(4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid | 104074-06-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid
• 英文别名: 2-(4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid
• CAS: 104074-06-8
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: JWZYEWIGZWGWRQ-UHFFFAOYSA-N

物化性质

• 熔点：
  140-141 °C
• 沸点：
  442.5±45.0 °C(Predicted)
• 密度：
  1.237±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-butylpyridin-3-amine 、 (4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid 生成 (4-acetyl-3-hydroxy-2-propylphenoxy)-N-[4-(3-pyridinyl)butyl]acetamide
  参考文献：
  名称：

  Derivatives of 4-acetyl-3-hydroxy-2-alkyl-phenoxycarboxylic acids

  摘要：

  该发明涉及以下式的化合物：##STR1## 其中R为氢或较低的烷基，Y为亚烷基；Z为亚烷基，##STR2## 这里的星号表示与取代的乙酰苯酮的结合；R.sub.2为氢或较低的烷氧基；n为1至3的整数；A为##STR3## HET为含氮的5-或6-成员杂环基团，以及它们的酸盐。该发明的式I化合物对于治疗过敏症状，如哮喘和心血管疾病，如心绞痛和心律失常，具有用处。

  公开号：

  US04672066A1
• 作为产物：
  描述：

  methyl (4'-acetyl-3'-hydroxy-2'-propylphenoxy)acetate 在 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 以39%的产率得到(4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid
  参考文献：
  名称：

  Leukotriene receptor antagonists. 1. Synthesis and structure-activity relationships of alkoxyacetophenone derivatives

  摘要：

  A series of derivatives of 2,4-dihydroxy-3-propylacetophenone(1) were prepared and examined for their ability to block leukotriene D4 (LTD4) induced contraction of guinea pig ileum. Straight-chain carboxylic acids where the carboxyl group was separated from the acetophenone moiety by varying numbers of methylenes were evaluated, and maximum activity was obtained with the pentamethylene acid (6). Examination of ring substitution showed that the 2-propyl-3-hydroxy-4-acetyl substitution pattern was required for maximum LTD4 antagonist activity. Additional chain terminal groups were examined, and the acidic 5-tetrazolyl group separated from the acetophenone moiety by four to seven methylenes (26, 23, 27, 28) gave excellent in vitro and in vivo activities. Compound 26 (LY171883) had the best balance of in vitro and in vivo activity. It lacked bronchospastic activity at the doses administered and has been chosen for clinical evaluation.

  DOI：

  10.1021/jm00387a018

文献信息

• Substituted 4-acetyl-3-hydroxyphenoxy alkanoic acids
  申请人：Hoffmann-La Roche Inc.

  公开号：US04628115A1

  公开（公告）日：1986-12-09

  The invention relates to compounds of the formula ##STR1## wherein R is hydrogen or lower alkyl, Z is alkylene of 1 to 10 carbon atoms, --(C*H.sub.2).sub.3 --C.tbd.C--, --C*H.sub.2 --C.tbd.C--(CH.sub.2).sub.3 --, and --(CH.sub.2).sub.2 O].sub.n (CH.sub.2).sub.2 -- wherein n is an integer of 1 to 3, the carbon atom marked with an asterisk is linked to the phenoxy moiety, and salts thereof with pharmaceutically acceptable bases. The compounds of formula I are antagonists of slow reacting substance of anaphylaxis (SRS-A; leukotrienes C.sub.4, D.sub.4 and E.sub.4), which renders them useful as agents for the treatment of allergic conditions.

  该发明涉及以下式的化合物##STR1##其中R是氢或较低的烷基，Z是1至10个碳原子的烷基，--(C*H.sub.2).sub.3 --C.tbd.C--, --C*H.sub.2 --C.tbd.C--(CH.sub.2).sub.3 --，以及--(CH.sub.2).sub.2 O].sub.n (CH.sub.2).sub.2 --其中n是1至3的整数，带有星号标记的碳原子与苯氧基团连接，并且其与药学上可接受的碱盐。式I的化合物是过敏反应缓慢反应物（SRS-A;白三烯C.sub.4，D.sub.4和E.sub.4）的拮抗剂，使它们在过敏症状治疗剂方面有用。
• Heterocyclic compounds, their production, and medicaments containing them
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0181779A1

  公开（公告）日：1986-05-21

  Compounds of formula I and salts thereof are useful for the treatment and prophylaxis of allergic diseases. Production and use of the compounds is described.

  式 I 的化合物 及其盐类可用于治疗和预防过敏性疾病。本文介绍了这些化合物的生产和使用。
• Phenoxyacetic acid compounds, method for production thereof, and pharmaceutical preparations containing same
  申请人：TERUMO KABUSHIKI KAISHA

  公开号：EP0481891A2

  公开（公告）日：1992-04-22

  A phenoxyacetic acid compound represented by the general formula I: wherein X is one member selected from the class consisting of hydrogen atom, halogen atoms, lower alkyl groups, trifluoromethyl group, alkoxy groups, hydroxyl group, and cyano group, R¹ is one member selected from the class consisting of hydrogen atom, methyl group, and ethyl group, n is an integer in the range of from 0 to 2, and Y is ,wherein R² is hydrogen atom or n-propyl group and m is an integer in the range of from 1 to 5, or a pharmaceutically acceptable salt thereof.

  通式 I 所代表的苯氧乙酸化合物： 其中 X 是选自氢原子、卤素原子、低级烷基、三氟甲基、烷氧基、羟基和氰基的成员之一，R¹ 是选自氢原子、甲基和乙基的成员之一，n 是 0 至 2 范围内的整数，Y 是 其中 R² 是氢原子或正丙基，m 是 1 至 5 之间的整数，或其药学上可接受的盐。
• MURASE, KIYOSHI;MASE, TOSHIYASU;HARA, HIROMU;TOMIOKA, KENICHI
  作者：MURASE, KIYOSHI、MASE, TOSHIYASU、HARA, HIROMU、TOMIOKA, KENICHI

  DOI：——

  日期：——
• MURASE, KIYOSHI;MASE, TOSHIASU;HARA, HIROMU;TOMIOKA, KENICHI
  作者：MURASE, KIYOSHI、MASE, TOSHIASU、HARA, HIROMU、TOMIOKA, KENICHI

  DOI：——

  日期：——