2-甲基-6-甲氧基苯-1,4-二醇 | 28814-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-甲基-6-甲氧基苯-1,4-二醇
• 英文名称: 2-methoxy-6-methylbenzene-1,4-diol
• 英文别名: 2-methyl-6-methoxybenzene-1,4-diol；2-methoxy-6-methyl-hydroquinone；2,5-dihydroxy-3-methoxytoluene；3-Methoxytoluhydroquinone；3-methoxy-2,5-toluquinol；2-Methoxy-6-methyl-hydrochinon；1,4-Dihydroxy-2-methoxy-6-methylbenzene
• CAS: 28814-66-6
• 化学式: C₈H₁₀O₃
• 分子量: 154.166
• InChiKey: RNDWEMBYMPZABZ-UHFFFAOYSA-N

物化性质

• 沸点：
  321.3±37.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲基-6-甲氧基苯-1,4-二醇 在 盐酸 、 sodium hydroxide 、 potassium permanganate 、 乙醚 、 硫酸 、 丙酮 、 silver(l) oxide 、 碘甲烷 作用下， 生成 hydroxy-3-dimethoxy-4,6-methyl-2-benzoate de methyle
  参考文献：
  名称：

  Kusaka, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1941, vol. 61, p. 355,364

  摘要：

  DOI：
• 作为产物：
  描述：

  邻香草醛 在 palladium on activated charcoal potassium dihydrogenphosphate 、 titanium(III) chloride 、 potassium nitrososulfonate 、 氢气 、 溶剂黄146 作用下， 以 乙醚 、 乙酸乙酯 、 丙酮 为溶剂， 反应 73.17h， 生成 2-甲基-6-甲氧基苯-1,4-二醇
  参考文献：
  名称：

  DNA cleavage by di- and trihydroxyalkylbenzenes. Characterization of products and the roles of O2, Cu(II), and alkali

  摘要：

  Several 5-alkyl-1,3-dihydroxybenzene (5-alkylresorcinol, 1) and 6-alkyl-1,2,4-trihydroxybenzene (2) derivatives were prepared and used to study the mechanism by which such compounds effect Cu(II)-dependent DNA strand scission. Comparison of the methyl, n-pentyl, n-undecyl, and n-hexadecyl derivatives in each structural series indicated that the efficiency of DNA cleavage increased with increasing length of the alkyl substituent. DNA cleavage by the 5-alkylresorcinols appears to involve initial oxygenation of the benzene nucleus, a process that occurs readily at alkaline pH in the presence of Cu2+ and O-2. The resulting trihydroxylated benzenes mediate DNA cleavage in a reaction dependent on the presence of both Cu2+ and O-2. The mechanism appears to involve reduction of CU2+ by the trihydroxybenzene moiety in 2, with subsequent formation of reactive oxygen species. The ability of catalase and dimethyl sulfoxide to suppress DNA strand scission is consistent with the intermediacy of H2O2 and (OH)-O-. in the DNA strand scission process.

  DOI：

  10.1021/ja00156a005

文献信息

• First total synthesis of antrocamphin A and its analogs as anti-inflammatory and anti-platelet aggregation agents
  作者：Chia-Lin Lee、Chi-Huan Huang、Hui-Chun Wang、Da-Wei Chuang、Ming-Jung Wu、Sheng-Yang Wang、Tsong-Long Hwang、Chin-Chung Wu、Yeh-Long Chen、Fang-Rong Chang、Yang-Chang Wu

  DOI：10.1039/c0ob00616e

  日期：——

  Naturally occurring antrocamphin A (1) is a potent anti-inflammatory compound from the edible fungus Antrodia camphorata (Taiwanofungus camphoratus), whose wild fruiting body is used as a valuable folk medicine in Taiwan. This study is the first total synthesis of antrocamphin A (1) and its analogs. Their inhibition ability on NO release, superoxide anion generation, elastase release and platelet aggregation are reported herein.

  天然存在的抗炎化合物桑黄素A（1）源自可食用的真菌桑黄（台湾桑黄），其野生子实体在台湾被用作珍贵的民间药物。本研究首次完成了桑黄素A（1）及其类似物的全合成。本文报道了它们对一氧化氮释放、超氧阴离子生成、弹性蛋白酶分泌和血小板聚集的抑制能力。
• Dual Behavior of Masked <i>o</i>-Benzoquinones in Intramolecular Diels−Alder Reactions. Expedient Synthesis of Highly Functionalized <i>cis</i>-Decalins from 2-Methoxyphenols
  作者：Po-Yi Hsu、Rama Krishna Peddinti、Santhosh Kumar Chittimalla、Chun-Chen Liao

  DOI：10.1021/jo0510179

  日期：2005.11.1

  added 2,4-dienol. The majority of the cycloadducts resulted from the diene property of MOBs in intramolecular Diels−Alder reactions smoothly underwent Cope rearrangement to furnish cis-decalins as sole products in excellent to quantitative yields that provides a short and efficient entry to polyfunctionized cis-decalins from 2-methoxyphenols. Furthermore, the variation of dienophilic and diene characters

  潜在的双重行为作为掩蔽的二烯部分的二烯和亲双烯体ö -benzoquinones（MOBS）10A - ë - 12A - ë，在2-甲氧基苯酚氧化产生1 - 3中的适当dienols存在下与BTIB，在其分子内Diels-Alder（IMDA）反应已经过检查。MOB 10a - d，11a，b，d和12a，b，d的IMDA反应导致高度官能化的草三环化合物18a - d，图19A，b，d，和20A，b，d分别与伴随形成的顺式-decalin衍生物21a的- d，22A，b，d，和23A，b，d的高度区域选择性和立体选择性的方式。但是，MOB 10e - 12e仅提供草三环化合物18e - 20e。顺式的形成这些IMDA反应中的十氢化萘除了具有二烯的作用外，还表明了MOB的亲二烯性。由于MOB的双重特征，在每个反应中获得的两个环加合物的比例取决于环己二烯酮部分和所添加的2，4-二烯醇两者上的
• COGNITIVE IMPAIRMENT AMELIORANT
  申请人：Yamaguchi Kikuji

  公开号：US20110287106A1

  公开（公告）日：2011-11-24

  A cognitive impairment ameliorant is provided that is useful for the prevention or treatment of cognitive impairment, and particularly Alzheimer's disease. The cognitive impairment ameliorant contains royal jelly as an active ingredient thereof.

  提供一种认知障碍改善剂，可用于预防或治疗认知障碍，特别是阿尔茨海默病。该认知障碍改善剂包含蜂王浆作为其活性成分。
• <i>E</i>-Dakin reaction: oxidation of hydroxybenzaldehydes to phenols with electrochemically generated peroxodicarbonate as sustainable <i>ex-cell</i> oxidizer
  作者：Fiona Sprang、Niclas Schupp、Philipp J. Kohlpaintner、Lukas J. Gooßen、Siegfried R. Waldvogel

  DOI：10.1039/d3gc04597h

  日期：——

  Electrochemically generated peroxodicarbonate solution efficiently oxidizes hydroxybenzaldehydes to valuable phenols. The reaction is carried out in aqueous media without additional solvents or additives. The reaction gives high yields of up to 97% and tolerates a broad variety of substituents, as demonstrated by 20 diverse examples. It was successfully scaled to multi-gram range. This transformation

  电化学产生的过氧化二碳酸盐溶液可有效地将羟基苯甲醛氧化为有价值的酚类。该反应在水介质中进行，无需额外的溶剂或添加剂。正如 20 个不同的例子所证明的那样，该反应的产率高达 97%，并且可以耐受多种取代基。它已成功扩展到数克范围。这一转变进一步扩大了绿色氧化剂过氧化二碳酸酯的合成适用性，它可以根据需要从生态安全的碳酸盐溶液中生成，并且在弱碱性条件下具有高氧化电位。
• Experimental study of the generation of periodic internal waves by the boundary layer on a rotating disk
  作者：Yu. D. Chashechkin、Yu. V. Kistovich、Yu. S. Il'inykh

  DOI：10.1134/1.1333872

  日期：2000.11

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