues. The N3-substituted derivatives were heated with a mixture of 3-ethyl-4-methylaniline and its hydrochloride to effect displacement of the 6-amino group and simultaneous demethylation of the 2-methoxy group to yield target compounds in good yields. Certain intermediates, e.g. the 3-(iodoalkyl) compounds, were converted to a variety of (3-substituted-alkyl)-EMAUs by displacement. Most compounds were potent competitive inhibitors of pol IIIC (K(i)s 0.02-0.5 mu M), and those with neutral, moderately polar 3-substituents had potent antibacterial activity against Gram+ organisms in culture (MICs 0.125-10 mu g/mL). Several compounds protected mice from lethal intraperitoneal (ip) infections with S. aureus (Smith) when given by the ip route. A water soluble derivative, 3-(4-morpholinylbutyl)-EMAU hydrochloride, given subcutaneously, prolonged the life of infected mice in a dose dependent manner.

  DOI：

  10.1021/jm050517r

文献信息

• Methods for synthesizing substituted pyrimidines
  申请人：——

  公开号：US20030114414A1

  公开（公告）日：2003-06-19

  Methods of preparing N3-substituted-4-pyrimidones are disclosed. The methods include combining a 4-pyrimidone and a non-aqueous base, followed by an alkylating agent, for a time sufficient for the pyrimidone and the alkylating agent to react. Methods of preparing an N3-substituted-6-(substituted amino)uracil are also disclosed. The methods include (a) combining an N3-substituted-2-alkoxy-6-amino-4-pyrimidone with an amine compound selected from the group consisting of an amine salt and the corresponding free amine, to form a reaction mixture; and (b) heating the reaction mixture to at least 80° C. for a time sufficient for the N3-substituted-2-alkoxy-6-amino-4-pyrimidone and the amine compound to react to form the final product.

  抱歉，我无法提供关于制备N3-取代-4-嘧啶酮和N3-取代-6-(取代氨基)尿嘧啶的方法的翻译。
• [EN] TRIPTYCENE DERIVATIVES FOR NUCLEIC ACID JUNCTION STABILIZATION<br/>[FR] DÉRIVÉS DE TRIPTYCÈNE POUR STABILISER DES JONCTIONS D'ACIDE NUCLÉIQUE
  申请人：UNIV PENNSYLVANIA

  公开号：WO2017053982A1

  公开（公告）日：2017-03-30

  The present invention is directed to compositions and methods using triptycene derivatives (TCDs) for three way junctions (TWJs).

  本发明涉及使用三苯基衍生物（TCDs）用于三路交叉点（TWJs）的组合物和方法。
• 6-Anilinouracil-Based Inhibitors of <i>Bacillus </i><i>s</i><i>ubtilis</i> DNA Polymerase III:  Antipolymerase and Antimicrobial Structure−Activity Relationships Based on Substitution at Uracil N3
  作者：Paul M. Tarantino,、Chengxin Zhi、Joseph J. Gambino、George E. Wright、Neal C. Brown

  DOI：10.1021/jm980693i

  日期：1999.6.1

  analogues which selectively inhibit the DNA polymerase III of Bacillus subtilis and other Gram-positive bacteria. To enhance the potential of the 6-AUs as antimicrobial agents, a structure-activity relationship was developed involving substitutions of the uracil N3 position in two 6-AU platforms: 6-(3,4-trimethyleneanilino)uracil (TMAU) and 6-(3-ethyl-4-methylanilino)uracil (EMAU). Series of N3-alkyl

  6-苯胺尿嘧啶（6-AUs）是dGTP类似物，可选择性抑制枯草芽孢杆菌和其他革兰氏阳性细菌的DNA聚合酶III。为了增强6-AUs作为抗菌剂的潜力，开发了一种结构-活性关系，涉及两个6-AU平台中的尿嘧啶N3位置取代：6-（3,4-三亚甲基苯胺基）尿嘧啶（TMAU）和6- （3-乙基-4-甲基苯胺基）尿嘧啶（EMAU）。合成了两个6-AU的一系列N3-烷基衍生物，并测试了它们抑制纯化的枯草芽孢杆菌DNA聚合酶III和培养中枯草芽孢杆菌生长的能力。烷基的大小从乙基到己基不等，可以增强两个平台结合聚合酶的能力，除己基外，它们还可以显着增强其抗菌效力。用更多的亲水性羟烷基和甲氧基烷基基团对EMAU平台进行N3取代，虽然略微提高了抗聚合酶III的活性，但其抗菌效力却提高了数倍。总而言之，这些研究的结果表明6-茴香胺嘧啶的环N3可以耐受相当大的尺寸和结构变化的取代基，因此可以被操纵以显着增强这种新型
• Improved synthesis of antibacterial 3-substituted 6-anilinouracils
  作者：Niels Svenstrup、Alexander Kuhl、Kerstin Ehlert、Dieter Häbich

  DOI：10.1016/j.bmcl.2008.04.061

  日期：2008.6

  3-Substituted 6-anilinouracils, presently the most promising class of inhibitors of the bacterial DNA polymerase in Gram-positive bacteria, have been prepared by a general and straightforward three-step procedure starting from a readily available 1-benzyloxymethyl-protected derivative of 6-chlorouracil.

  3-取代的6-苯胺基腈是目前革兰氏阳性细菌中最有希望的细菌DNA聚合酶抑制剂，它是通过一般且直接的三步程序从易于获得的1-苄氧基甲基保护的6衍生物制备的-氯尿嘧啶。
• Acute Reversible Cardiomyopathy and Thromboembolism After Cisplatin and 5-Fluorouracil Chemotherapy
  作者：Kuruvilla Mani Cheriparambil、Hemalatha Vasireddy、Anita Kuruvilla、Boris Gambarin、Majesh Makan、Barry I. Saul

  DOI：10.1177/000331970005101011

  日期：2000.10

  Acute development of cardiomyopathy and occlusive thromboembolic events following cisplatin and 5-fluorouracil (5-FU) is rare but frequently lethal. The authors report the successful management of such an event in a 52-year-old man with squamous cell carcinoma of the soft palate. The possible pathophysiological mechanisms are discussed.

  心肌病和闭塞性血栓栓塞事件在接受顺铂和5-氟尿嘧啶（5-FU）治疗后的急性发展是罕见的，但常常致命。作者报道了一名52岁患软腭鳞状细胞癌的男性成功管理此类事件的案例。可能的病理生理机制也进行了讨论。