4-[(二甲氨基)甲基]-2-甲氧基-6-甲基苯酚 | 104113-84-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-[(二甲氨基)甲基]-2-甲氧基-6-甲基苯酚
• 中文别名: 苯酚,4-[(二甲氨基)甲基]-2-甲氧基-6-甲基-
• 英文名称: 4-<(dimethylamino)methyl>-2-methoxy-6-methylphenol
• 英文别名: N,N-dimethyl-3-methoxy-4-hydroxy-5-methylbenzylamine；4-hydroxy-3-methoy-5-methyl-N,N-dimethylbenzylamine；dimethyl(4-hydroxy-3-methoxy-5-methylbenzyl)amine；4-[(dimethylamino)methyl]-2-methoxy-6-methylphenol
• CAS: 104113-84-0
• 化学式: C₁₁H₁₇NO₂
• 分子量: 195.261
• InChiKey: MSKQMCMSXGHCPB-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  280.8±35.0 °C(Predicted)
• 密度：
  1.057±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(二甲氨基)甲基]-2-甲氧基-6-甲基苯酚 在 potassium nitrososulfonate 、 sodium dihydrogen phosphate disodium hydrogenphosphate 作用下， 以 氯仿 为溶剂， 以95%的产率得到2-甲氧基-6-甲基对苯醌
  参考文献：
  名称：

  Fremy's 盐促进对羟基苯甲胺和对羟基苯甲酰胺的氧化降解。一种新的方法 top-醌

  摘要：

  对羟基苄胺和伯对羟基苯甲酰胺在弗雷米盐的作用下发生氧化降解，从而以良好的收率提供对苯醌。

  DOI：

  10.1246/cl.1987.771
• 作为产物：
  描述：

  2-羟基-3-甲氧基苄醇 在 palladium on activated charcoal 氢气 、 三氟乙酸 作用下， 以 水 、 溶剂黄146 为溶剂， 100.0 ℃ 、405.3 kPa 条件下， 反应 10.0h， 生成 4-[(二甲氨基)甲基]-2-甲氧基-6-甲基苯酚
  参考文献：
  名称：

  多巴胺激动剂1-芳基-2,3,4,5-四氢-1H-3-苯并ze庚因-7,8-二醇的合成及其肾脏血管舒张活性：非诺多old的卤素和甲基类似物。

  摘要：

  发现某些6-卤代-1-苯基-2,3,4,5-四氢-1H-3-苯并ze庚因是有效的D-1多巴胺激动剂。1-（4-羟苯基）类似物不具有中枢神经系统活性，因为它们的高极性抑制了其进入大脑。但是，这些化合物是有效的肾血管扩张药。非氯多巴，6-氯类似物，是该系列中特别重要的成员，其合成，药理和临床特性已得到广泛研究。6-甲基和6-碘同系物是有效的肾血管扩张剂，但通过刺激大鼠尾状腺苷酸环化酶测定，非有效的部分D-1激动剂。可能的合理化建议这些活动具有不同的受体储备。9位取代的苯并庚因多巴胺激动剂不活跃或效力低下，

  DOI：

  10.1021/jm00161a029

文献信息

• Fremy’s Salt Promoted Oxidative Degradation of<i>p</i>-Hydroxybenzylamines and<i>p</i>-Hydroxybenzamides. A Novel Approach to<i>p</i>-Quinones
  作者：José M. Saa、Antonia Llobera、Pedro M. Deya

  DOI：10.1246/cl.1987.771

  日期：1987.5.5

  p-Hydroxybenzylamines and primary p-hydroxybenzamides undergo oxidative degradation by the action of Fremy’s salt, thus providing p-benzoquinones in good yields.

  对羟基苄胺和伯对羟基苯甲酰胺在弗雷米盐的作用下发生氧化降解，从而以良好的收率提供对苯醌。
• Alpha-substituted beta-aminoethyl phosphonate derivatives
  申请人：——

  公开号：US20030114421A1

  公开（公告）日：2003-06-19

  The present invention relates to novel &agr;-substituted-&bgr;-aminoethylphosphonate and &agr;-substituted-&bgr;-aminovinylphosphonate derivatives and their uses for lowering plasma levels of apo (a), Lp(a), apo B, apo B associated lipoproteins (low density lipoproteins and very low density lipoproteins) and for lowering plasma levels of total cholesterol.

  本发明涉及新型α-取代-β-氨基乙基膦酸酯和α-取代-β-氨基乙烯基膦酸酯衍生物，以及它们用于降低血浆中apo(a)、Lp(a)、apo B、apo B相关脂蛋白（低密度脂蛋白和极低密度脂蛋白）水平和降低总胆固醇水平的用途。
• &agr;-Substituted &bgr;-aminoethyl phosphonate derivatives
  申请人：Ilex Products, Inc.

  公开号：US06706698B2

  公开（公告）日：2004-03-16

  The present invention relates to novel &agr;-substituted-&bgr;-aminoethylphosphonate and &agr;-substituted-&bgr;-aminovinylphosphonate derivatives and their uses for lowering plasma levels of apo (a), Lp(a), apo B, apo B associated lipoproteins (low density lipoproteins and very low density lipoproteins) and for lowering plasma levels of total cholesterol.

  本发明涉及新颖的α-取代-β-氨基乙基膦酸酯和α-取代-β-氨基乙烯基膦酸酯衍生物及其用于降低血浆中apo(a)、Lp(a)、apo B、apo B相关脂蛋白（低密度脂蛋白和极低密度脂蛋白）和总胆固醇水平的用途。
• A short and efficient synthesis of (±) O-methylperezone based on a novel oxidative degradation approach
  作者：José M. Saá、Antonia Llobera

  DOI：10.1016/s0040-4039(00)96691-7

  日期：1987.1
• Synthesis of prenylated quinones by the oxidative degradation approach. Birch vs vinylogous Birch hydrogenolysis (BIHY vs VIBIHY) in controlling 2.DELTA. stereochemistry of the prenyl chain
  作者：Pablo Ballester、Magdalena Capo、Xavier Garcias、Jose M. Saa

  DOI：10.1021/jo00054a012

  日期：1993.1

  Two novel approaches toward prenylated quinones are described. The first (route A) involves the following three basic operations: (a) construction of a 4-hydroxybenzylamine carrying a tertiary allyl alcohol (cinnamyl alcohol) side chain of appropriate length (C5, C-10, etc), followed by (b) vinylogous Birch reductive cleavage with concomitant isomerization of the double bond (vinylogous Birch hydrogenolysis, VIBIHY) and (c) Fremy's salt oxidative degradation of the resulting prenylated phenolic benzylamines to the corresponding quinones. The required phenolic cinnamyl alcohols were successfully synthesized by means of two alternative routes, namely: (1) cyclopalladation of phenolic benzylamines followed by ketovinylation and treatment of the resulting beta-aryl substituted alpha,beta unsaturated ketone with methyllithium and (2) reaction of the dilithio derivatives of the appropriate phenolic benzylamine with the desired alpha,beta unsaturated aldehyde, followed by acid rearrangement. The key feature of this approach, namely, the so-called vinylogous Birch hydrogenolysis (VIBIHY) takes place very efficiently on the phenolic tertiary cinnamyl alcohol stage, provided that the reaction (Li/NH3) is carried out on its bissilylated derivative. Unfortunately, its stereochemistry cannot be properly controlled, as it leads to the formation of ca 2.5:1 (E/Z) mixture of (DELTA2) alkenes. The second generation approach (route B), which solves this problem, requires the following: (a) preparation of a 4-hydroxybenzylamine carrying a 3-methyl-2-buten-1-ol (dimethylallyl alcohol) side chain, or higher homologue, followed by (b) Birch hydrogenolysis (BIHY) and step c above. The key Birch hydrogenolysis takes place with almost complete control of the stereochemically labile DELTA2 double bond, thereby making this approach the one of choice for the synthesis of isoprenyl benzoquinones.