4-羟基-5-甲氧基-2-甲基苯甲醛 | 42044-81-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-羟基-5-甲氧基-2-甲基苯甲醛
• 英文名称: 4-hydroxy-5-methoxy-2-methylbenzaldehyde
• 英文别名: 4-hydroxy-5-methoxy-2-methyl-benzaldehyde；4-Hydroxy-5-methoxy-2-methyl-benzaldehyd；4-Hydroxy-5-methoxy-2-methylbenzaldehyd；6-Methylvanillin
• CAS: 42044-81-5
• 化学式: C₉H₁₀O₃
• mdl: MFCD18452091
• 分子量: 166.177
• InChiKey: MNMCHJAOXXQRID-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C(Solv: water (7732-18-5))
• 沸点：
  302.3±37.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)
• 溶解度：
  0.00 M

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2912499000

反应信息

• 作为反应物：
  描述：

  4-羟基-5-甲氧基-2-甲基苯甲醛 在 palladium on activated charcoal 四氢吡咯 、 sodium chlorite 、 sodium dihydrogenphosphate 、 氢气 、 硝酸 、 sodium hydride 、 potassium carbonate 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 85.0 ℃ 、101.33 kPa 条件下， 反应 26.25h， 生成 Methyl 1-benzyl-7-hydroxy-6-methoxyindole-4-carboxylate
  参考文献：
  名称：

  Hydroxyindole derivatives as inhibitors of IL-1 generation. II. Synthesis and pharmacological activities of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives

  摘要：

  A series of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives was prepared and the inhibitory activities of its members on IL-1 generation were evaluated in an in vitro system using exudate cells from the rat carboxymethyl cellulose (CMC) induced air-pouch model. All the compounds in this new series were found to be inhibitors of IL-1 generation. In particular, the methoxy-substituted 2-phenyl compounds 28d-f were the most potent inhibitors of IL-1 generation (eg, 28d: IC50 = 0.8 mu M). The compounds in this series also inhibited IL-1 alpha and IL-1 beta generations in an in vitro system using human monocytes stimulated with LPS (eg, 28b: IC50 = 1.4 mu M (IL-1 alpha) and 0.9 mu M (IL-1 beta)).

  DOI：

  10.1016/0223-5234(96)89134-3
• 作为产物：
  描述：

  异香兰素 在 sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 生成 4-羟基-5-甲氧基-2-甲基苯甲醛
  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

文献信息

• [EN] cGAS ANTAGONIST COMPOUNDS<br/>[FR] COMPOSÉS ANTAGONISTES DU CGAS
  申请人：IMMUNE SENSOR LLC

  公开号：WO2017176812A1

  公开（公告）日：2017-10-12

  Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.

  揭示了一种新型化合物的化学式（I），这些化合物是cGAS拮抗剂，涉及到这些化合物的制备方法、包含这些化合物的药物组合物，以及它们在医学治疗中的应用。
• [EN] INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL<br/>[FR] INHIBITEURS DU CANAL POTASSIQUE MÉDULLAIRE EXTERNE RÉNAL
  申请人：MERCK SHARP & DOHME

  公开号：WO2010129379A1

  公开（公告）日：2010-11-11

  This invention relates to compounds having structural Formula I: and pharmaceutically acceptable salts thereof which are inhibitors of the Renal Outer Medullary Potassium (ROMK) channel (Kir1.1). The compounds of Formula I are useful as diuretics and natriuretics and therefore are useful for the therapy and prophylaxis of disorders resulting from excessive salt and water retention, including cardiovascular diseases such as hypertension and chronic and acute heart failure.

  这项发明涉及具有结构式I的化合物及其药学上可接受的盐，这些化合物是肾外髓钾（ROMK）通道（Kir1.1）的抑制剂。式I的化合物可用作利尿剂和钠利尿剂，因此可用于治疗和预防由过多盐分和水分潴留引起的疾病，包括高血压和慢性和急性心力衰竭等心血管疾病。
• Preparation of vinylphenols from 2- and 4-hydroxybenzaldehydes
  作者：Carol J. Simpson、Matthew J. Fitzhenry、N. Patrick J. Stamford

  DOI：10.1016/j.tetlet.2005.08.011

  日期：2005.10

  A straightforward, high-yielding procedure has been developed for the manufacture of substituted vinylphenols from 2- and 4-hydroxybenzaldehydes utilising classical Knoevenagel condensation reaction conditions.

  已经开发了一种简单的高产率方法，用于利用经典的Knoevenagel缩合反应条件从2-和4-羟基苯甲醛生产取代的乙烯基苯酚。
• Inhibitors of the renal outer medullary potassium channel
  申请人：Pasternak Alexander

  公开号：US08673920B2

  公开（公告）日：2014-03-18

  This invention relates to compounds having structural Formula I: and pharmaceutically acceptable salts thereof which are inhibitors of the Renal Outer Medullary Potassium (ROMK) channel (Kir1.1). The compounds of Formula I are useful as diuretics and natriuretics and therefore are useful for the therapy and prophylaxis of disorders resulting from excessive salt and water retention, including cardiovascular diseases such as hypertension and chronic and acute heart failure.

  本发明涉及结构式I的化合物及其药学上可接受的盐，它们是肾外髓质钾（ROMK）通道（Kir1.1）的抑制剂。公式I的化合物可用作利尿剂和钠利尿剂，因此可用于治疗和预防由过度盐和水潴留引起的疾病，包括心血管疾病，如高血压和慢性和急性心力衰竭。
• INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20140142115A1

  公开（公告）日：2014-05-22

  This invention relates to compounds having structural Formula I: and pharmaceutically acceptable salts thereof which are inhibitors of the Renal Outer Medullary Potassium (ROMK) channel (Kir1.1). The compounds of Formula I are useful as diuretics and natriuretics and therefore are useful for the therapy and prophylaxis of disorders resulting from excessive salt and water retention, including cardiovascular diseases such as hypertension and chronic and acute heart failure.

  本发明涉及具有结构式I的化合物及其药学上可接受的盐，这些化合物是肾外髓质钾通道（Kir1.1）的抑制剂。公式I的化合物可用作利尿剂和钠利尿剂，因此可用于治疗和预防由过度盐和水潴留引起的疾病，包括高血压和慢性和急性心力衰竭等心血管疾病。