methyl 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydronaphtho[ 1,2-b]furan-4-carboxylate | 1452153-47-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: methyl 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydronaphtho[ 1,2-b]furan-4-carboxylate
• 英文别名: methyl 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydronaphtho[1,2-b]furan-4-carboxylate；Methyl 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydronaphtho[1,2-b]furan-4-carboxylate；methyl 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydrobenzo[g][1]benzofuran-4-carboxylate
• CAS: 1452153-47-7
• 化学式: C₂₁H₁₈O₅
• 分子量: 350.371
• InChiKey: NCLJBCNFXPSMOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-羟基-4-甲氧基-2-萘甲酸甲酯 在 titanium(IV) isopropylate 、 四氯化钛 、 magnesium sulfate 、 silver(l) oxide 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 23.08h， 生成 methyl 5-hydroxy-2-(4-methoxyphenyl)-2,3-dihydronaphtho[ 1,2-b]furan-4-carboxylate
  参考文献：
  名称：

  USE OF SUBSTITUTED 2,3-DIHYDRO-1-BENZOFURAN-4-CARBOXYLIC ACIDS OR SALTS THEREOF AS ACTIVE SUBSTANCES AGAINST ABIOTIC PLANT STRESS

  摘要：

  使用通式（I）或其盐代替2,3-二氢-1-苯并呋喃-4-羧酸，其中通式（I）中的基团如描述中定义的，用于增加植物对非生物胁迫的耐受性，促进植物生长和/或增加植物产量，并用于制备上述化合物的特定过程。

  公开号：

  US20150322094A1

文献信息

• A novel and efficient synthesis of diverse dihydronaphtho[1,2-b]furans using the ceric ammonium nitrate-catalyzed formal [3 + 2] cycloaddition of 1,4-naphthoquinones to olefins and its application to furomollugin
  作者：Likai Xia、Yong Rok Lee

  DOI：10.1039/c3ob40977e

  日期：——

  A novel approach was developed for the synthesis of diverse dihydronaphtho[1,2-b]furans from 1,4-naphthoquinones and olefins in the presence of ceric ammonium nitrate. This reaction provides a rapid route for the synthesis of a variety of dihydronaphtho[1,2-b]furans and naphtho[1,2-b]furans bearing different substituents. This methodology was also used to synthesize the biologically important natural

  开发了一种新的方法，用于在硝酸铈铵的存在下，由1,4-萘醌和烯烃合成各种二氢萘[1,2- b ]呋喃。该反应为合成各种带有不同取代基的二氢萘并[1,2- b ]呋喃和萘并[1,2- b ]呋喃提供了一条快速途径。该方法也仅用两个步骤就可以合成生物学上重要的天然产物呋喃洛金。
• KR2015/64952
  申请人：——

  公开号：——

  公开（公告）日：——
• Antioxidant and antibacterial evaluation of synthetic furomollugin and its diverse analogs
  作者：Likai Xia、Akber Idhayadhulla、Yong Rok Lee、Sung Hong Kim、Young-Jung Wee

  DOI：10.1007/s00044-014-0929-9

  日期：2014.7

  Diverse furomollugin (3) and its analogs (11-22) were synthesized in high yields via ceric ammonium nitrate-catalyzed formal [3 + 2] cycloaddition as a key step. The in vitro antioxidant activities of synthesized compounds were determined by analyzing radical scavenging activities for 1,1-diphenyl-2-picrylhydrazyl (DPPH), nitric oxide, and hydrogen peroxide assays. The results showed that the synthesized furomollugin analogs had effective antioxidant power. Dihydronaphthofurans with 2-alkyoxy or 2-aryl group were the most potent radical scavengers in DPPH assay. Moreover, the antibacterial activities of those compounds were also evaluated and the highly active compounds were selected for further determination of minimal inhibitory concentrations (MICs). Compound 19 (MIC = 2 mu g/mL) was found to be highly active against the gram-negative bacteria Escherichia coli (KCTC-1924) than the Ampicillin standard (MIC = 4 mu g/mL). Compound 22 (MIC = 0.5 mu g/mL) inhibited gram-positive bacteria Staphylococcus aureus (KCTC-1916) growth as effectively as ampicillin (MIC = 0.5 mu g/mL).
• VERWENDUNG SUBSTITUIERTER 2,3-DIHYDRO-1-BENZOFURAN-4-CARBONSÄUREN ODER DEREN SALZE ALS WIRKSTOFFE GEGEN ABIOTISCHEN PFLANZENSTRESS
  申请人：Bayer CropScience AG

  公开号：EP2892343A1

  公开（公告）日：2015-07-15
• [DE] VERWENDUNG SUBSTITUIERTER 2,3-DIHYDRO-1-BENZOFURAN-4-CARBONSÄUREN ODER DEREN SALZE ALS WIRKSTOFFE GEGEN ABIOTISCHEN PFLANZENSTRESS<br/>[EN] USE OF SUBSTITUTED 2,3-DIHYDRO-1-BENZOFURAN-4-CARBOXYLIC ACIDS OR SALTS THEREOF AS ACTIVE SUBSTANCES AGAINST ABIOTIC PLANT STRESS<br/>[FR] UTILISATION D'ACIDE 2,3-DIHYDRO-1-BENZOFURANE-4-CARBOXYLIQUE SUBSTITUÉ OU DE SES SELS COMME PRINCIPES ACTIFS CONTRE LE STRESS ABIOTIQUE DES PLANTES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2014037349A1

  公开（公告）日：2014-03-13

  Verwendung substituierter 2,3-Dihydro-1-benzofuran-4-carbonsäuren der allgemeinen Formel (I) oder deren Salze wobei die Reste in der allgemeinen Formel (I) den in der Beschreibung gegebenen Definitionen entsprechen, zur Steigerung der Stresstoleranz in Pflanzen gegenüber abiotischem Stress, zur Stärkung des Pflanzenwachstums und/oder zur Erhöhung des Pflanzenertrags, sowie spezielle Verfahren zur Herstellung der vorgenannten Verbindungen