2-(4-环己基-2-甲氧基苯基)乙酸 | 57568-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(4-环己基-2-甲氧基苯基)乙酸
• 英文名称: 4-cyclohexyl-2-methoxyphenylacetic acid
• 英文别名: (4-cyclohexyl-2-methoxyphenyl)-acetic acid；4'-cyclohexyl-2'-methoxy-phenylacetic acid；4'-Cyclohexyl-2'-methoxyphenylessigsaeure；(4-Cyclohexyl-2-methoxyphenyl)acetic acid；2-(4-cyclohexyl-2-methoxyphenyl)acetic acid
• CAS: 57568-40-8
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: UOPLZFMNEQJKSE-UHFFFAOYSA-N

物化性质

• 沸点：
  401.4±33.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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-(4-环己基-2-甲氧基苯基)乙酸 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以62%的产率得到4'-cyclohexyl-2'-hydroxy-phenylacetic acid
  参考文献：
  名称：

  2,3-Dihydrobenzofuran-2-ones: a new class of highly potent antiinflammatory agents

  摘要：

  A series of 2,3-dihydrobenzofuran-2-one analogues of the mold metabolite wortmannin, which is a powerful antiinflammatory compound, was synthesized. Most of these compounds were tested for their ability to inhibit the carrageenin paw edema and the adjuvant-induced arthritis of the rat and for their ability to inhibit prostaglandin synthesis in vitro. Indomethacin and diclofenac were used as references. The results show that compounds bearing an alkyl or aryl group in position 6 and an additional substituent, preferably chlorine, in position 5 are very powerful antiinflammatory agents and inhibitors of prostaglandin synthesis. The most active among these compounds, 5-chloro-6-cyclohexyl-2,3-dihydrobenzofuran-2-one, was significantly more potent than diclofenac in all testing models, more powerful than indomethacin in inhibiting acute inflammation and prostaglandin synthesis, and somewhat less potent than the latter compound in the adjuvant arthritis model.

  DOI：

  10.1021/jm00144a019
• 作为产物：
  描述：

  4-环己基-2-甲氧基苯乙酮 在 氢氧化钾 、 水 、 sulfur 作用下， 以 乙醇 为溶剂， 反应 26.0h， 生成 2-(4-环己基-2-甲氧基苯基)乙酸
  参考文献：
  名称：

  2,3-Dihydrobenzofuran-2-ones: a new class of highly potent antiinflammatory agents

  摘要：

  A series of 2,3-dihydrobenzofuran-2-one analogues of the mold metabolite wortmannin, which is a powerful antiinflammatory compound, was synthesized. Most of these compounds were tested for their ability to inhibit the carrageenin paw edema and the adjuvant-induced arthritis of the rat and for their ability to inhibit prostaglandin synthesis in vitro. Indomethacin and diclofenac were used as references. The results show that compounds bearing an alkyl or aryl group in position 6 and an additional substituent, preferably chlorine, in position 5 are very powerful antiinflammatory agents and inhibitors of prostaglandin synthesis. The most active among these compounds, 5-chloro-6-cyclohexyl-2,3-dihydrobenzofuran-2-one, was significantly more potent than diclofenac in all testing models, more powerful than indomethacin in inhibiting acute inflammation and prostaglandin synthesis, and somewhat less potent than the latter compound in the adjuvant arthritis model.

  DOI：

  10.1021/jm00144a019

文献信息

• Phenyl- or cycloalkyl-benzo-oxacyclic compounds
  申请人：Sandoz Ltd.

  公开号：US04232039A1

  公开（公告）日：1980-11-04

  The invention provides compounds of formula I, ##STR1## wherein R.sub.1 is branched alkyl, cycloalkyl or phenyl, R.sub.2 is hydrogen, methyl or halogen, X--Y is --CHR.sub.3 CH.sub.2 --, --CR.sub.3 .dbd.CH-- or --(CH.sub.2).sub.4, and R.sub.3 is hydrogen or alkyl, useful, for example, in the treatment of oedemas, inflammation and arthritis.

  该发明提供了式I的化合物，其中R.sub.1是支链烷基、环烷基或苯基，R.sub.2是氢、甲基或卤素，X--Y是--CHR.sub.3 CH.sub.2 --、--CR.sub.3 .dbd.CH--或--(CH.sub.2).sub.4，R.sub.3是氢或烷基，例如在水肿、炎症和关节炎的治疗中有用。
• Organic compounds
  申请人：Sandoz Ltd.

  公开号：US04013690A1

  公开（公告）日：1977-03-22

  This invention provides compounds of formula I, ##STR1## wherein R.sub.1 is alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 8 carbon atoms or phenyl, and R.sub.2 is hydrogen or alkyl of 1 to 4 carbon atoms, Useful as anti-phlogistics, anti-pyretics, analagesics and inhibitors of blood platelet aggregation.

  这项发明提供了I式化合物，其中R.sub.1是1至10个碳原子的烷基，3至8个碳原子的环烷基或苯基，而R.sub.2是氢或1至4个碳原子的烷基。可用作抗炎药、退热药、镇痛药和抑制血小板聚集的药物。
• CLOSSE, A.;HAEFLIGER, W.;HAUSER, D.
  作者：CLOSSE, A.、HAEFLIGER, W.、HAUSER, D.

  DOI：——

  日期：——
• US4013690A
  申请人：——

  公开号：US4013690A

  公开（公告）日：1977-03-22
• US4232039A
  申请人：——

  公开号：US4232039A

  公开（公告）日：1980-11-04