7-Benzyl-4-isopropyl-2,3-dimethoxy-6-methyl-naphthalene-1-carbaldehyde | 213971-70-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 7-Benzyl-4-isopropyl-2,3-dimethoxy-6-methyl-naphthalene-1-carbaldehyde
• CAS: 213971-70-1
• 化学式: C₂₄H₂₆O₃
• 分子量: 362.469
• InChiKey: ARMQFTARNRWJOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  7-Benzyl-4-isopropyl-2,3-dimethoxy-6-methyl-naphthalene-1-carbaldehyde 在 sodium chlorite 、 disodium hydrogenphosphate 、 双氧水 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以84%的产率得到7-Benzyl-2,3-dimethoxy-6-methyl-4-(1-methylethyl)-naphthoic acid
  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：

  6-bromo-2,3-dimethoxy-7-methyl-1-(1-methylethyl)naphthalene 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 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 5.25h， 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