(S)-8-hydroxy-5,7-dimethoxy-12-methyl-2-phenyl-11,12,12a,13-tetrahydro-[1,4]oxazino[3',2':3,4]benzo[1,2-g]benzo[de]quinolin-3(10H)-one hydrochloride | 1268486-54-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: (S)-8-hydroxy-5,7-dimethoxy-12-methyl-2-phenyl-11,12,12a,13-tetrahydro-[1,4]oxazino[3',2':3,4]benzo[1,2-g]benzo[de]quinolin-3(10H)-one hydrochloride
• CAS: 1268486-54-9
• 化学式: C₂₇H₂₄N₂O₅*ClH
• 分子量: 492.959
• InChiKey: YDPJBAMPPPTDRB-FERBBOLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  35.0
• 可旋转键数：
  3.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  85.03
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1,12-dimethoxy-2-hydroxy-6-methyl-9-phenyl-10H-oxazin[5,6-k]-5,6,6a,7-tetrahydro=4H-dibenzo[de,g]quinolin-10-one 在 盐酸 作用下， 以 异丙醇 为溶剂， 生成 (S)-8-hydroxy-5,7-dimethoxy-12-methyl-2-phenyl-11,12,12a,13-tetrahydro-[1,4]oxazino[3',2':3,4]benzo[1,2-g]benzo[de]quinolin-3(10H)-one hydrochloride
  参考文献：
  名称：

  Spectroscopic and photochemical properties of some annulated boldine derivatives

  摘要：

  The aim of this study was to determine the influence of the substituent groups on the photostability of eight boldine derivatives, including some oxazole and oxazinone derivatives, in order to increase the sunscreen protection properties previously demonstrated for boldine. Such derivatives showed bands similar to those of boldine in the absorption and emission spectrum. The spectroscopic properties are pH dependent. The photostability of the derivative compounds was higher than that of boldine, in accordance with the low value of the photoconsumption quantum yield determined. The low fluorescence quantum yield values observed for boldine 1 and 4 as both base and hydrochloride derivative compounds led us to postulate that these compounds are deactivated by a mechanism different to the fluorescence pathway, probably due to the electron-withdrawing inductive effect of NO for boldine 1, and to the increase of the aromatic framework for boldine 4.

  DOI：

  10.1590/s0103-50532010001200006