(+/-)-2-(butyloxy)isodomesticine | 1340566-48-4

• 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: (+/-)-2-(butyloxy)isodomesticine
• 英文别名: Rac-2-(Butyloxy)Isodomesticine；18-butoxy-19-methoxy-13-methyl-5,7-dioxa-13-azapentacyclo[10.7.1.02,10.04,8.016,20]icosa-1(20),2,4(8),9,16,18-hexaene
• CAS: 1340566-48-4
• 化学式: C₂₃H₂₇NO₄
• 分子量: 381.472
• InChiKey: ASLWZHMMBBLTEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  40.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl-6-(benzyloxy)-1-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)-7-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 在 palladium 10% on activated carbon 、 氢气 、 palladium diacetate 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 caesium carbonate 、 三苯基膦 、 potassium iodide 、 zinc dibromide 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 13.25h， 生成 (+/-)-2-(butyloxy)isodomesticine
  参考文献：
  名称：

  New aporphinoid 5-HT2A and α1A antagonists via structural manipulations of nantenine

  摘要：

  A series of Cl, C2, C3 and N6 analogs of nantenine (2) was synthesized and evaluated in 5-HT2A and alpha(1A) receptor functional assays. Alkyl substitution of the Cl and N6 methyl groups of nantenine provided selective 5-HT2A and alpha 1A antagonists, respectively. The C2 alkyloxy analogs studied were generally selective for alpha(1A) versus 5-HT2A. The C3 bromo analog 15 is one of the most potent aporphinoid 5-HT2A antagonists known presently. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.08.019

文献信息

• New aporphinoid 5-HT2A and α1A antagonists via structural manipulations of nantenine
  作者：Sandeep Chaudhary、Shashikanth Ponnala、Onica LeGendre、Junior A. Gonzales、Hernán A. Navarro、Wayne W. Harding

  DOI：10.1016/j.bmc.2011.08.019

  日期：2011.10

  A series of Cl, C2, C3 and N6 analogs of nantenine (2) was synthesized and evaluated in 5-HT2A and alpha(1A) receptor functional assays. Alkyl substitution of the Cl and N6 methyl groups of nantenine provided selective 5-HT2A and alpha 1A antagonists, respectively. The C2 alkyloxy analogs studied were generally selective for alpha(1A) versus 5-HT2A. The C3 bromo analog 15 is one of the most potent aporphinoid 5-HT2A antagonists known presently. (C) 2011 Elsevier Ltd. All rights reserved.