tert-butyl 6-O-[4-(4-{[benzyl(2-methyl-3-nitrophenyl)amino]methyl}phenoxy)phenyl]-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate | 448956-58-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl 6-O-[4-(4-{[benzyl(2-methyl-3-nitrophenyl)amino]methyl}phenoxy)phenyl]-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate
• 英文别名: tert-butyl 2-[(4R,6S)-6-[[4-[4-[(N-benzyl-2-methyl-3-nitroanilino)methyl]phenoxy]phenoxy]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• CAS: 448956-58-9
• 化学式: C₄₀H₄₆N₂O₈
• 分子量: 682.814
• InChiKey: AMBWUIUWMZBMFH-GPOMZPHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  50
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl 6-O-[4-(4-{[benzyl(2-methyl-3-nitrophenyl)amino]methyl}phenoxy)phenyl]-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate 在 吡啶 、 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 tert-butyl 6-O-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenyl)-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate
  参考文献：
  名称：

  Synthesis, activity, metabolic stability, and pharmacokinetics of glucocorticoid receptor modulator–statin hybrids

  摘要：

  The synthesis, activity, metabolic stability, and pharmacokinetics of steroidal and nonsteroidal glucocorticoid receptor modulator-statin hybrids is reported. Potent steroidal antagonist-statin hybrids like 22 (h-GR binding IC50 = 7 nM) and nonsteroidal modulator hybrids like 16 (h-GR binding IC50 = 2 nM) were discovered. Appending a 'statin'-like diol-acid group to the modulators dramatically improved metabolic stability (and in some cases hepatocyte activity), but did not impart hepatoselectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.021
• 作为产物：
  描述：

  4-[4-(allyloxy)phenoxy]benzaldehyde 在 四(三苯基膦)钯 、 18-冠醚-6 、 苯硅烷 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 47.0h， 生成 tert-butyl 6-O-[4-(4-{[benzyl(2-methyl-3-nitrophenyl)amino]methyl}phenoxy)phenyl]-2,4-dideoxy-3,5-O-(1-methylethylidene)-D-erythro-hexonate
  参考文献：
  名称：

  Synthesis, activity, metabolic stability, and pharmacokinetics of glucocorticoid receptor modulator–statin hybrids

  摘要：

  The synthesis, activity, metabolic stability, and pharmacokinetics of steroidal and nonsteroidal glucocorticoid receptor modulator-statin hybrids is reported. Potent steroidal antagonist-statin hybrids like 22 (h-GR binding IC50 = 7 nM) and nonsteroidal modulator hybrids like 16 (h-GR binding IC50 = 2 nM) were discovered. Appending a 'statin'-like diol-acid group to the modulators dramatically improved metabolic stability (and in some cases hepatocyte activity), but did not impart hepatoselectivity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.021

文献信息

• Glucocorticoid receptor modulators
  申请人：——

  公开号：US20020156311A1

  公开（公告）日：2002-10-24

  Compounds of formula (I) 1 or pharmaceutically acceptable salts thereof are novel glucocorticoid receptor modulators and are useful for treating type II diabetes in a mammal.

  化合物的结构式（I）1或其药学上可接受的盐是新型糖皮质激素受体调节剂，可用于治疗哺乳动物的II型糖尿病。
• GLUCOCORTICOID RECEPTOR MODULATORS
  申请人：KARO BIO AB

  公开号：EP1363876B1

  公开（公告）日：2009-07-29
• US6583180B2
  申请人：——

  公开号：US6583180B2

  公开（公告）日：2003-06-24