3-Bromo-1,2-dihydro-6,7-dimethoxy-2,8-dimethylnaphthalene | 170962-36-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-Bromo-1,2-dihydro-6,7-dimethoxy-2,8-dimethylnaphthalene
• 英文别名: 3-Bromo-6,7-dimethoxy-2,8-dimethyl-1,2-dihydronaphthalene
• CAS: 170962-36-4
• 化学式: C₁₄H₁₇BrO₂
• 分子量: 297.192
• InChiKey: SEPAKPKPJQACBY-UHFFFAOYSA-N

物化性质

• 沸点：
  363.7±42.0 °C(predicted)
• 密度：
  1.313±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Bromo-1,2-dihydro-6,7-dimethoxy-2,8-dimethylnaphthalene 在 正丁基锂 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 3.25h， 生成 (6,7-Dimethoxy-3,5-dimethyl-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
• 作为产物：
  描述：

  1-溴-3,4-二甲氧基-2-甲基苯 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 sodium tetrahydroborate 、 polyphosphoric ester 、 氢气 、 溴 、 magnesium 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 25.0~70.0 ℃ 、413.69 kPa 条件下， 反应 29.0h， 生成 3-Bromo-1,2-dihydro-6,7-dimethoxy-2,8-dimethylnaphthalene
  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