3'-methoxy-4'-hydroxy-N-methylacetanilide | 102683-60-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3'-methoxy-4'-hydroxy-N-methylacetanilide
• 英文别名: N-(4-hydroxy-3-methoxyphenyl)-N-methylacetamide
• CAS: 102683-60-3
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: DORKSNQDLDPCBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2-二甲氧基-4-硝基苯 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 Dowex 50W (H¹⁺) resin 、 氢气 作用下， 以 甲醇 、 二甲基亚砜 、 乙酸乙酯 为溶剂， 25.0 ℃ 、303.98 kPa 条件下， 反应 47.5h， 生成 3'-methoxy-4'-hydroxy-N-methylacetanilide
  参考文献：
  名称：

  Comparative toxicities and analgesic activities of three monomethylated analogs of acetaminophen

  摘要：

  Three monomethylated derivatives of 4'-hydroxyacetanilide (acetaminophen) were prepared in order to compare their cytotoxic potential and analgesic activity with that of acetaminophen. Only 4'-hydroxy-N-methylacetanilide (N-methylacetaminophen) was devoid of cytotoxic effects to hepatic tissue of mice. Results of comparative tissue distribution studies and metabolism studies both in vivo and in vitro in mice indicate that the disposition of N-methylacetaminophen is similar to that of acetaminophen except that it is not oxidized to a toxic metabolite. In contrast, 3'-methyl-4'-hydroxyacetanilide (3-methylacetaminophen) is as hepatotoxic as acetaminophen in mice while 2'-methyl-4'-hydroxyacetanilide (2-methylacetaminophen) is less hepatotoxic. The analgesic potency of the analogues seems to parallel their hepatotoxic potential, and both activities parallel the oxidation potentials in this series of compounds.

  DOI：

  10.1021/jm00159a029

文献信息

• Methods and compositions for administration of TRPV1 agonists
  申请人：GRT US Holding, Inc.

  公开号：US10653647B2

  公开（公告）日：2020-05-19

  Compositions are provided that contain a TRPV1 agonist, such as capsaicin, and a solvent system. Topical application of the composition results in rapid delivery of agonist to the dermis and epidermis. Method of using the compositions for reducing nociceptive nerve fiber function in subjects, and for treatment of capsaicin-responsive conditions are also provided.

  本研究提供了含有 TRPV1 激动剂（如辣椒素）和溶剂系统的组合物。局部使用该组合物可将激动剂快速输送到真皮层和表皮层。此外，还提供了使用这些组合物降低受试者痛觉神经纤维功能和治疗辣椒素反应性疾病的方法。
• HARVISON P. J.; FORTE A. J.; NELSON S. D., J. MED. CHEM., 29,(1986) N 9, 1737-1743
  作者：HARVISON P. J.、 FORTE A. J.、 NELSON S. D.

  DOI：——

  日期：——
• METHODS AND COMPOSITIONS FOR ADMINISTRATION OF TRPV1 AGONISTS
  申请人：Acorda Therapeutics, Inc.

  公开号：US20180169039A1

  公开（公告）日：2018-06-21

  Compositions are provided that contain a TRPV1 agonist, such as capsaicin, and a solvent system. Topical application of the composition results in rapid delivery of agonist to the dermis and epidermis. Method of using the compositions for reducing nociceptive nerve fiber function in subjects, and for treatment of capsaicin-responsive conditions are also provided.
• US9750707B2
  申请人：——

  公开号：US9750707B2

  公开（公告）日：2017-09-05