LFA878 | 288323-75-1

• 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: LFA878
• 英文别名: (1S,3R,8AS)-8-(2-{(4S,6S)-3-(4-Hydroxy-3-methoxybenzyl)-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 (2R)-2-methylbutanoate；[(1S,3R,7S,8S,8aR)-8-[2-[(4R,6R)-3-[(4-hydroxy-3-methoxyphenyl)methyl]-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
• CAS: 288323-75-1
• 化学式: C₃₄H₄₈N₂O₇
• 分子量: 596.764
• InChiKey: XGCZRGJUCNQVCO-XFAJEYMZSA-N

物化性质

• 沸点：
  799.9±60.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  114
• 氢给体数：
  2
• 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 LFA878
  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.