N-(1-hydroxy-2-methylprop-2-yl)-4-trifluoromethylbenzamide | 149910-82-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(1-hydroxy-2-methylprop-2-yl)-4-trifluoromethylbenzamide
• 英文别名: N-(1-hydroxy-2-methylpropan-2-yl)-4-(trifluoromethyl)benzamide
• CAS: 149910-82-7
• 化学式: C₁₂H₁₄F₃NO₂
• mdl: MFCD11924904
• 分子量: 261.244
• InChiKey: CRCMZAJEBPTFNJ-UHFFFAOYSA-N

物化性质

• 沸点：
  372.5±42.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(1-hydroxy-2-methylprop-2-yl)-4-trifluoromethylbenzamide 在 盐酸 、 sodium hydroxide 、 正丁基锂 、 氯化亚砜 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醚 、 氯仿 、 甲苯 为溶剂， 生成 2-methyl-N-[2-methyl-6-[[(1-methylethyl)amino]-carbonyl]phenyl]-4-(trifluoromethyl)benzamide
  参考文献：
  名称：

  Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators

  摘要：

  A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery, synthesis, structure-activity, and biological results are presented. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.034
• 作为产物：
  描述：

  4-三氟甲基苯甲酰氯 、 2-氨基-2-甲基-1-丙醇 以 二氯甲烷 为溶剂， 反应 2.0h， 以50%的产率得到N-(1-hydroxy-2-methylprop-2-yl)-4-trifluoromethylbenzamide
  参考文献：
  名称：

  钼（0）通过氧化加成碳（sp2）促进邻卤代芳基和β卤代烯基亚胺衍生物的羰基化环化反应？卤素键：两种类型的γ-内酰胺的制备

  摘要：

  可爱的内酰胺：通过独特的标题转换已制备出可用于合成的γ-内酰胺衍生物。通过利用钼配合物的特性，通过调节反应条件有选择地获得了两种产物（两种产物很少通过后期过渡金属催化的反应获得）。

  DOI：

  10.1002/anie.200902884

文献信息

• Analogues of doxanthrine reveal differences between the dopamine D1 receptor binding properties of chromanoisoquinolines and hexahydrobenzo[a]phenanthridines
  作者：Juan Pablo Cueva、Benjamin R. Chemel、Jose I. Juncosa、Markus A. Lill、Val J. Watts、David E. Nichols

  DOI：10.1016/j.ejmech.2011.11.039

  日期：2012.2

  Efforts to develop selective agonists for dopamine D-1-like receptors led to the discovery of dihydrexidine and doxanthrine, two bioisosteric [beta-phenyldopamine-type full agonist ligands that display selectivity and potency at D-1-like receptors. We report herein an improved methodology for the synthesis of substituted chromanoisoquinolines (doxanthrine derivatives) and the evaluation of several new compounds for their ability to bind to D-1- and D-2-like receptors. Identical pendant phenyl ring substitutions on the dihydrexidine and doxanthrine templates surprisingly led to different effects on D-1-like receptor binding, suggesting important differences between the interactions of these ligands with the D-1 receptor. We propose, based on the biological results and molecular modeling studies, that slight conformational differences between the tetralin and chroman-based compounds lead to a shift in the location of the pendant ring substituents within the receptor. (C) 2011 Elsevier Masson SAS. All rights reserved.
• US5395827A
  申请人：——

  公开号：US5395827A

  公开（公告）日：1995-03-07
• [EN] omega -[2-(PHOSPHONOALKYL)PHENYL]-2-AMINOALKANOIC ACIDS AS ANTAGONISTS OF EXCITATORY AMINO ACID RECEPTORS
  申请人：NOVA PHARMACEUTICAL CORPORATION

  公开号：WO1993005772A1

  公开（公告）日：1993-04-01

  (EN) The present invention pertains to antagonists of excitatory amino acid neurotransmitter receptor antagonists, their method of preparation as well as compositions containing them which have formula (I), wherein n and m independently are 0, 1, 2, or 3; R1 is selected from the group consisting of hydrogen and R2; R2 is selected from the group consisting of hydrogen, halogen, halomethyl, nitro, amino, alkoxy, hydroxyl, hydroxymethyl, C1 to C6 lower alkyl, C7 to C12 higher alkyl, aryl and aralkyl, wherein if R2 is hydrogen, R1 is not hydrogen; R3 is selected from the group consisting of hydrogen and C1 to C6 lower alkyl; the stereoisomers thereof in their resolved or racemic form, and pharmaceutically acceptable salts thereof.(FR) La présente invention se rapporte à des antagonistes de récepteurs neuromédiateurs d'acides aminés excitateurs, à un procédé de préparation ainsi qu'à des compositions les contenant, répondant à la formule générale (I), dans laquelle n et m valent indépendamment 0, 1, 2 ou 3; R1 est choisi dans le groupe composé d'hydrogène et de R2; R2 est choisi dans le groupe comprenant hydrogène, halogène, halométhyle, nitro, amino, alcoxy, hydroxyle, hydroxyméthyle, alkyle inférieur C1 à C6, alkyle supérieur C7 à C12, aryle et aralkyle, de sorte que, si R2 représente hydrogène, R1 ne représente pas ce dernier; R3 est choisi dans le groupe comprenant hydrogène et alkyle inférieur C1 à C6. On décrit également des stéréoisomères de ces composés dans leur forme résolue ou racémique, ainsi que des sels pharmaceutiquement acceptables.
• Molybdenum(0)-Promoted Carbonylative Cyclization of<i>o</i>-Haloaryl- and β-Haloalkenylimine Derivatives by Oxidative Addition of a Carbon(sp²)Halogen Bond: Preparation of Two Types of γ-Lactams
  作者：Jun Takaya、Kenichiro Sangu、Nobuharu Iwasawa

  DOI：10.1002/anie.200902884

  日期：2009.9.7

  Lovely lactams: Synthetically useful γ‐lactam derivatives have been prepared through the unique title transformation. By utilizing the characteristic property of the molybdenum complex, two kinds of products (both of which have rarely been obtained by reactions catalyzed by late transition metals) were obtained selectively by adjusting the reaction conditions (see scheme).

  可爱的内酰胺：通过独特的标题转换已制备出可用于合成的γ-内酰胺衍生物。通过利用钼配合物的特性，通过调节反应条件有选择地获得了两种产物（两种产物很少通过后期过渡金属催化的反应获得）。
• Insecticidal anthranilic diamides: A new class of potent ryanodine receptor activators
  作者：George P. Lahm、Thomas P. Selby、John H. Freudenberger、Thomas M. Stevenson、Brian J. Myers、Gilles Seburyamo、Ben K. Smith、Lindsey Flexner、Christopher E. Clark、Daniel Cordova

  DOI：10.1016/j.bmcl.2005.08.034

  日期：2005.11

  A novel class of anthranilic diamides has been discovered with exceptional insecticidal activity on a range of Lepidoptera. These compounds have been found to exhibit their action by release of intracellular Ca2+ stores mediated by the ryanodine receptor. The discovery, synthesis, structure-activity, and biological results are presented. (c) 2005 Elsevier Ltd. All rights reserved.