3-methoxy-4-allyloxy-1-trans-propenyl-benzene | 29653-02-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-methoxy-4-allyloxy-1-trans-propenyl-benzene
• 英文别名: 3-Methoxy-4-allyloxy-1-(propen-(1)-yl-(1t))-benzol；3-Methoxy-4-allyloxy-1-trans-propenyl-benzol；2-methoxy-1-prop-2-enoxy-4-[(E)-prop-1-enyl]benzene
• CAS: 29653-02-9
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: KSNCZIFYZXDYSO-GQCTYLIASA-N

物化性质

• 沸点：
  310.9±27.0 °C(Predicted)
• 密度：
  0.989±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methoxy-4-allyloxy-1-trans-propenyl-benzene 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Takahashi; Koyama, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1943, vol. 63, p. 107

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-2-甲氧基-4-(1-丙烯基苯酚) 、 3-溴丙烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以59%的产率得到3-methoxy-4-allyloxy-1-trans-propenyl-benzene
  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

• Takahashi; Senda, Acta Scholae Medicinalis Universitatis in Kioto, 1949, vol. 27, p. 34
  作者：Takahashi、Senda

  DOI：——

  日期：——
• 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.
• Takahashi; Koyama, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1943, vol. 63, p. 107
  作者：Takahashi、Koyama

  DOI：——

  日期：——