2-butyl-1,3,4-trimethoxybenzene | 138223-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-butyl-1,3,4-trimethoxybenzene
• CAS: 138223-23-1
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: LYYYAVTVEMVCMX-UHFFFAOYSA-N

物化性质

• 沸点：
  295.5±35.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  16.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-butyl-1,3,4-trimethoxybenzene 在 盐酸 、 tin 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 3.33h， 生成 7-Butyl-5,6,8-trimethoxy-quinoline
  参考文献：
  名称：

  Kitahara, Yoshiyasu; Nagaoka, Yasuo; Matsumura, Tamaki, Heterocycles, 1994, vol. 38, # 3, p. 659 - 678

  摘要：

  DOI：
• 作为产物：
  描述：

  正溴丁烷 、 1,2,4-三甲氧基苯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以76%的产率得到2-butyl-1,3,4-trimethoxybenzene
  参考文献：
  名称：

  Exploring the antimalarial potential of the methoxy-thiazinoquinone scaffold: Identification of a new lead candidate

  摘要：

  A small library of antiplasmodial methoxy-thiazinoquinones, rationally designed on the model of the previously identified hit 1, has been prepared by a simple and inexpensive procedure. The synthetic derivatives have been subjected to in vitro pharmacological screening, including antiplasmodial and toxicity assays. These studies afforded a new lead candidate, compound 9, endowed with higher antiplasmodial potency compared to 1, a good selectivity index when tested against a panel of mammalian cells, no toxicity against RBCs, a synergistic antiplasmodial action in combination with dihydroartemisinin, and a promising inhibitory activity on stage V gametocyte growth. Computational studies provided useful insights into the structural requirements needed for the antiplasmodial activity of thiazinoquinone compounds and on their putative mechanism of action.

  DOI：

  10.1016/j.bioorg.2018.12.031

文献信息

• Synthesis of 5,6-, 5,8- and 7,8-Isoquinolinediones from the Corresponding Isoquinolinols and Dimethoxyisoquinolines.
  作者：Yoshiyasu KITAHARA、Tatsuya NAKAI、Shinsuke NAKAHARA、Manabu AKAZAWA、Masaro SHIMIZU、Akinori KUBO

  DOI：10.1248/cpb.39.2256

  日期：——

  5, 8-Isopuinolinediones (12, 18, 25), 7, 8-isoquinolinediones (14, 19) and 5, 6-isoquinolinediones (26) were synthesized by oxidative demethylation of the corresponding dimethoxyisoquinolines with cerium(IV) ammonium nitrate or silver(II) oxide. 8-Dialkylamino-5, 6-isoquinolinediones (31) and 3, 5-bis(dialkylamino)-7, 8-isoquinolinediones (33) were prepared by copper(II)-catalyzed oxidation of the corresponding isoquinolinols with secondary amines. 5, 8-Isoquinolinediones (29, 34, 40) were also prepared.

  5, 8-异喹啉二酮（12, 18, 25）、7, 8-异喹啉二酮（14, 19）和5, 6-异喹啉二酮（26）是通过与铈（IV）铵硝酸盐或银（II）氧化物的氧化脱甲基反应合成的。8-二烷基氨基-5, 6-异喹啉二酮（31）和3, 5-双（双烷基氨基）-7, 8-异喹啉二酮（33）是通过铜（II）催化的相应异喹啉醇与二级胺的氧化反应制备的。5, 8-异喹啉二酮（29, 34, 40）也已被制备。