4-(4-Hexyloxyphenyl)-butan-2-one | 102789-80-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(4-Hexyloxyphenyl)-butan-2-one
• 英文别名: 4-(4-hexoxyphenyl)butan-2-one
• CAS: 102789-80-0
• 化学式: C₁₆H₂₄O₂
• mdl: MFCD11542720
• 分子量: 248.365
• InChiKey: LXPYGFLAILMNEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.562
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-Hexyloxyphenyl)-butan-2-one 、 氨基硫脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以88%的产率得到4-(4-hexyloxyphenyl)butan-2-ylidenethiosemicarbazide
  参考文献：
  名称：

  Rational design, synthesis and structure–activity relationships of 4-alkoxy- and 4-acyloxy-phenylethylenethiosemicarbazone analogues as novel tyrosinase inhibitors

  摘要：

  In continuing our program aimed to search for potent compounds as highly efficient tyrosinase inhibitors, here a series of novel 4-alkoxy- and 4-acyloxy-phenylethylenethiosemicarbazone analogues were designed, synthesized and their biological activities on mushroom tyrosinase were evaluated. Notably, most of compounds displayed remarkable tyrosinase inhibitory activities with IC50 value of lower than 1.0 mu M. Furthermore, the structure-activity relationships (SARs) were discussed and the inhibition mechanism and the inhibitory kinetics of selected compounds 7k and 8d were also investigated. Taken together, these results suggested that such compounds could serve as the promising candidates for the treatment of tyrosinase-related disorders and further development of such compounds might be of great interest. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2015.01.024
• 作为产物：
  描述：

  覆盆子酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 4-(4-Hexyloxyphenyl)-butan-2-one
  参考文献：
  名称：

  Rational design, synthesis and structure–activity relationships of 4-alkoxy- and 4-acyloxy-phenylethylenethiosemicarbazone analogues as novel tyrosinase inhibitors

  摘要：

  In continuing our program aimed to search for potent compounds as highly efficient tyrosinase inhibitors, here a series of novel 4-alkoxy- and 4-acyloxy-phenylethylenethiosemicarbazone analogues were designed, synthesized and their biological activities on mushroom tyrosinase were evaluated. Notably, most of compounds displayed remarkable tyrosinase inhibitory activities with IC50 value of lower than 1.0 mu M. Furthermore, the structure-activity relationships (SARs) were discussed and the inhibition mechanism and the inhibitory kinetics of selected compounds 7k and 8d were also investigated. Taken together, these results suggested that such compounds could serve as the promising candidates for the treatment of tyrosinase-related disorders and further development of such compounds might be of great interest. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2015.01.024

文献信息

• Diarylhydroxy alkanones and alkenones antiallergy agents
  申请人：USV Pharmaceutical Corp.

  公开号：US04567279A1

  公开（公告）日：1986-01-28

  This invention relates to new chemical compounds which possess valuable therapeutic activity particularly as lipoxygenase inhibitors possessing antiflammatory and antiallergic properties. The present new compounds are of the formula: ##STR1## wherein, Z and Z.sub.1 each are alkylene chains containing up to three carbon atoms in the principal chain and a total of up to five carbon atoms and include from 0-1 double bonds; R is H or lower alkyl; R.sub.1 and R.sub.2 each are H, lower alkyl, OH, lower alkoxy, benzyloxy, carboxy, alkylenecarboxyl or alkylcarbonyl. R.sub.3 is H, lower alkyl, aralkyl or lower alkanoyl; and X is --O(CH.sub.2).sub.n --, --CH.dbd.CH--, --(CH.sub.2).sub.n --, --S(CH.sub.2).sub.n -- or ##STR2## n=0 or 1 n'=1 or 2.

  本发明涉及一种新的化合物，具有有价值的治疗活性，特别是作为脂氧合酶抑制剂，具有抗炎和抗过敏性能。目前的新化合物的化学式为：##STR1## 其中，Z和Z.sub.1各是主链中含有最多三个碳原子和总共最多五个碳原子的烷基链，包括0-1个双键; R为H或低烷基; R.sub.1和R.sub.2各为H，低烷基，OH，低烷氧基，苄氧基，羧基，烷基羧酸或烷基羰基。R.sub.3为H，低烷基，芳基烷基或低脂肪酰基; X为--O(CH.sub.2).sub.n --，--CH.dbd.CH--，--(CH.sub.2).sub.n --，--S(CH.sub.2).sub.n --或##STR2## n = 0或1，n'=1或2。
• Diarylhydroxy alkanones and alkanones antiallergy agents
  申请人：USV PHARMACEUTICAL CORPORATION

  公开号：EP0184853A2

  公开（公告）日：1986-06-18

  This invention relates to new chemical compounds which possess valuable therapeutic activity particularly as lipoxygenase inhibitors possessing antiflammatory and antiallergic properties. The present new compounds are of the formula wherein, Z and Z, each are alkylene chains containing up to three carbon atoms in the principal chain and a total of up to five carbon atoms and include from 0-1 double bonds; R is H or lower alkyl; R, and R, each are H, lower alkyl, OH, lower alkoxy, benzyloxy, carboxy, alkylenecarboxy or alkylcarbonyl. R, IS H, lower alkyl, aralkyl or lower alkanoyl; and X IS -O(CH2)n -, -CH =CH-, - (CH2)n -, -S(CH2)n- or

  本发明涉及具有重要治疗活性的新化合物，特别是作为具有抗炎和抗过敏特性的脂氧合酶抑制剂。本发明的新化合物的化学式为 其中 Z 和 Z，各自为亚烷基链，在主链中最多含有三个碳原子，总共最多含有五个碳原子，包括 0-1 个双键； R 是 H 或低级烷基； R，和 R，各自是 H、低级烷基、OH、低级烷氧基、苄氧基、羧基、亚烷基羧基或 烷基羰基。 R，IS H、低级烷基、芳基或低级烷酰基；以及 X IS -O(CH2)n-, -CH =CH-, - (CH2)n-, -S(CH2)n- 或
• US4567279A
  申请人：——

  公开号：US4567279A

  公开（公告）日：1986-01-28
• Rational design, synthesis and structure–activity relationships of 4-alkoxy- and 4-acyloxy-phenylethylenethiosemicarbazone analogues as novel tyrosinase inhibitors
  作者：Ao You、Jie Zhou、Senchuan Song、Guoxun Zhu、Huacan Song、Wei Yi

  DOI：10.1016/j.bmc.2015.01.024

  日期：2015.3

  In continuing our program aimed to search for potent compounds as highly efficient tyrosinase inhibitors, here a series of novel 4-alkoxy- and 4-acyloxy-phenylethylenethiosemicarbazone analogues were designed, synthesized and their biological activities on mushroom tyrosinase were evaluated. Notably, most of compounds displayed remarkable tyrosinase inhibitory activities with IC50 value of lower than 1.0 mu M. Furthermore, the structure-activity relationships (SARs) were discussed and the inhibition mechanism and the inhibitory kinetics of selected compounds 7k and 8d were also investigated. Taken together, these results suggested that such compounds could serve as the promising candidates for the treatment of tyrosinase-related disorders and further development of such compounds might be of great interest. (C) 2015 Published by Elsevier Ltd.