5-methoxy-N,2-dimethylaniline | 156267-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-methoxy-N,2-dimethylaniline
• CAS: 156267-11-7
• 化学式: C₉H₁₃NO
• 分子量: 151.208
• InChiKey: WDNKYGMHNZSBFE-UHFFFAOYSA-N

物化性质

• 沸点：
  257.9±28.0 °C(Predicted)
• 密度：
  1.013±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methoxy-N,2-dimethylaniline 生成 4-methoxy-1-methyloxindole
  参考文献：
  名称：

  Rewcastle Gordon W., Palmer Brian D., Dobrusin Ellen M., Fry David W., Kr+, J. Med. Chem, 37 (1994) N 13, S 2033-2042

  摘要：

  DOI：
• 作为产物：
  描述：

  (5-Methoxy-2-methyl-phenyl)-carbamic acid benzyl ester 在 氢气 、 sodium hydride 作用下， 生成 5-methoxy-N,2-dimethylaniline
  参考文献：
  名称：

  Rewcastle, Gordon W.; Denny, William A., Heterocycles, 1994, vol. 37, # 2, p. 701 - 708

  摘要：

  DOI：

文献信息

• Synthesis and aldose reductase inhibitory activities of novel N -nitromethylsulfonanilide derivatives
  作者：Jun Inoue、Ying-She Cui、Osamu Sakai、Yoshikuni Nakamura、Hiromi Kogiso、Peter F Kador

  DOI：10.1016/s0968-0896(00)00158-9

  日期：2000.8

  A novel series of 14 N-nitromethylsulfonanilide derivatives were synthesized and evaluated for their ability to inhibit recombinant aldose reductase. Computational docking simulations provided a good explanation for the observed structure-activity relationships. Kinetic analysis of (2-fluoro-5-methyl-N-methyl)-N-nitromethylsulfonanilide, 11, one of the most potent compounds in this series with an IC50

  合成了一系列新的14种N-硝基甲基磺酰苯胺衍生物，并评估了它们抑制重组醛糖还原酶的能力。计算对接模拟为观察到的结构-活性关系提供了很好的解释。动力学分析（2-氟-5-甲基-N-甲基）-N-硝基甲基磺酰苯胺，该系列中最有效的化合物之一，IC50 = 0.35 M，显示出无竞争性的抑制作用。随后用11种大鼠晶状体进行的体外培养研究表明，该系列醛糖还原酶抑制剂可有效预防或延缓与糖尿病有关的糖性白内障形成。
• Palladium-Catalyzed Amination of Aryl Chlorides and Bromides with Ammonium Salts
  作者：Rebecca A. Green、John F. Hartwig

  DOI：10.1021/ol501739g

  日期：2014.9.5

  We report the palladium-catalyzed coupling of aryl halides with ammonia and gaseous amines as their ammonium salts. The coupling of aryl chlorides and ortho-substituted aryl bromides with ammonium sulfate forms anilines with higher selectivity for the primary arylamine over the diarylamine than couplings with ammonia in dioxane. The resting state for the reactions of aryl chlorides is different from

  我们报道了钯催化的芳基卤化物与氨和气态胺作为铵盐的偶联。芳基氯和邻位取代的芳基溴与硫酸铵偶联形成苯胺，与二恶烷中的氨偶联相比，对伯芳胺的选择性高于对二芳胺的选择性。芳基氯反应的静止状态与芳基溴反应的静止状态不同，并且提出这种静止状态的变化是为了解释两种卤代芳烃的反应选择性的差异。
• [EN] NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION<br/>[FR] FORMULATIONS DE FLUOROPHORE SPÉCIFIQUE AUX NERFS POUR ADMINISTRATION DIRECTE ET SYSTÉMIQUE
  申请人：UNIV OREGON HEALTH & SCIENCE

  公开号：WO2020033435A1

  公开（公告）日：2020-02-13

  Nerve-specific fluorophore formulations for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.

  描述了用于直接或全身给药的神经特异性荧光素配方。这些配方可用于荧光引导手术（FGS），帮助在外科手术干预期间保护神经。
• TRICYCLIC GYRASE INHIBITORS
  申请人：TRIUS THERAPEUTICS INC.

  公开号：US20150246934A1

  公开（公告）日：2015-09-03

  Disclosed herein are compounds having the structure of Formula I and pharmaceutically suitable salts, esters, and prodrugs thereof that are useful as antibacterially effective tricyclic gyrase inhibitors. In addition, species of tricyclic gyrase inhibitors compounds are also disclosed herein. Related pharmaceutical compositions, uses and methods of making the compounds are also contemplated.

  本文揭示了具有I式结构的化合物及其药物适宜的盐、酯和前药，它们可用作具有抗菌作用的三环酶抑制剂。此外，本文还揭示了三环酶抑制剂化合物的种类。还考虑了相关的制药组合物、用途和制备化合物的方法。
• Tyrosine Kinase Inhibitors. 3. Structure-Activity Relationships for Inhibition of Protein Tyrosine Kinases by Nuclear-Substituted Derivatives of 2,2'-Dithiobis(1-methyl-N-phenyl-1H-indole-3-carboxamide)
  作者：Gordon W. Rewcastle、Brian D. Palmer、Ellen M. Dobrusin、David W. Fry、Alan J. Kraker、William A. Denny

  DOI：10.1021/jm00039a016

  日期：1994.6

  A series of indole-substituted 2,2'-dithiobis(1-methyl-N-phenyl-1H-indole-3-carboxamides) were prepared and evaluated for their ability to inhibit the tyrosine kinase activity of both the epidermal growth factor receptor (EGFR) and the nonreceptor pp60(v-src) tyrosine kinase. The compounds were synthesized by conversion of appropriate 1-methyloxindoles to 1-methyl-2-indolinethiones with P2S5 followed by subsequent reaction with NaH and phenyl isocyanate and oxidative dimerization of the resulting 2,3-dihydro-N-phenyl-2-thioxo-1H-indole-3-carboxamides. The parent compound and many of the substituted analogues were moderately potent inhibitors of both kinase enzymes, but no clear relationships were seen between substitution on the indole ring and inhibitory activity, While 4-substituted compounds were generally inactive, 5-substituted derivatives with electron-withdrawing groups showed inhibitory activity. However, none of the substituted compounds showed significantly better activity than the unsubstituted parent compound. There was generally a good correlation between activity against the EGFR and pp60(v-src) kinases, but several compounds did show some specificity (>20-fold) of inhibition; 5-Cl and 5-Br derivatives preferentially inhibited pp60(v-src), while the 5-CF3 compound preferentially inhibited EGFR. Selected compounds from the series were found to inhibit the growth of Swiss 3T3 fibroblasts with IC(50)s in the range 2-25 mu M, the most active being 4-substituted derivatives. The compounds inhibited bFGF-mediated protein tyrosine phosphorylation in intact cells more effectively than EGFR- or PDGF-mediated phosphorylation.