2,3-二甲氧基-菲-9-羧酸 | 35675-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 2,3-二甲氧基-菲-9-羧酸
• 英文名称: 2,3-dimethoxy-phenanthrene-9-carboxylic acid
• 英文别名: 2,3-Dimethoxy-phenanthren-9-carbonsaeure；2,3-Dimethoxyphenanthrene-9-carboxylic acid
• CAS: 35675-92-4
• 化学式: C₁₇H₁₄O₄
• 分子量: 282.296
• InChiKey: ZJDIJOCYDSBPBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-二甲氧基-菲-9-羧酸 在 吡啶 、 sodium tetrahydroborate 、 氯化亚砜 、 三氟化硼乙醚 作用下， 生成 9-chloromethyl-2,3-dimethoxy-phenanthrene
  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：

  3-(2-amino-4,5-dimethoxy-phenyl)-2-phenyl-acrylic acid 生成 2,3-二甲氧基-菲-9-羧酸
  参考文献：
  名称：

  隐性小鸟嘌呤类似物的合成

  摘要：

  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。

  DOI：

  10.1016/s0040-4020(01)97758-0

文献信息

• Synthesis and antioxidant activity of hydroxylated phenanthrenes as cis-restricted resveratrol analogues
  作者：De-Jun Ding、Xiao-Yan Cao、Fang Dai、Xiu-Zhuang Li、Guo-Yun Liu、Dong Lin、Xing Fu、Xiao-Ling Jin、Bo Zhou

  DOI：10.1016/j.foodchem.2012.05.074

  日期：2012.12

  Five hydroxylated phenanthrenes as "cis-configuration-fixed" resveratrol analogues differing in the number and position of the hydroxyl groups were designed and synthesized. Their antioxidant activity was studied by ferric reducing antioxidant power, 2,2-diphenyl-1-picrylhydrazyl free radical-scavenging, and DNA strand breakage-inhibiting assays, corresponding to their electron-donating, hydrogen-transfer and DNA-protecting abilities, respectively. In the above assays, their activity depends significantly on the number and position of the hydroxyl groups, and most of them are more effective than resveratrol. Noticeably, compound 9b (2,4,6-trihydroxyl phenanthrene) with the same hydroxyl group substitutions as resveratrol, is superior to the reference compound, highlighting the importance of extension of the conjugation over multiple aromatic-rings. Similar activity sequences were obtained in different experimental models, but the appreciable differences could contribute detailed insights into antioxidant mechanisms. Based on these results, the hydroxylated phenanthrenes may be considered as a novel type of resveratrol-directed antioxidants. (C) 2012 Elsevier Ltd. All rights reserved.
• Pschorr; Buckow, Chemische Berichte, 1900, vol. 33, p. 1830
  作者：Pschorr、Buckow

  DOI：——

  日期：——
• Cook et al., Journal of the Chemical Society, 1954, p. 4234,4237
  作者：Cook et al.

  DOI：——

  日期：——
• [EN] NOVEL PHARMACEUTICAL COMPOSITION COMPRISING ALKALOID AND PROCESS THEREOF<br/>[FR] COMPOSITION PHARMACEUTIQUE RENFERMANT UN OU PLUSIEURS ALCALOIDES ET PROCEDE
  申请人：PANACEA BIOTEC LTD

  公开号：WO2007046113A2

  公开（公告）日：2007-04-26

  [EN] Novel anti-inflammatory, antiallergic and/or antiasthmatic pharmaceutical compositions comprising at least one alkaloid component(s) derived from natural, semi-synthetic or synthetic source as active agent, either alone or in combination with other active agent(s), optionally with other pharmaceutically acceptable excipients is provided. Also provided are process of preparation of such compositions and method of using such compositions. The novel composition is preferably in the form of a dry powder inhaler or metered dose inhaler and is preferably intended to be administered by pulmonary, nasal or oral route, most preferably by inhalation, and is useful either prophylactically or therapeutically particularly in the prevention or treatment of inflammatory, allergic, and/or respiratory disorders such as asthma and/or chronic obstructive pulmonary disease(s), or any other associated disorders.
  [FR] Compositions pharmaceutiques antiinflammatoires, antiallergiques et/ou antiasthmatiques comprenant au moins un ou plusieurs composants alcaloïdes dérivés d'une source naturelle, semi-synthétique ou synthétique, comme principe actif, soit isolément soit en combinaison avec un ou plusieurs autres principes actifs, éventuellement avec d'autres excipients pharmaceutiquement acceptables. On décrit aussi des procédés d'élaboration et d'utilisation correspondants. De préférence, ce type de composition se présente sous la forme d'inhalateur à poudre sèche ou d'aérosol-doseur, de préférence aux fins d'administration par voie pulmonaire, nasale ou orale, et de préférence encore par inhalation, utile pour la prévention ou le traitement, notamment de troubles inflammatoires, allergiques et/ou respiratoires du type asthme et/ou maladie(s) pulmonaire(s) obstructive(s) chronique(s), ou tout autre trouble associé.
• 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。