5,6-dimethoxynaphthalen-1-ol | 135678-75-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,6-dimethoxynaphthalen-1-ol
• 英文别名: 5,6-dimethoxy-1-naphthol
• CAS: 135678-75-0
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: ZRYKSUVBAFBHCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-dimethoxynaphthalen-1-ol 在 三氟化硼乙醚 、 三乙胺 作用下， 反应 3.08h， 生成 5,6-dimethoxy-2-ethanoyl-1-naphthalenol
  参考文献：
  名称：

  Design and synthesis of new 7,8-dimethoxy-α-naphthoflavones as CYP1A1 inhibitors

  摘要：

  The flavonoids as inhibitors of CYP1A1 exhibit chemopreventive effects against certain procarcinogens and have been considered as the promising cancer preventive agents. A series of novel 7,8-dimethoxy-alpha-naphthoflavones as the substrate analogs were designed and prepared. The enzyme assay suggested that all of these new flavones were stronger inhibitors of CYP1A1 than the lead compound alpha-naphthoflavone. Among the tested ones, 3h showed the most potent inhibitory effects. (C) 2013 Shao-Shun Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.006
• 作为产物：
  描述：

  1,5-二羟基萘 在 盐酸 、 sodium dithionite 、 四丁基溴化铵 、 N,N-二异丙基乙胺 、 Fremy's radical 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 19.0h， 生成 5,6-dimethoxynaphthalen-1-ol
  参考文献：
  名称：

  Design and synthesis of new 7,8-dimethoxy-α-naphthoflavones as CYP1A1 inhibitors

  摘要：

  The flavonoids as inhibitors of CYP1A1 exhibit chemopreventive effects against certain procarcinogens and have been considered as the promising cancer preventive agents. A series of novel 7,8-dimethoxy-alpha-naphthoflavones as the substrate analogs were designed and prepared. The enzyme assay suggested that all of these new flavones were stronger inhibitors of CYP1A1 than the lead compound alpha-naphthoflavone. Among the tested ones, 3h showed the most potent inhibitory effects. (C) 2013 Shao-Shun Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.01.006

文献信息

• 9-Azabicyclo[3.3.1]nonane derivatives
  申请人：Napier Elizabeth Susan

  公开号：US20070112019A1

  公开（公告）日：2007-05-17

  The present invention relates to a 9-azabicyclo[3.3.1]nonane derivative of formula I, wherein each of the substituents is given the definition as set forth in the specification and claims, or a pharmaceutically acceptable salt or solvate thereof. The invention also relates to pharmaceutical compositions comprising said 9-azabicyclo[3.3.1]nonane derivatives and to their use in therapy.

  本发明涉及式I的9-氮杂双环[3.3.1]壬烷衍生物，其中每个取代基的定义如规范和索赔中所述，或其药学上可接受的盐或溶剂。该发明还涉及包含所述9-氮杂双环[3.3.1]壬烷衍生物的药物组合物及其在治疗中的应用。
• Syntheses of Substituted Naphthalenes and Naphthols
  作者：Keng-Shiang Huang、Eng-Chi Wang、Hsing-Ming Chen

  DOI：10.1002/jccs.200400090

  日期：2004.6

  Syntheses of substituted naphthalenes and naphthols are described. Based on Claisen rearrangement, ring-closing metathesis (RCM), and related reactions, isovanillin was successfully transformed into a series of substituted naphthalenes and naphthols with good overall yields.

  描述了取代萘和萘酚的合成。基于克莱森重排、闭环复分解（RCM）和相关反应，异香草醛成功地转化为一系列具有良好总收率的取代萘和萘酚。
• An Efficient Synthesis of 5,6-Dimethoxy 1- and 2-Naphthols<i>via</i>Teuber Reaction
  作者：Jia-hua Cui、Shao-shun Li

  DOI：10.1002/jccs.201300065

  日期：2013.9

  AbstractBased on the oxidation of 1,5‐naphthalenediol (4) and 6‐bromo‐2‐naphthol (9) via Teuber reaction, an efficient synthesis of 5,6‐dimethoxy‐1‐naphthol (1) and 5,6‐dimethoxy‐2‐naphthol (2) was achieved with high overall yield (16% for 1 and 25% for 2). The key steps of the synthetic strategy involved the oxidation of naphthols (4 and 9) to the corresponding naphthoquinones (5 and 10) and the conversion of 5,6‐dimethoxy‐2‐naphthaldehyde to 5,6‐dimethoxy‐2‐naphthol formate through Baeyer‐Villiger oxidation‐rearrangement.
• Giles, Robin G. F.; Hughes, Andrew B.; Sargent, Melvyn V., Journal of the Chemical Society. Perkin transactions I, 1991, # 6, p. 1581 - 1587
  作者：Giles, Robin G. F.、Hughes, Andrew B.、Sargent, Melvyn V.

  DOI：——

  日期：——
• 9-AZABICYCLO [3 . 3 . 1]NONANE DERIVATIVES AS MONOAMINE REUPTAKE INHIBITORS
  申请人：N.V. Organon

  公开号：EP1934212A1

  公开（公告）日：2008-06-25