1-(2-ethyl-4,5-dimethoxyphenyl)-1-propanone | 92156-94-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-ethyl-4,5-dimethoxyphenyl)-1-propanone
• 英文别名: Aethyl-<4,5-dimethoxy-2-aethyl-phenyl>-keton；1-(2-Ethyl-4,5-dimethoxyphenyl)propan-1-one
• CAS: 92156-94-0
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: ZIQXPMGECCAWDD-UHFFFAOYSA-N

物化性质

• 熔点：
  48 °C(Solv: ethanol (64-17-5))
• 沸点：
  152-158 °C(Press: 2 Torr)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-ethyl-4,5-dimethoxyphenyl)-1-propanone 在 吡啶 、 盐酸羟胺 作用下， 反应 7.0h， 生成 1-(2-Ethyl-4,5-dimethoxy-phenyl)-propan-1-one oxime
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of 1-acylaminoalkyl-3,4-dialkoxybenzene derivatives

  摘要：

  New 1-acylaminoalkyl-3,4-dialkoxybenzene derivatives 17-31 were synthesized by the acylation of amines 9-16 with acyl chlorides. Amines 9-16 were obtained from aryl ketones 1-8. Aryl ketones 1-8 were synthesized by the acylation of corresponding aromatic compounds. As it was preliminary predicted by PASS (Prediction of Activity Spectra for Substance) program, all 1-acylaminoalkyl-3,4-dimethoxy- and 3,4-diethoxybenzene derivatives possess anti-inflammatory activity. Activity of compounds 18, 19, 21, 24, 26, 27, 28, 29 was similar to that of acetylsalicylic acid or ibuprofen however their acute toxicity was less than that of mentioned anti-inflammatory drugs. A series of 1-acylaminoalkyl-3,4-dimethoxybenzene, 1-acylaminoalkyl-3,4-diethoxybenzene and 6-acylaminoalkyl-2,3-dihydro-1,4-benzodioxine derivatives have been synthesized. These compounds possess moderate or strong anti-inflammatory activity and low toxicity.

  DOI：

  10.1016/j.farmac.2004.12.003
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酮 在 三氟甲磺酸 、 titanium(IV) chloride tris(trifluoromethanesulfonate) 三乙基硅烷 作用下， 以 三氟乙酸 为溶剂， 反应 12.0h， 生成 1-(2-ethyl-4,5-dimethoxyphenyl)-1-propanone
  参考文献：
  名称：

  An Efficient Method for the Synthesis of 4,5-Disubstituted Catechols

  摘要：

  4,5-取代的儿茶酚通过在Ti(IV)催化剂或碘(I2)存在下连续进行Friedel-Crafts酰基化反应，并使用三乙基硅烷对乙酰基化的香草醇进行还原，成功制备得到高产率。这种方法提供了一种有效且规范的合成策略，用于制备在4位和5位具有多种取代基的儿茶酚衍生物。

  DOI：

  10.1246/bcsj.73.747

文献信息

• An Efficient Method for the Synthesis of 4,5-Disubstituted Catechols
  作者：Tingli Ma、Takahiko Kojima、Yoshihisa Matsuda

  DOI：10.1246/bcsj.73.747

  日期：2000.3

  4,5-Disubstituted catechols were prepared in high yields via successive Friedel-Crafts acylation in the presence of a Ti(IV) catalyst or I2 and reduction with triethylsilane of veratroles. This method provides an effective and well-regulated synthetic strategy toward catechol derivatives having a variety of substituents at the 4- and 5- positions.

  4,5-取代的儿茶酚通过在Ti(IV)催化剂或碘(I2)存在下连续进行Friedel-Crafts酰基化反应，并使用三乙基硅烷对乙酰基化的香草醇进行还原，成功制备得到高产率。这种方法提供了一种有效且规范的合成策略，用于制备在4位和5位具有多种取代基的儿茶酚衍生物。
• Synthesis and anti-inflammatory activity of 1-acylaminoalkyl-3,4-dialkoxybenzene derivatives
  作者：L. Labanauskas、A. Brukstus、E. Udrenaite、V. Bucinskaite、I. Susvilo、G. Urbelis

  DOI：10.1016/j.farmac.2004.12.003

  日期：2005.3

  New 1-acylaminoalkyl-3,4-dialkoxybenzene derivatives 17-31 were synthesized by the acylation of amines 9-16 with acyl chlorides. Amines 9-16 were obtained from aryl ketones 1-8. Aryl ketones 1-8 were synthesized by the acylation of corresponding aromatic compounds. As it was preliminary predicted by PASS (Prediction of Activity Spectra for Substance) program, all 1-acylaminoalkyl-3,4-dimethoxy- and 3,4-diethoxybenzene derivatives possess anti-inflammatory activity. Activity of compounds 18, 19, 21, 24, 26, 27, 28, 29 was similar to that of acetylsalicylic acid or ibuprofen however their acute toxicity was less than that of mentioned anti-inflammatory drugs. A series of 1-acylaminoalkyl-3,4-dimethoxybenzene, 1-acylaminoalkyl-3,4-diethoxybenzene and 6-acylaminoalkyl-2,3-dihydro-1,4-benzodioxine derivatives have been synthesized. These compounds possess moderate or strong anti-inflammatory activity and low toxicity.