2-(Isopentyloxy)-5-propenylanisole | 943599-64-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(Isopentyloxy)-5-propenylanisole
• 英文别名: 2-methoxy-1-(3-methylbutoxy)-4-[(E)-prop-1-enyl]benzene
• CAS: 943599-64-2
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: AJAOXJQJCYZJNH-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-2-甲氧基-4-(1-丙烯基苯酚) 、 1-溴代异戊烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以59%的产率得到2-(Isopentyloxy)-5-propenylanisole
  参考文献：
  名称：

  Dehydrozingerone, Chalcone, and Isoeugenol Analogues as in Vitro Anticancer Agents

  摘要：

  Twenty-eight compounds related to dehydrozingerone ( 1), isoeugenol ( 3), and 2-hydroxychalcone ( 4) were synthesized and evaluated in vitro against human tumor cell replication. Except for isoeugenol analogues 27-35, most compounds exhibited moderate or strong cytotoxic activity against KB, KB-VCR ( a multidrug-resistant derivative), and A549 cell lines. In particular, chalcone 15 showed significant cytotoxic activity against the A549 cell line with an IC50 value of 0.6 mu g/mL. Furthermore, dehydrozingerone analogue 11 and chalcones 16 and 17 showed significant and similar cytotoxic activity against both KB (IC50 values of 2.0, 1.0, and 2.0 mu g/mL, respectively) and KB-VCR (IC50 values of 1.9, 1.0, and 2.0 mu g/mL, respectively) cells, suggesting that they are not substrates for the P-glycoprotein drug efflux pump.

  DOI：

  10.1021/np060252z

文献信息

• Process for the Isomerisation of Alkenyl Alkoxybenzenes
  申请人：Kuhn Walter

  公开号：US20070073089A1

  公开（公告）日：2007-03-29

  A process for the catalytic double bond isomerisation of alkenyl alkoxybenzenes [alkoxy-substituted (2-alkenyl)-benzenes] (with a non-conjugated double bond in the alkenyl group) of formula A in the presence of a catalytically active quantity of alkali and/or alkaline earth C 1 -C 6 alcoholates to the corresponding alkenyl alkoxybenzenes [alkoxy-substituted (1-alkenyl)-benzenes] (with a double bond in the alkenyl group which is conjugated with the benzene ring) of formula B is described

  本发明涉及一种催化剂作用下的烯基烷氧基苯的双键异构化过程。该过程针对具有非共轭双键的烷基烷氧基苯[烷氧基取代的(2-烯基)-苯]的化学式A，使用催化活性量的碱和/或碱土金属C1-C6醇盐，将其转化为相应的烯基烷氧基苯[烷氧基取代的(1-烯基)-苯]的化学式B，其中烯基上的双键与苯环共轭。
• Dehydrozingerone, Chalcone, and Isoeugenol Analogues as in Vitro Anticancer Agents
  作者：Jin Tatsuzaki、Kenneth F. Bastow、Kyoko Nakagawa-Goto、Seiko Nakamura、Hideji Itokawa、Kuo-Hsiung Lee

  DOI：10.1021/np060252z

  日期：2006.10.1

  Twenty-eight compounds related to dehydrozingerone ( 1), isoeugenol ( 3), and 2-hydroxychalcone ( 4) were synthesized and evaluated in vitro against human tumor cell replication. Except for isoeugenol analogues 27-35, most compounds exhibited moderate or strong cytotoxic activity against KB, KB-VCR ( a multidrug-resistant derivative), and A549 cell lines. In particular, chalcone 15 showed significant cytotoxic activity against the A549 cell line with an IC50 value of 0.6 mu g/mL. Furthermore, dehydrozingerone analogue 11 and chalcones 16 and 17 showed significant and similar cytotoxic activity against both KB (IC50 values of 2.0, 1.0, and 2.0 mu g/mL, respectively) and KB-VCR (IC50 values of 1.9, 1.0, and 2.0 mu g/mL, respectively) cells, suggesting that they are not substrates for the P-glycoprotein drug efflux pump.