(RS)-9-(benzyloxy)-10-methoxyaporphine hydrochloride | 131792-51-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 阿朴菲
• 英文名称: (RS)-9-(benzyloxy)-10-methoxyaporphine hydrochloride
• 英文别名: 10-methoxy-6-methyl-9-phenylmethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline;hydrochloride
• CAS: 131792-51-3
• 化学式: C₂₅H₂₅NO₂*ClH
• 分子量: 407.94
• InChiKey: SIDXKJNNLLFMBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (RS)-9-(benzyloxy)-10-methoxyaporphine hydrochloride 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以74%的产率得到(RS)-9-hydroxy-10-methoxyaporphine hydrochloride
  参考文献：
  名称：

  Isomeric monomethyl ether derivatives of (RS)-9,10-dihydroxyaporphine ("isoapomorphine") as possible products of metabolism by catechol-O-methyltransferase

  摘要：

  The isomeric monomethyl ether derivatives of (RS)-9,10-dihydroxyaporphine (''isoapomorphine'') were synthesized unequivocally as possible metabolites in catechol-O-methyltransferase (COMT) mediated O-methylation reactions. In vitro incubation studies revealed that isoapomorphine is not a substrate for the COMT using experimental conditions under which apomorphine (10,11-dihydroxyaporphine) is converted in high yield into its 10-methyl ether, apocodeine. The in vivo dopaminergic inactivity of isoapomorphine (as compared with that of apomorphine) seems to be due to factors other than metabolic inactivation by COMT.

  DOI：

  10.1021/jm00107a030
• 作为产物：
  描述：

  5-(benzyloxy)-4-methoxy-2-nitrotoluene 在 palladium on activated charcoal 盐酸 、 乙醇 、 硫酸 、 氢气 、 sodium 、 铜 、 溶剂黄146 、 sodium nitrite 作用下， -5.0~78.0 ℃ 、310.27 kPa 条件下， 反应 18.42h， 生成 (RS)-9-(benzyloxy)-10-methoxyaporphine hydrochloride
  参考文献：
  名称：

  Isomeric monomethyl ether derivatives of (RS)-9,10-dihydroxyaporphine ("isoapomorphine") as possible products of metabolism by catechol-O-methyltransferase

  摘要：

  The isomeric monomethyl ether derivatives of (RS)-9,10-dihydroxyaporphine (''isoapomorphine'') were synthesized unequivocally as possible metabolites in catechol-O-methyltransferase (COMT) mediated O-methylation reactions. In vitro incubation studies revealed that isoapomorphine is not a substrate for the COMT using experimental conditions under which apomorphine (10,11-dihydroxyaporphine) is converted in high yield into its 10-methyl ether, apocodeine. The in vivo dopaminergic inactivity of isoapomorphine (as compared with that of apomorphine) seems to be due to factors other than metabolic inactivation by COMT.

  DOI：

  10.1021/jm00107a030

文献信息

• CANNON, JOSEPH G.;QIJIE, PANG, J. MED. CHEM., 34,(1991) N, C. 1079-1082
  作者：CANNON, JOSEPH G.、QIJIE, PANG

  DOI：——

  日期：——