3,5-Dimethoxy-2-nitro-phenol | 16600-87-6

• 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: 3,5-Dimethoxy-2-nitro-phenol
• 英文别名: 2-nitro-3,5-dimethoxyphenol；3,5-Dimethoxy-2-nitrophenol
• CAS: 16600-87-6
• 化学式: C₈H₉NO₅
• 分子量: 199.163
• InChiKey: RWJQMPCYEXKXIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-Dimethoxy-2-nitro-phenol 在 钯 氢气 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 生成 2-Ethyl-5,7-dimethoxy-3-(4-methoxy-phenyl)-2H-benzo[1,4]oxazine
  参考文献：
  名称：

  Synthesis and structure–activity relationship of 3-arylbenzoxazines as selective estrogen receptor β agonists

  摘要：

  A series of 3-aryl-7-hydroxybenzoxazine analogues have been prepared and evaluated as ligands for the two estrogen receptor subtypes (ERalpha and ERbeta). From the radioligand binding assay, compounds with more than a 10-fold binding selectivity toward the ERbeta subtype have been identified. These compounds have also been shown to be potent full agonists in the functional assay by activation of ERE promoted transcription, with the best compound being 20-fold more potent than genistein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.099
• 作为产物：
  描述：

  3,5-二甲氧基苯酚 在 nitronium tetrafluoborate 作用下， 以 乙二醇二甲醚 为溶剂， 生成 3,5-Dimethoxy-2-nitro-phenol
  参考文献：
  名称：

  Synthesis and structure–activity relationship of 3-arylbenzoxazines as selective estrogen receptor β agonists

  摘要：

  A series of 3-aryl-7-hydroxybenzoxazine analogues have been prepared and evaluated as ligands for the two estrogen receptor subtypes (ERalpha and ERbeta). From the radioligand binding assay, compounds with more than a 10-fold binding selectivity toward the ERbeta subtype have been identified. These compounds have also been shown to be potent full agonists in the functional assay by activation of ERE promoted transcription, with the best compound being 20-fold more potent than genistein. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.099

文献信息

• 3-Aryl-hydroxybenzoxazines and 3, 4-dihydro-3-aryl-hydroxybenzoxazines as selective estrogen receptor beta modulators
  申请人：——

  公开号：US20030195207A1

  公开（公告）日：2003-10-16

  Substituted benzoxazine and 3,4-dihydrobenzoxazine derivatives possessing activity as estrogen receptor beta (ER&bgr;) modulators are provided which have the structure of formula I 1 wherein the substitutents are as described herein. In addition, a method is provided for preventing, inhibiting or treating the progression or onset of pathological conditions associated with the estrogen receptor and to pharmaceutical compositions containing such compounds.

  本发明提供了具有雌激素受体β（ER&bgr;）调节剂活性的取代苯并噁嗪和3,4-二氢苯并噁嗪衍生物，其具有如公式I1所示的结构，其中取代基如此处所述。此外，本发明还提供了一种用于预防、抑制或治疗与雌激素受体相关的病理状况的进展或发作的方法，并提供了包含这些化合物的药物组合物。
• The nitration of electron-rich aromatics
  作者：C.L. Dwyer、C.W. Holzapfel

  DOI：10.1016/s0040-4020(98)00418-9

  日期：1998.7

  The successful mononitration of a variety of electron-rich aromatic substrates is reported, employing either nitronium tetrafluoroborate or "claycop" as the nitrating agent. Dinitration of four of the substrates was achieved when employing nitronium tetrafluoroborate. Several of the products have previously been prepared only by indirect methods. (C) 1998 Elsevier Science Ltd. All rights reserved.
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  作者：Grove et al.

  DOI：——

  日期：——
• o-Nitrophenyltriflates in Quinoline Synthesis: Easy Access to a Streptonigrin Synthon
  作者：Cedric W. Holzapfel、Catherine Dwyer

  DOI：10.3987/com-97-8032

  日期：——
• Selektive Spaltung von aromatischen Methylethern mit Lithiumiodid in Chinolin
  作者：Klaus Kirschke、Erich Wolff

  DOI：10.1002/prac.19953370186

  日期：——