4-isopropoxy-3-methoxybenzaldehyde oxime | 98799-36-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-isopropoxy-3-methoxybenzaldehyde oxime
• 英文别名: 4-isopropoxy-3-methoxybenzaldoxime；(1E)-4-Isopropoxy-3-methoxy-benzaldehyde oxime；N-[(3-methoxy-4-propan-2-yloxyphenyl)methylidene]hydroxylamine
• CAS: 98799-36-1
• 化学式: C₁₁H₁₅NO₃
• mdl: MFCD02256138
• 分子量: 209.245
• InChiKey: ZWVPRUMWJACKFV-UHFFFAOYSA-N

物化性质

• 沸点：
  307.4±32.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  51
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  4-isopropoxy-3-methoxybenzaldehyde oxime 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 25.5h， 生成 N-(4-isopropoxy-3-methoxybenzyl)-4-isopropoxy-3-methoxybenzamide
  参考文献：
  名称：

  Synthesis and topoisomerase I inhibitory activity of a novel diazaindeno[2,1-b]phenanthrene analogue of Lamellarin D

  摘要：

  A novel 5-oxa-6a,8-diazaindeno[2,1-b]phenanthren-7-one scaffold was designed and synthesized as an active analogue of the cytotoxic marine alkaloid Lamellarin D. The design was based on molecular modeling of the site of interaction of Lamellarin D with DNA-topoisomerase I cleavable complex, whereas the synthesis capitalized on a simple Friedel-Crafts cyclization of indole to a beta-carbolinone nucleus. The product exhibited topoisomerase I poisoning activity and submicromolar cytotoxicity on human non-small cell lung cancer H460 cell line. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.056
• 作为产物：
  描述：

  4-异丙氧基-3-甲氧基苯甲醛 在 羟胺 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 8.0h， 生成 4-isopropoxy-3-methoxybenzaldehyde oxime
  参考文献：
  名称：

  从烷基芳基酮和芳族醛合成功能取代的苄胺中不同还原体系的比较

  摘要：

  研究了功能性取代的苄胺的不同合成方法：烷基芳基酮的还原胺化和芳族醛肟的还原。最有效的方法用于制备一系列先前未知的羟基，烷氧基和卤素取代的苄胺。

  DOI：

  10.1134/s1070428010070110

文献信息

• Comparison of different reducing systems in the synthesis of functionally substituted benzylamines from alkyl aryl ketones and aromatic aldehydes
  作者：D. M. Musatov、E. V. Starodubtseva、O. V. Turova、D. V. Kurilov、M. G. Vinogradov、A. K. Rakishev、M. I. Struchkova

  DOI：10.1134/s1070428010070110

  日期：2010.7

  Different synthetic approaches to functionally substituted benzylamines were examined: reductive amination of alkyl aryl ketones and reduction of aromatic aldehyde oximes. The most efficient procedures were used to prepare a series of previously unknown hydroxy-, alkoxy-, and halogen-substituted benzylamines.

  研究了功能性取代的苄胺的不同合成方法：烷基芳基酮的还原胺化和芳族醛肟的还原。最有效的方法用于制备一系列先前未知的羟基，烷氧基和卤素取代的苄胺。
• Synthesis and topoisomerase I inhibitory activity of a novel diazaindeno[2,1-b]phenanthrene analogue of Lamellarin D
  作者：Salvatore Cananzi、Lucio Merlini、Roberto Artali、Giovanni Luca Beretta、Nadia Zaffaroni、Sabrina Dallavalle

  DOI：10.1016/j.bmc.2011.06.056

  日期：2011.8

  A novel 5-oxa-6a,8-diazaindeno[2,1-b]phenanthren-7-one scaffold was designed and synthesized as an active analogue of the cytotoxic marine alkaloid Lamellarin D. The design was based on molecular modeling of the site of interaction of Lamellarin D with DNA-topoisomerase I cleavable complex, whereas the synthesis capitalized on a simple Friedel-Crafts cyclization of indole to a beta-carbolinone nucleus. The product exhibited topoisomerase I poisoning activity and submicromolar cytotoxicity on human non-small cell lung cancer H460 cell line. (C) 2011 Elsevier Ltd. All rights reserved.