6,7-Dimethoxy-9-hydroxymethylphenanthren | 33329-49-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 6,7-Dimethoxy-9-hydroxymethylphenanthren
• 英文别名: (6,7-dimethoxyphenanthren-9-yl)methanol
• CAS: 33329-49-6
• 化学式: C₁₇H₁₆O₃
• 分子量: 268.312
• InChiKey: POCNWWABAMLSDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6,7-Dimethoxy-9-hydroxymethylphenanthren 在 吡啶 、 氯化亚砜 作用下， 生成 2-[(6,7-Dimethoxy-phenanthren-9-ylmethyl)-(2-hydroxy-ethyl)-amino]-ethanol
  参考文献：
  名称：

  Shah,D.O.; Trivedi,K.N., Indian Journal of Chemistry, 1975, vol. 13, p. 1272 - 1274

  摘要：

  DOI：
• 作为产物：
  描述：

  6,7-dimethoxy-phenanthrene-9-carbaldehyde 在 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 生成 6,7-Dimethoxy-9-hydroxymethylphenanthren
  参考文献：
  名称：

  Asymmetric synthesis of phenanthroindolizidine alkaloids with hydroxyl group at the C14 position and evaluation of their antitumor activities

  摘要：

  The asymmetric total synthesis of the strongly cytotoxic phenanthroindolizidine alkaloid 3 was achieved. Using the same route, various derivatives were also synthesized. Cytotoxicity of those synthetic compounds was evaluated and compounds 19, 23, and 27 demonstrated potent cytotoxicities similar to that of 3. The in vivo antitumor efficacy of selected compounds was also evaluated and 23 demonstrated moderate antitumor efficacy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.008

文献信息

• Synthesis of analogues of cryptopleurine
  作者：S. Foldeak

  DOI：10.1016/s0040-4020(01)97758-0

  日期：1971.1

  New analogues of cryptopleurine with different aromatic methoxyl and chloro substituents have been synthesized. Intermediate isomeric 1-hydroxyphenanthro[9.10b]quinolizidines have been isolated and characterized. Yields in the Pschorr reaction have been improved by the novel use of sulphite ion. Some of the compounds have been found to have antifungal activity.

  已经合成了具有不同的芳族甲氧基和氯取代基的隐叶嘌呤的新类似物。中间异构体1-羟基菲[9.10 b ]喹啉z已被分离和表征。通过新使用亚硫酸根离子可以提高Pschorr反应的收率。已经发现一些化合物具有抗真菌活性。
• PHENANTHROINDOLIZIDINE DERIVATIVE AND NF kB INHIBITOR CONTAINING SAME AS ACTIVE INGREDIENT
  申请人：Kabushiki Kaisha Yakult Honsha

  公开号：EP2351753B1

  公开（公告）日：2015-02-11
• SHAH D. O.; TRIVEDI K. N., INDIAN J. CHEM., 1975, 13, NO 13, 1272-1274
  作者：SHAH D. O.、 TRIVEDI K. N.

  DOI：——

  日期：——