2-羟基-3-甲氧基-6-甲基苯甲醛 | 143261-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 2-羟基-3-甲氧基-6-甲基苯甲醛
• 英文名称: 2-hydroxy-3-methoxy-6-methylbenzaldehyde
• 英文别名: 2-hydroxy-3-methoxy-6-methyl-benzaldehyde；2-Hydroxy-3-methoxy-6-methyl-benzaldehyd；Benzaldehyde, 2-hydroxy-3-methoxy-6-methyl-
• CAS: 143261-05-6
• 化学式: C₉H₁₀O₃
• 分子量: 166.177
• InChiKey: JSUZGSNOUSLQOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-羟基-3-甲氧基-6-甲基苯甲醛 在 palladium on activated charcoal 氢气 作用下， 生成 5,6-dimethylguaiacol
  参考文献：
  名称：

  Tobacco Smoke Chemistry. 2. Alkyl and Alkenyl Substituted Guaiacols Found in Cigarette Smoke Condensate.

  摘要：

  A series of alkyl and alkenyl substituted guaiacols, which comprise a group of biologically and organoleptically active compounds, have been synthesized. Mass spectra and GC retention times for these have been recorded and compared with those obtained for constituents of a weakly acidic fraction of smoke condensate derived from American blend type cigarettes. On the basis of these results, 25 guaiacols have been identified, 18 of which have not been detected in tobacco smoke condensate previously.

  DOI：

  10.3891/acta.chem.scand.43-0044
• 作为产物：
  描述：

  2-甲氧基-5-甲基苯酚 在 吡啶 、 sodium periodate 、 四氧化锇 、 potassium carbonate 、 sodium hydrogensulfite 、 cesium fluoride 、 N,N-二乙基苯胺 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.5h， 生成 2-羟基-3-甲氧基-6-甲基苯甲醛
  参考文献：
  名称：

  Studies on the Chemical Constituents of Rutaceous Plants. Part LXIX. Cesium Fluoride-Mediated Claisen Rearrangement of Aryl Propargyl Ether. Exclusive Formation of 2-Methylarylfuran and Its Availability as a Masked Salicylaldehyde.

  摘要：

  在 CsF 的存在下，芳基丙炔醚发生克莱森重排反应，生成了纯度极高的 2-甲基芳基呋喃。本文介绍了对该重排反应进行精确检验的结果。通过逐步氧化，2-甲基芳基呋喃令人满意地转化为水杨醛衍生物。这种反应组合是在苯酚基团的正交位置上区域选择性引入 C1 单元的有用方法。

  DOI：

  10.1248/cpb.40.1148

文献信息

• A Convenient Preparation of Salicylaldehydes from 2-Methylbenzofurans by Ozonolysis.
  作者：Hisashi ISHII、Shuji OHTA、Hiromi NISHIOKA、Naomi HAYASHIDA、Takashi HARAYAMA

  DOI：10.1248/cpb.41.1166

  日期：——

  A convenient and effective transformation of 2-methylbenzofuran (B) to salicylaldehyde (C) was achieved by ozonolysis of B in CH2Cl2 at -78°C followed by alkaline hydrolysis.

  将2-甲基苯并呋喃（B）转化为水杨醛（C）的方法是通过在-78°C下用CH2Cl2进行臭氧化反应，随后进行碱性水解，操作方便且有效。
• IRE-1A INHIBITORS
  申请人：MannKind Corporation

  公开号：EP3150589A1

  公开（公告）日：2017-04-05

  The present invention relates to compounds which directly inhibit IRE-1α activity, and which are useful for treating diseases associated with the unfolded protein response and can be used as single agents or in combination therapies.

  本发明涉及直接抑制 IRE-1α 活性的化合物，这些化合物可用于治疗与未折叠蛋白反应相关的疾病，并可用作单药或联合疗法。
• Sur le 4-oxy-5-méthoxy-isophtalaldéhyde
  作者：J. P. Koetschet

  DOI：10.1002/hlca.19300130407

  日期：1930.7.1
• IRE-1alpha INHIBITORS
  申请人：MannKind Corporation

  公开号：US20170152206A1

  公开（公告）日：2017-06-01

  Compounds which directly inhibit IRE-1α activity in vitro, prodrugs, and pharmaceutically acceptable salts thereof. Such compounds and prodrugs are useful for treating diseases associated with the unfolded protein response and can be used as single agents or in combination therapies.
• Tobacco Smoke Chemistry. 2. Alkyl and Alkenyl Substituted Guaiacols Found in Cigarette Smoke Condensate.
  作者：Jan Arnarp、Jacek Bielawski、Britt-Marie Dahlin、Olof Dahlman、Curt R. Enzell、Tore Pettersson、A. M. Mulichak、Tomas Alminger、Magnus Erickson、Inger Grundevik、Inger Hagin、Kurt-Jürgen Hoffman、Svante Johansson、Sam Larsson、Ingalil Löfberg、Kristina Ohlson、Björn Persson、Inger Skånberg、Lija Tekenbergs-Hjelte

  DOI：10.3891/acta.chem.scand.43-0044

  日期：——

  A series of alkyl and alkenyl substituted guaiacols, which comprise a group of biologically and organoleptically active compounds, have been synthesized. Mass spectra and GC retention times for these have been recorded and compared with those obtained for constituents of a weakly acidic fraction of smoke condensate derived from American blend type cigarettes. On the basis of these results, 25 guaiacols have been identified, 18 of which have not been detected in tobacco smoke condensate previously.