(3S,17R)-16-methyl-26-oxa-10-thia-16-azaheptacyclo[11.11.1.13,23.02,11.04,9.017,25.019,24]hexacosa-1(25),2(11),4,6,8,12,19(24),20,22-nonaene-3,22-diol;hydrochloride | 1187637-79-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (3S,17R)-16-methyl-26-oxa-10-thia-16-azaheptacyclo[11.11.1.13,23.02,11.04,9.017,25.019,24]hexacosa-1(25),2(11),4,6,8,12,19(24),20,22-nonaene-3,22-diol;hydrochloride
• CAS: 1187637-79-1
• 化学式: C₂₄H₁₉NO₃S*ClH
• 分子量: 437.947
• InChiKey: NXGLNBAVCOJCPX-RTDWRWFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4aR,13bS)-1,13b-dimethoxy-5-methyl-4,4a,5,6,7,13b-hexahydrobenzo[8',9']thiochromeno[2",3",4"-f'g']isochromeno[6,5,4-def]quinoline 在 甲烷磺酸 、 L-蛋氨酸 作用下， 以67%的产率得到(3S,17R)-16-methyl-26-oxa-10-thia-16-azaheptacyclo[11.11.1.13,23.02,11.04,9.017,25.019,24]hexacosa-1(25),2(11),4,6,8,12,19(24),20,22-nonaene-3,22-diol;hydrochloride
  参考文献：
  名称：

  Synthesis and dopamine receptor binding affinity of 4H-thiochromenoapomorphines

  摘要：

  The synthesis of 4H-thiochromene derivatives of apomorphines, a novel class of isoquinoline alkaloid-related compounds, has been achieved by different O-dealkylation methods applied on previously published heteroring-fused aporphinoids. Detailed DFT study has been presented regarding the mechanism of the L-selectride-mediated multiple O-dealkylation of a seven-ring aporphine analogue. Dopamine-binding tests confirmed the essential function of 11-hydroxy moiety of the aporphine skeleton and revealed a remarkable D-1 over D-2 specificity for the derivative having the 4H-thiochromene ring system attached to positions 2 and 3 of the aporphine backbone.

  DOI：

  10.1007/s00706-008-0044-z