3-methoxy-4-isopropoxybenzylamine | 98799-37-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-methoxy-4-isopropoxybenzylamine
• 英文别名: (4-isopropoxy-3-methoxyphenyl)methanamine；4-isopropoxy-3-methoxy-benzylamine；3-Methoxy-4-isopropyloxy-benzylamin；(4-Isopropoxy-3-methoxybenzyl)amine；(3-methoxy-4-propan-2-yloxyphenyl)methanamine
• CAS: 98799-37-2
• 化学式: C₁₁H₁₇NO₂
• mdl: MFCD07402324
• 分子量: 195.261
• InChiKey: CGTRKTVKUQGORA-UHFFFAOYSA-N

物化性质

• 沸点：
  289.9±25.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  3-methoxy-4-isopropoxybenzylamine 在 palladium on activated charcoal 盐酸 、 air 、 potassium tert-butylate 、 氨 、 氢溴酸 、 碘 、 silver trifluoroacetate 作用下， 以 甲醇 、 氯仿 、 溶剂黄146 为溶剂， 反应 11.0h， 生成 3,9-dihydroxy-2,8-dimethoxybenzophenanthridine
  参考文献：
  名称：

  Studies in SRN1 series. Part 14. Direct synthesis of benzo[c]phenanthridines and benzo[c]phenanthridones via SRN1 reactions

  摘要：

  DOI：

  10.1021/jo00224a057
• 作为产物：
  描述：

  4-异丙氧基-3-甲氧基苯甲醛 在 lithium aluminium tetrahydride 、 盐酸羟胺 作用下， 以 四氢呋喃 为溶剂， 生成 3-methoxy-4-isopropoxybenzylamine
  参考文献：
  名称：

  Studies in SRN1 series. Part 14. Direct synthesis of benzo[c]phenanthridines and benzo[c]phenanthridones via SRN1 reactions

  摘要：

  DOI：

  10.1021/jo00224a057

文献信息

• Design, in silico prioritization and biological profiling of apoptosis-inducing lactams amenable by the Castagnoli-Cushman reaction
  作者：Mikhail Krasavin、Maxim A. Gureyev、Dmitry Dar'in、Olga Bakulina、Maria Chizhova、Anastasia Lepikhina、Daria Novikova、Tatyana Grigoreva、Gleb Ivanov、Aisulu Zhumagalieva、Alexander V. Garabadzhiu、Vyacheslav G. Tribulovich

  DOI：10.1016/j.bmc.2018.04.036

  日期：2018.5

  Five lactam chemotypes amenable by the Castagnoli-Cushman reaction of imines and cyclic anhydrides have been investigated for their ability to activate p53 tumor suppressing transcription factor thus induce apoptosis in p53(+) cancer cells. A virtual library of 1.07 million chemically diverse compounds based on these scaffolds was subjected to in silico screening first. The compounds displaying high docking score were visually prioritized to identify the best-fitting compounds, i.e. the ones which adequately mimic the interactions of clinical candidate inhibitor Nutlin-3a. These 38 compounds were synthesized and tested for apoptosis induction in p53(+) H116 cancer cells to identify 9 potent apoptosis-inducers (two of them exceeding the activity of Nutlin-3a) which belonged to four different chemotypes. The activation of p53 involved in the proapoptotic activity observed was supported by effective induction of EGFP expression in human osteocarcinoma U2OS-pLV reporter cell line. Moreover, the two most potent apoptosis inducers displayed antiproliferative profile identical to several known advanced p53 activators: they inhibited the growth of p53(+/+) HCT116 cells in much lower concentration range compared to p53(+/+) HCT116 cells. (C) 2018 Elsevier Ltd. All rights reserved.
• Kubiczek; Pohl; Smahel, Monatshefte fur Chemie, 1947, vol. 77, p. 54
  作者：Kubiczek、Pohl、Smahel

  DOI：——

  日期：——
• Studies in SRN1 series. Part 14. Direct synthesis of benzo[c]phenanthridines and benzo[c]phenanthridones via SRN1 reactions
  作者：Rene Beugelmans、Jacqueline Chastanet、Helene Ginsburg、Leticia Quintero-Cortes、Georges Roussi

  DOI：10.1021/jo00224a057

  日期：1985.11
• 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.