(2-(methyl(phenyl)amino)phenyl)methanol | 117296-15-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2-(methyl(phenyl)amino)phenyl)methanol
• 英文别名: o-(N-methyl-N-phenylamino)benzylalcohol；[2-(N-methylanilino)phenyl]methanol
• CAS: 117296-15-8
• 化学式: C₁₄H₁₅NO
• mdl: MFCD10695936
• 分子量: 213.279
• InChiKey: GLHUXEJIFGOMDV-UHFFFAOYSA-N

物化性质

• 沸点：
  368.5±25.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-(methyl(phenyl)amino)phenyl)methanol 在 碘苯二乙酸 、 2-碘酰基苯甲酸 、 过氧化苯甲酰 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 甲基-蒽酮
  参考文献：
  名称：

  涉及芳烃，芳族叔胺和CO 2的三组分偶联中的基质控制选择性开关

  摘要：

  报道了涉及芳烃，芳族叔胺和CO 2的无过渡金属的多组分偶联。反应显示出可切换的选择性，这取决于所用芳族胺的电子性质。使用带有电子释放/中性基团的胺作为亲核触发物，该反应通过氮到氧的烷基迁移提供了2-芳基氨基苯甲酸酯。在该反应中使用缺电子的胺提供了2-氨基芳基苯甲酸酯，其通过芳基至芳基氨基的迁移进行，类似于Smiles重排。

  DOI：

  10.1021/acs.orglett.6b02845
• 作为产物：
  描述：

  N-苯基邻氨基苯甲酸 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.5h， 生成 (2-(methyl(phenyl)amino)phenyl)methanol
  参考文献：
  名称：

  PhI(OAc)₂-Mediated Intramolecular Oxidative Aryl-Aldehyde Csp²–Csp² Bond Formation: Metal-Free Synthesis of Acridone Derivatives

  摘要：

  A metal-free protocol for direct aryl-aldehyde Csp(2)-Csp(2) bond formation via a PhI(OAc)2-mediated intramolecular cross-dehydrogenative coupling (CDC) of various 2-(N-arylamino)aldehydes was developed. The novel methodology requires no need of preactivation of the aldehyde group, is applicable to a large variety of functionalized substrates, and most of all provides a convenient approach to the construction of biologically important acridone derivatives.

  DOI：

  10.1021/jo5011697

文献信息

• Monoamine re-uptake inhibiting 1-[2-[(phenoxyphenyl)methoxy]ethyl]- piperazines as potential antidepressants
  作者：J. Wieringa、A. van den Meerendonk、J. Steenvoorden、G. Heeres、F. van Bakel、T. Roeters、R. van der Hulst、A. Den Blanken、D. Leysen、R. Plate、Th. de Boer、H. Rijk

  DOI：10.1002/recl.19931120212

  日期：——

  A series of 1-[2-[(2-phenoxyphenyl)methoxy]ethyl]-4-(3-phenylpropyl)piperazines 17–50 (Figure 1) were prepared and tested as inhibitors of biogenic amine re-uptake. In our search for antidepressants, the relationship between their in vitro and in vivo activity as dopamine-reuptake inhibitors is described quantitatively by using Retention Index values determined by reversed-phase liquid chromatography

  一系列的1- [2 - [（2-苯氧基苯基）甲氧基]乙基] -4-（3-苯基丙基）哌嗪17-50（图1）的制备和作为生物胺再摄取抑制剂的测试。在我们的抗抑郁药的搜索，它们之间的关系的体外和体内活性的多巴胺再摄取抑制剂是通过使用反相液相色谱法测定保留指数值定量描述。
• Pyridyl-substituted imidazoles, compositions containing same and methods
  申请人：Tanabe Seiyaku Company, Ltd.

  公开号：US04996217A1

  公开（公告）日：1991-02-26

  Novel imidazole of the formula: ##STR1## wherein Ring A is pyridyl group or a substituted pyridyl group; Ring B is phenyl group or a substituted phenyl group; R.sup.1 and R.sup.2 are hydrogen atom or are combined together to form a group of the formula: --(CH.sub.2).sub.q --; m is 1 or 2; n is 0, 1 or 2; and q is 3 or 4, or a salt thereof are disclosed. Said derivative (I) and a salt thereof are useful as anti-ulcer agents.

  式（I）所示的新咪唑化合物：##STR1##其中，环A为吡啶基或取代的吡啶基；环B为苯基或取代的苯基；R1和R2为氢原子或结合在一起形成式--（CH2）q--的基团；m为1或2；n为0、1或2；q为3或4，或其盐被公开。所述衍生物（I）及其盐可作为抗溃疡剂使用。
• Thermal decomposition of tert-butyl o-(phenoxy)- and o-(anilino)phenyliminoxyperacetates
  作者：Gianluca Calestani、Rino Leardini、Hamish McNab、Daniele Nanni、Giuseppe Zanardi

  DOI：10.1039/a800868j

  日期：——

  Some o-phenoxy- and o-anilino-substituted aryliminyl radicals have been generated by thermal decomposition of suitable tert-butyl iminoxyperacetates. The iminyls show no disposition to give 7-membered cyclisation on the phenyl group. In some cases, products have been found that can be rationalised through a 1,6-spirocyclisation of the iminyl radicals followed by homolytic 1,5-migration of the phenyl

  通过合适的叔丁基亚氨氧基过氧乙酸酯的热分解，已经产生了一些邻苯氧基和邻苯胺基取代的芳亚胺基。亚胺基没有显示出在苯基上产生7元环化的倾向。在某些情况下，已发现可以通过亚胺基的1，6-螺环化反应，然后将苯基从胺基到亚胺基的1，5-均质迁移而合理化的产物：这似乎是第一个实例这样的过程。已经发现亚胺基通过氢提取形成亚胺的证据。有两个Ø这些亚胺的-苯氧基取代的过酸酯已被意外分离。该反应还提供了大量（在某些情况下为主要）大量其他产品（ac啶，喹唑啉酮和吲哚衍生物），这些产品可能源自碳原子团：建议机理解释了这些化合物的形成。喹唑啉酮化合物的结构已经通过X射线晶体学分析确定。
• Imidazole derivatives, processes for the preparation of the same, pharmaceutical compositions comprising the same, the use of the same for the manufacture of medicaments of therapeutic value, and intermediates formed during said processes
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0270091A1

  公开（公告）日：1988-06-08

  Novel imidazole of the formula: wherein Ring A is pyridyl group or a substituted pyridyl group; Ring B is phenyl group or a substituted phenyl group; R1 and R2 are hydrogen atom or are combined together to form a group of the formula: --(CH2 )q-; m is 1 or 2; n is 0, 1 or 2; and q is 3 or 4, or a salt thereof are disclosed. Said derivative (I) and a salt thereof are useful an anti-ulcer agents. Processes for the preparation of such derivatives are also provided, together with chemical intermediates formed during said processes. Pharmaceutical compositions comprising the same are further provided. The use of such compounds is also provided for the manufacture of medicaments of therapeutic value.

  本发明公开了式如下的新型咪唑：其中环 A 是吡啶基或取代的吡啶基；环 B 是苯基或取代的苯基；R1 和 R2 是氢原子或结合在一起形成式如下的基团：--(CH2 )q-；m 是 1 或 2；n 是 0、1 或 2；q 是 3 或 4，或其盐。 上述衍生物 (I) 及其盐可用于抗溃疡剂。 本发明还提供了制备此类衍生物的工艺，以及在上述工艺中形成的化学中间体。 本发明还提供了包含上述衍生物的药物组合物。 本发明还提供了此类化合物在制造具有治疗价值的药物中的用途。
• Sc(OTf)₃-Catalyzed Dehydrogenative Cyclization for Synthesis of <i>N</i>-Methylacridones
  作者：Xi-An Li、Hong-Li Wang、Shang-Dong Yang

  DOI：10.1021/ol400371h

  日期：2013.4.19

  A novel method has been developed for the synthesis of substituted N-methylacridones from 2-(N-methyl-N-phenylamino)benzaldehydes via dehydrogenative cyclization. This transformation involves two primary processes: the aldehyde first coordinates with Sc(OTf)(3) and induces the aromatic electrophilic substitution (SEAr) reaction to form the active intermediate N-methyl-acridin-9-ol, which is then quickly oxidized in situ to afford the acridones. Furthermore, the procedure involved is both environmental friendly and atom efficient; H2O is the only byproduct in this reaction.