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 | 756869-51-9

• 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-[(methylsulfonyl)amino]phenyl}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-3-(methanesulfonamido)-2-methylanilino]methyl]phenoxy]phenoxy]methyl]-2,2-dimethyl-1,3-dioxan-4-yl]acetate
• CAS: 756869-51-9
• 化学式: C₄₁H₅₀N₂O₈S
• 分子量: 730.923
• InChiKey: NZOBDKDVMIKJDT-XDSPJLLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  52
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  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 在 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 14.5h， 生成 6-O-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenyl)-2,4-dideoxy-D-erythro-hexonic Acid
  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 吡啶 、 四(三苯基膦)钯 、 18-冠醚-6 、 苯硅烷 、 三乙酰氧基硼氢化钠 、 铁粉 、 potassium carbonate 、 氯化铵 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 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 49.0h， 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

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。
• US6583180B2
  申请人：——

  公开号：US6583180B2

  公开（公告）日：2003-06-24
• Synthesis, activity, metabolic stability, and pharmacokinetics of glucocorticoid receptor modulator–statin hybrids
  作者：J.T Link、Bryan K Sorensen、Chunqiu Lai、Jiahong Wang、Steven Fung、Daisy Deng、Maurice Emery、Sherry Carroll、Marlena Grynfarb、Annika Goos-Nilsson、Thomas von Geldern

  DOI：10.1016/j.bmcl.2004.06.021

  日期：2004.8

  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.