17-cyclopropylmethyl-6,7-didehydro-4,5α-epoxy-5'-(N-ethyl-N'-hexylurea)-3,14-dihydroxyindolo[2',3':6,7]morphinan

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: 17-cyclopropylmethyl-6,7-didehydro-4,5α-epoxy-5'-(N-ethyl-N'-hexylurea)-3,14-dihydroxyindolo[2',3':6,7]morphinan
• 英文别名: 1-[2-[(1S,2S,13R,21R)-22-(cyclopropylmethyl)-2,16-dihydroxy-14-oxa-11,22-diazaheptacyclo[13.9.1.01,13.02,21.04,12.05,10.019,25]pentacosa-4(12),5(10),6,8,15,17,19(25)-heptaen-7-yl]ethyl]-3-hexylurea
• 化学式: C₃₅H₄₄N₄O₄
• 分子量: 584.759
• InChiKey: JFOLTVUNYCJQAB-XCQSDYEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  110
• 氢给体数：
  5
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异氰酸己酯 、 5'-aminoethyl-17-cyclopropylmethyl-6,7-didehydro-4,5α-epoxy-3,14-dihydroxyindolo[2',3':6,7]morphinan 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 17.0h， 生成 17-cyclopropylmethyl-6,7-didehydro-4,5α-epoxy-5'-(N-ethyl-N'-hexylurea)-3,14-dihydroxyindolo[2',3':6,7]morphinan
  参考文献：
  名称：

  The Role of the Side Chain in Determining Relative δ- and κ-Affinity in C5‘-Substituted Analogues of Naltrindole

  摘要：

  The role of the side chain in 5'-substituted analogues of naltrindole has been further explored with the synthesis of series of amides, amidines, and ureas. Amidines (8, 13) had greatest selectivity for the kappa receptor, as predicted from consideration of the message-address concept. It was also found that an appropriately located carbonyl group, in ureas (10) and amides (7), led to retention of affinity and antagonist potency at the 6 receptor.

  DOI：

  10.1021/jm020997b

文献信息

• The Role of the Side Chain in Determining Relative δ- and κ-Affinity in C5‘-Substituted Analogues of Naltrindole
  作者：Shannon L. Black、Andrew R. Jales、Wolfgang Brandt、John W. Lewis、Stephen M. Husbands

  DOI：10.1021/jm020997b

  日期：2003.1.1

  The role of the side chain in 5'-substituted analogues of naltrindole has been further explored with the synthesis of series of amides, amidines, and ureas. Amidines (8, 13) had greatest selectivity for the kappa receptor, as predicted from consideration of the message-address concept. It was also found that an appropriately located carbonyl group, in ureas (10) and amides (7), led to retention of affinity and antagonist potency at the 6 receptor.