N-methoxy-N-methyl-4-amino-2'-methoxymethoxy-6'methoxy-biphenyl-2-carboxamide | 373622-97-0

• 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: N-methoxy-N-methyl-4-amino-2'-methoxymethoxy-6'methoxy-biphenyl-2-carboxamide
• 英文别名: 5-amino-N-methoxy-2-[2-methoxy-6-(methoxymethoxy)phenyl]-N-methylbenzamide
• CAS: 373622-97-0
• 化学式: C₁₈H₂₂N₂O₅
• 分子量: 346.383
• InChiKey: QZBVZLORJGYBRC-UHFFFAOYSA-N

物化性质

• 沸点：
  511.7±50.0 °C(predicted)
• 密度：
  1.196±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-methoxy-N-methyl-4-amino-2'-methoxymethoxy-6'methoxy-biphenyl-2-carboxamide 在 盐酸 、 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醚 、 乙醇 、 环己烷 为溶剂， 反应 18.0h， 生成 8-Amino-1-methoxy-6-phenyl-6H-dibenzo[b,d]pyran
  参考文献：
  名称：

  Synthesis and biological evaluation of novel, selective, nonsteroidal glucocorticoid receptor antagonists

  摘要：

  We report the discovery of a novel class of glucocorticoid receptor (GR) antagonists based on the chromene molecular scaffold. The compounds exhibit good functional potency and an improved receptor selectivity profile for GR over other steroid receptors when compared to the classical steroidal GR-antagonist, RU-486. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.048
• 作为产物：
  描述：

  1-甲氧基-3-(甲氧基甲氧基)苯 在 palladium on activated charcoal 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 正己烷 为溶剂， -30.0~65.0 ℃ 、405.3 kPa 条件下， 反应 1.0h， 生成 N-methoxy-N-methyl-4-amino-2'-methoxymethoxy-6'methoxy-biphenyl-2-carboxamide
  参考文献：
  名称：

  Synthesis and biological evaluation of novel, selective, nonsteroidal glucocorticoid receptor antagonists

  摘要：

  We report the discovery of a novel class of glucocorticoid receptor (GR) antagonists based on the chromene molecular scaffold. The compounds exhibit good functional potency and an improved receptor selectivity profile for GR over other steroid receptors when compared to the classical steroidal GR-antagonist, RU-486. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.048

文献信息

• Glucocorticoid receptor antagonists for treatment of diabetes
  申请人：Abbott Laboratories

  公开号：US06593480B2

  公开（公告）日：2003-07-15

  Compounds of formula I are useful for treating type II diabetes, obesity, hyperglycemia, inadequate glucose clearance, hyperinsulinemia, hypertriglyceridemia, and high-circulating glucocorticoid levels, preparations of the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  公式I的化合物对治疗II型糖尿病、肥胖、高血糖、葡萄糖清除不足、高胰岛素血症、高三酸甘油脂血症和高循环糖皮质激素水平有用，包括该化合物的制剂、含有该化合物的组合物以及使用该化合物进行治疗的方法。
• US6593480B2
  申请人：——

  公开号：US6593480B2

  公开（公告）日：2003-07-15
• [EN] GLYCORTICOID RECEPTOR ANTAGONISTS FOR TREATMENT OF DIABETES<br/>[FR] ANTAGONISTES DE RECEPTEURS DE GLUCOCORTICOIDES POUR TRAITEMENT DE DIABETES
  申请人：ABBOTT LAB

  公开号：WO2002070507A2

  公开（公告）日：2002-09-12

  Compounds of formula (I) are useful for treating type (II) diabetes, obesity, hyperglycemia, inadequate glucose clearance, hyperinsulinemia, hypertriglyceridemia, and high-circulating glucocorticoid levels, preparations of the compounds, compositions containing the compounds, and methods of treatment using the compounds.
• Synthesis and biological evaluation of novel, selective, nonsteroidal glucocorticoid receptor antagonists
  作者：Irini Akritopoulou-Zanze、Jyoti R Patel、Kresna Hartandi、Jehrod Brenneman、Martin Winn、John K Pratt、Marlene Grynfarb、Annika Goos-Nisson、Thomas W von Geldern、Philip R Kym

  DOI：10.1016/j.bmcl.2004.02.048

  日期：2004.5

  We report the discovery of a novel class of glucocorticoid receptor (GR) antagonists based on the chromene molecular scaffold. The compounds exhibit good functional potency and an improved receptor selectivity profile for GR over other steroid receptors when compared to the classical steroidal GR-antagonist, RU-486. (C) 2004 Elsevier Ltd. All rights reserved.