(5-Isopropyl-6,7-dimethoxy-3-methyl-naphthalen-2-yl)-phenyl-methanol | 213971-68-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (5-Isopropyl-6,7-dimethoxy-3-methyl-naphthalen-2-yl)-phenyl-methanol
• CAS: 213971-68-7
• 化学式: C₂₃H₂₆O₃
• 分子量: 350.458
• InChiKey: IJOOUDDEETTYLD-UHFFFAOYSA-N

物化性质

• 沸点：
  514.1±50.0 °C(predicted)
• 密度：
  1.110±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  (5-Isopropyl-6,7-dimethoxy-3-methyl-naphthalen-2-yl)-phenyl-methanol 在 palladium on activated charcoal 盐酸 、 氢气 、 四氯化钛 作用下， 以 乙醇 为溶剂， 25.0 ℃ 、413.69 kPa 条件下， 反应 4.0h， 生成 7-Benzyl-4-isopropyl-2,3-dimethoxy-6-methyl-naphthalene-1-carbaldehyde
  参考文献：
  名称：

  Selective Inhibitors of Human Lactate Dehydrogenases and Lactate Dehydrogenase from the Malarial Parasite Plasmodium falciparum

  摘要：

  Derivatives of the sesquiterpene 8-deoxyhemigossylic acid (2,3-dihydroxy-6-methyl-4-(1-methylethyl)-1-naphthoic acid) were synthesized that contained altered alkyl groups in the 4-position and contained alkyl or aralkyl groups in the 7-position. These substituted dihydroxynaphthoic acids are selective inhibitors of human lactate dehydrogenase-H (LDHH) and LDH-M and of lactate dehydrogenase from the malarial parasite Plasmodium falciparum (pLDH). All inhibitors are competitive with the binding of NADH. Selectivity for LDH-H, LDH-M, or pLDH is strongly dependent upon the groups that are in the 4- and 7-positions of the dihydroxynaphthoic acid backbone. Dissociation constants as low as 50 nM were observed, with selectivity as high as 400-fold.

  DOI：

  10.1021/jm980334n
• 作为产物：
  描述：

  苯甲醛 、 6-bromo-2,3-dimethoxy-7-methyl-1-(1-methylethyl)naphthalene 在 正丁基锂 作用下， 生成 (5-Isopropyl-6,7-dimethoxy-3-methyl-naphthalen-2-yl)-phenyl-methanol
  参考文献：
  名称：

  Selective Inhibitors of Human Lactate Dehydrogenases and Lactate Dehydrogenase from the Malarial Parasite Plasmodium falciparum

  摘要：

  Derivatives of the sesquiterpene 8-deoxyhemigossylic acid (2,3-dihydroxy-6-methyl-4-(1-methylethyl)-1-naphthoic acid) were synthesized that contained altered alkyl groups in the 4-position and contained alkyl or aralkyl groups in the 7-position. These substituted dihydroxynaphthoic acids are selective inhibitors of human lactate dehydrogenase-H (LDHH) and LDH-M and of lactate dehydrogenase from the malarial parasite Plasmodium falciparum (pLDH). All inhibitors are competitive with the binding of NADH. Selectivity for LDH-H, LDH-M, or pLDH is strongly dependent upon the groups that are in the 4- and 7-positions of the dihydroxynaphthoic acid backbone. Dissociation constants as low as 50 nM were observed, with selectivity as high as 400-fold.

  DOI：

  10.1021/jm980334n