(2E)-N-[(5R,6R)-17-(cyclopropylmethyl)-4,5-epoxy-14-hydroxymorphinan-6-yl]-3-(furan-3-yl)-N-methylprop-2-enamide hydrochloride | 1092369-46-4

• 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: (2E)-N-[(5R,6R)-17-(cyclopropylmethyl)-4,5-epoxy-14-hydroxymorphinan-6-yl]-3-(furan-3-yl)-N-methylprop-2-enamide hydrochloride
• CAS: 1092369-46-4
• 化学式: C₂₈H₃₂N₂O₄*ClH
• 分子量: 497.034
• InChiKey: RUWSJVXPVYJFKZ-GEZRDPTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  35.0
• 可旋转键数：
  5.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  66.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  (4R,4aS,7R,7aR,12bS)-3-(cyclopropylmethyl)-7-(methylamino)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-4a-ol 、 (E)-3-(furan-3-yl)acryloyl chloride 以44%的产率得到(2E)-N-[(5R,6R)-17-(cyclopropylmethyl)-4,5-epoxy-14-hydroxymorphinan-6-yl]-3-(furan-3-yl)-N-methylprop-2-enamide hydrochloride
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship of novel opioid κ-agonists

  摘要：

  By focusing on 4,5-epoxymorphinan, a traditional opioid skeleton but a new structure in the opioid kappa-agonist research field, and by rationally applying the 'message-address concept' and 'accessory site hypothesis,' we discovered a new chemical class opioid kappa- gonist, TRK-820 (1). Its development as an antipruritus is now in the final stage. Here, the full scope of its design, synthesis, and structure-activity relationship are described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.011