4-(3-Amino-4-methylanilino)-6-methyl-2-propan-2-ylpyrrolo[3,4-c]pyridine-1,3-dione | 1531587-80-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 4-(3-Amino-4-methylanilino)-6-methyl-2-propan-2-ylpyrrolo[3,4-c]pyridine-1,3-dione
• 英文别名: 4-(3-amino-4-methylanilino)-6-methyl-2-propan-2-ylpyrrolo[3,4-c]pyridine-1,3-dione
• CAS: 1531587-80-0
• 化学式: C₁₈H₂₀N₄O₂
• 分子量: 324.382
• InChiKey: XXGLTMLHDGDHTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  88.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(3-Amino-4-methylanilino)-6-methyl-2-propan-2-ylpyrrolo[3,4-c]pyridine-1,3-dione 、 4-氯苯磺酰氯 以 吡啶 为溶剂， 以18%的产率得到4-chloro-N-[2-methyl-5-[(6-methyl-1,3-dioxo-2-propan-2-ylpyrrolo[3,4-c]pyridin-4-yl)amino]phenyl]benzenesulfonamide
  参考文献：
  名称：

  Discovery and optimization of N-(3-(1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yloxy)phenyl)benzenesulfonamides as novel GPR119 agonists

  摘要：

  The discovery and optimization of novel N-(3-(1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yloxy)phenyl)benzenesulfonamide GPR119 agonists is described. Modification of the pyridylphthalimide motif of the molecule with R-1 = -Me and R-2 = -Pr-i substituents, incorporated with a 6-fluoro substitution on the central phenyl ring offered a potent and metabolically stable tool compound 22. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.053
• 作为产物：
  描述：

  4-氯-6-甲基-2,3-二氢-1H-吡咯[3,4-c]吡啶-1,3-二酮 在 tris-(dibenzylideneacetone)dipalladium(0) 、 palladium on activated charcoal 、 氢气 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三苯基膦 、 cesium fluoride 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 生成 4-(3-Amino-4-methylanilino)-6-methyl-2-propan-2-ylpyrrolo[3,4-c]pyridine-1,3-dione
  参考文献：
  名称：

  Discovery and optimization of N-(3-(1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yloxy)phenyl)benzenesulfonamides as novel GPR119 agonists

  摘要：

  The discovery and optimization of novel N-(3-(1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yloxy)phenyl)benzenesulfonamide GPR119 agonists is described. Modification of the pyridylphthalimide motif of the molecule with R-1 = -Me and R-2 = -Pr-i substituents, incorporated with a 6-fluoro substitution on the central phenyl ring offered a potent and metabolically stable tool compound 22. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.053

文献信息

• Discovery and optimization of N-(3-(1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yloxy)phenyl)benzenesulfonamides as novel GPR119 agonists
  作者：Ming Yu、Jian (Ken) Zhang、Yingcai Wang、Jiang Zhu、Frank Kayser、Julio C. Medina、Karen Siegler、Marion Conn、Bei Shan、Mark P. Grillo、Peter Coward、Jiwen (Jim) Liu

  DOI：10.1016/j.bmcl.2013.11.053

  日期：2014.1

  The discovery and optimization of novel N-(3-(1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yloxy)phenyl)benzenesulfonamide GPR119 agonists is described. Modification of the pyridylphthalimide motif of the molecule with R-1 = -Me and R-2 = -Pr-i substituents, incorporated with a 6-fluoro substitution on the central phenyl ring offered a potent and metabolically stable tool compound 22. (C) 2013 Elsevier Ltd. All rights reserved.