| 1314595-56-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• CAS: 1314595-56-6
• 化学式: C₂₂H₂₇NO₄
• 分子量: 369.461
• InChiKey: XMOHEGMMFIXFLA-ZEIJQVPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  59.0
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 sodium acetate 、 氯化铵 作用下， 以 甲醇 为溶剂， 以28%的产率得到
  参考文献：
  名称：

  Synthesis of novel triplet drugs with 1,3,5-trioxazatriquinane skeletons and their pharmacologies. 1: Synthesis of triplet drugs with morphinan skeletons

  摘要：

  We synthesized symmetrical and nonsymmetrical triplet drugs with 1,3,5-trioxazatriquinane skeletons. The isolation of key intermediates, oxazoline dimers, made it possible to effectively produce nonsymmetrical triplets. Among the synthesized triplets, KNT-93, composed of three identical opioid mu receptor agonists, showed dose-dependent antinociception via the mu receptor. The effect was 56-fold more potent than that of morphine, a representative mu agonist. The profound analgesic effect induced by KNT-93 might result from simultaneous occupation of three mu opioid receptors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.134
• 作为产物：
  描述：

  17-(cyclopropylmethyl)-4,5α-epoxy-3-methoxy-6-oxo-morphinan 在 正丁基锂 、 copper(II) choride dihydrate 、 copper(II) oxide 作用下， 以 乙二醇二甲醚 、 水 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of novel triplet drugs with 1,3,5-trioxazatriquinane skeletons and their pharmacologies. 1: Synthesis of triplet drugs with morphinan skeletons

  摘要：

  We synthesized symmetrical and nonsymmetrical triplet drugs with 1,3,5-trioxazatriquinane skeletons. The isolation of key intermediates, oxazoline dimers, made it possible to effectively produce nonsymmetrical triplets. Among the synthesized triplets, KNT-93, composed of three identical opioid mu receptor agonists, showed dose-dependent antinociception via the mu receptor. The effect was 56-fold more potent than that of morphine, a representative mu agonist. The profound analgesic effect induced by KNT-93 might result from simultaneous occupation of three mu opioid receptors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.134