2-aminomethyl-4-tert-butyl-phenol | 81441-06-7

• 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: 2-aminomethyl-4-tert-butyl-phenol
• 英文别名: 2-(Aminomethyl)-4-tert-butylphenol
• CAS: 81441-06-7
• 化学式: C₁₁H₁₇NO
• 分子量: 179.262
• InChiKey: PJASVRRDDNCQFM-UHFFFAOYSA-N

物化性质

• 沸点：
  287.7±25.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-aminomethyl-4-tert-butyl-phenol 在 盐酸 、 一氯化碘 作用下， 反应 24.0h， 生成 2-<<(2-aminoethyl)amino>methyl>-4-(1,1-dimethylethyl)-6-iodophenol dihydrochloride
  参考文献：
  名称：

  2-（氨基甲基）苯酚，一类新的利尿剂。4.氧和/或氮取代的影响。

  摘要：

  合成了一系列氧和/或氮取代的2-（氨基甲基）苯酚，并在大鼠中口服测试了其对利尿剂和利尿剂的作用。包括静脉狗数据作为补充材料，以证明第二种动物的利尿反应或缺乏利尿反应。通常，用低级烷基以外的基团在氮上的取代或用耐水解的基团在氮和/或氧上的取代基本上减少或消除了利尿剂的作用。

  DOI：

  10.1021/jm00348a024
• 作为产物：
  描述：

  氯乙酰胺-N-甲醇 、 4-叔丁基苯酚 在 硫酸 、 溶剂黄146 作用下， 反应 6.0h， 生成 2-aminomethyl-4-tert-butyl-phenol
  参考文献：
  名称：

  Synthesis, attempted kinetic resolution and evaluation of [123I]-MK-447 analogues as inflammation radiopharmaceuticals

  摘要：

  The non-steroidal anti-inflammatory agent 2-amino-methyl-4-tert-butyl-6-iodophenol hydrochloride (MK-447) and some of its analogues were labelled with I-123 and tested in an inflamed rat-paw model. Even though MK-447 has a significant anti-inflammatory activity, and a 2.3 ratio for inflamed site over muscle, its usefullness for scintigraphic detection of inflammation is hindered by its high uptake in the skin. The kinetic resolution of diastereomeric products with chiral dienyl iron complexes was unsuccessful as the signals from the respective H-1 and C-13 NMR spectra were coincident.

  DOI：

  10.1002/(sici)1099-1344(199709)39:9<711::aid-jlcr22>3.0.co;2-a

文献信息

• Discussion of the proton potential with proton-transfer equilibria: thermodynamic data and infrared continua as a function of temperature
  作者：Rainer Krämer、Georg Zundel、Bogumił Brzezinski、Jerzy Olejnik

  DOI：10.1039/ft9928801659

  日期：——

  The infrared continua caused with intramolecular hydrogen bonds of the type AH⋯B ⇌ A–⋯H+B have been studied as a function of the ΔpKa of the hydrogen-bond donor and acceptor as well as a function of the temperature. From the behaviour of these continua it is shown that the shape of the proton potential may change with decreasing temperature from a double minimum with the deeper well at the donor to proton potential with the deeper well at the acceptor. The In (KPT) over 1/T plots result, however, always in negative apparent ‘ΔH° values’. Hence with all such proton-transfer hydrogen bonds the deeper well of the double-minimum proton potentials should always be at the acceptor group.Using the reaction-field theory, it is shown that for proton-transfer equilibria the slope of these In KPT vs. 1/T plots remains linear since ∂P/∂T, i.e. the derivative of the Onsager parameter P against the temperature T is constant if it is considered with not too large a temperature range, and since ΔH° changes with temperature by a term which is linear in T. Therefore, from the In (KPT)vs. 1/T plots apparent ‘ΔH° values’ are obtained from which the true values can be calculated if ∂P/∂T is known.

  我们研究了分子内氢键 AH⋯B ⇌ A-⋯H+B 类型引起的红外连续波，它是氢键供体和受体的 ΔpKa 的函数，也是温度的函数。这些连续曲线的行为表明，质子势的形状可能会随着温度的降低而改变，从供体处较深井的双最小值变为受体处较深井的质子势。然而，In (KPT) over 1/T 图的结果总是负的表观 "ΔH° 值"。因此，在所有这类质子转移氢键中，双最小质子势的深井应始终位于受体基团。利用反应场理论可以证明，对于质子转移平衡，由于 ∂P/∂T，即 Onsager 参数的导数，In KPT vs. 1/T 图的斜率保持线性。因此，从 In (KPT)vs. 1/T 图中可以得到明显的 "ΔH° 值"，如果知道 ∂P/∂T，就可以从中计算出真实值。
• Reaction of Salicylamine with α-Dicarbonyl Compounds. II. Formation of 2,2′-Bibenz-1,3-oxazines
  作者：Hajime Kanatomi、Ichiro Murase

  DOI：10.1246/bcsj.43.226

  日期：1970.1

  The compounds of a new type, 2,2′-bibenz-1,3-oxazine and its derivatives have been synthesized by the reactions of salicylamines with glyoxal or α-diketones in methanol at a temperature lower than 20°C. The oxazine structures were confirmed by infrared spectroscopy in solid state and by NMR spectroscopy in CCl4, CDCl3 and chlorobenzene. An oxazine-Schiff base equilibrium was observed in pyridine and

  通过水杨胺与乙二醛或α-二酮在甲醇中在低于20°C的温度下反应合成了新型化合物2,2'-联苯-1,3-恶嗪及其衍生物。恶嗪结构通过固态红外光谱和 CCl4、CDCl3 和氯苯中的 NMR 光谱证实。通过NMR光谱观察到在吡啶和热氯苯中的恶嗪-席夫碱平衡。发现2,2'-二甲基-2,2'-联苯并恶嗪的水解分解导致通过氨基转移形成水杨基水杨胺。用分光光度法研究了机理。
• Stokker, G. E.; Schultz, E. M., Synthetic Communications, 1982, vol. 12, # 11, p. 847 - 854
  作者：Stokker, G. E.、Schultz, E. M.

  DOI：——

  日期：——
• Takahashi; Seto, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1955, vol. 58, p. 796
  作者：Takahashi、Seto

  DOI：——

  日期：——
• STOKKER G. E.; DEANA A. A.; SOLMS S. J. DE; SCHULTZ E. M.; SMITH R. L.; C+, J. MED. CHEM., 1980, 23, NO 12, 1414-1427,
  作者：STOKKER G. E.、 DEANA A. A.、 SOLMS S. J. DE、 SCHULTZ E. M.、 SMITH R. L.、 C+

  DOI：——

  日期：——