[(1S,3R,7S,8S,8aR)-8-[2-[(4R,6R)-3-(1,3-benzodioxol-5-ylmethyl)-4-[2-(methylamino)-2-oxoethyl]-2-oxo-1,3-oxazinan-6-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(1S,3R,7S,8S,8aR)-8-[2-[(4R,6R)-3-(1,3-benzodioxol-5-ylmethyl)-4-[2-(methylamino)-2-oxoethyl]-2-oxo-1,3-oxazinan-6-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
• 化学式: C₃₄H₄₆N₂O₇
• 分子量: 594.748
• InChiKey: KMZOHDKTUBGFTI-XFAJEYMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  洛伐他汀 在 4-二甲氨基吡啶 、 甲基磺酰氯 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 [(1S,3R,7S,8S,8aR)-8-[2-[(4R,6R)-3-(1,3-benzodioxol-5-ylmethyl)-4-[2-(methylamino)-2-oxoethyl]-2-oxo-1,3-oxazinan-6-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
  参考文献：
  名称：

  Statin-derived 1,3-oxazinan-2-ones as submicromolar inhibitors of LFA-1/ICAM-1 interaction: stabilization of the metabolically labile vanillyl side chain

  摘要：

  Modification of the vanillyl substituent on a potent, semisynthetic lymphocyte function-associated antigen (LFA)1/intercellular adhesion molecule (ICAM)-1 binding inhibitor of the statin family resulted in metabolically more stable analogues that displayed submicromolar inhibitory activity in vitro and considerable anti-inflammatory activity in vivo. The benzodioxole derivative 2b emerged with the best overall profile. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.006

文献信息

• Statin-derived 1,3-oxazinan-2-ones as submicromolar inhibitors of LFA-1/ICAM-1 interaction: stabilization of the metabolically labile vanillyl side chain
  作者：Thomas Ullrich、Karl Baumann、Karl Welzenbach、Simone Schmutz、Gian Camenisch、Josef G. Meingassner、Gabriele Weitz-Schmidt

  DOI：10.1016/j.bmcl.2004.03.006

  日期：2004.5

  Modification of the vanillyl substituent on a potent, semisynthetic lymphocyte function-associated antigen (LFA)1/intercellular adhesion molecule (ICAM)-1 binding inhibitor of the statin family resulted in metabolically more stable analogues that displayed submicromolar inhibitory activity in vitro and considerable anti-inflammatory activity in vivo. The benzodioxole derivative 2b emerged with the best overall profile. (C) 2004 Elsevier Ltd. All rights reserved.