methyl 5-[((phenylsulfonyl)amino)carbonyl]-pyridine-2-carboxylate | 138834-65-8

• 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: methyl 5-[((phenylsulfonyl)amino)carbonyl]-pyridine-2-carboxylate
• 英文别名: methyl 5-[((phenylsulfonyl)amino)carbonyl]pyridine-2-carboxylate；Methyl 5-(benzenesulfonylcarbamoyl)pyridine-2-carboxylate
• CAS: 138834-65-8
• 化学式: C₁₄H₁₂N₂O₅S
• 分子量: 320.326
• InChiKey: CONFLANRPBHBBR-UHFFFAOYSA-N

物化性质

• 密度：
  1.389±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 5-[((phenylsulfonyl)amino)carbonyl]-pyridine-2-carboxylate 在 sodium hydroxide 作用下， 反应 1.5h， 以342 mg的产率得到2-吡啶羧酸,5-[[(苯磺酰)氨基]羰基]-
  参考文献：
  名称：

  Novel inhibitors of prolyl 4-hydroxylase

  摘要：

  A series of 5-acyl sulfonamides derived from pyridine-2,5-dicarboxylic acid (15) has been prepared and several members of this series have been shown to be more potent, in vitro, as inhibitors of prolyl 4-hydroxylase than 15. Several chain-extended pyridinedicarboxylic acids have also been prepared and shown to be potent inhibitors of prolyl 4-hydroxylase. The structure-activity in both these series is discussed. The results indicate that the 5-carboxylic acid binding site, in the enzyme, can accept a carboxylic acid or an acyl sulfonamide equally well. This indicates a much greater degree of freedom in this distal carboxylic acid binding site than is predicted by the current theorical model of the active site.

  DOI：

  10.1021/jm00083a001
• 作为产物：
  描述：

  苯磺酰胺 、 2-甲基氢吡啶-2,5-二羧酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 methyl 5-[((phenylsulfonyl)amino)carbonyl]-pyridine-2-carboxylate
  参考文献：
  名称：

  Novel inhibitors of prolyl 4-hydroxylase

  摘要：

  A series of 5-acyl sulfonamides derived from pyridine-2,5-dicarboxylic acid (15) has been prepared and several members of this series have been shown to be more potent, in vitro, as inhibitors of prolyl 4-hydroxylase than 15. Several chain-extended pyridinedicarboxylic acids have also been prepared and shown to be potent inhibitors of prolyl 4-hydroxylase. The structure-activity in both these series is discussed. The results indicate that the 5-carboxylic acid binding site, in the enzyme, can accept a carboxylic acid or an acyl sulfonamide equally well. This indicates a much greater degree of freedom in this distal carboxylic acid binding site than is predicted by the current theorical model of the active site.

  DOI：

  10.1021/jm00083a001

文献信息

• Sulfonamido- and sulfonamidocarbonylpyridine-2-carboxamides and their
  申请人：Hoechst Aktiengesellschaft

  公开号：US05607954A1

  公开（公告）日：1997-03-04

  The invention relates to sulfonamido- and sulfonamido-carbonylpyridine-2-carboxa of the formula I ##STR1## and their use as pharmaceuticals, in particular against fibrotic diseases.

  该发明涉及化合物的化学结构如下：##STR1## 以及它们作为药物的用途，特别是用于对抗纤维化疾病。
• Acylsulfonamido-und Sulfonamidopyridin-2-carbonsäureester sowie ihre Pyridin-N-oxide, Verfahren zur ihrer Herstellung und ihre Verwendung als Arzneimittel
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0590520B1

  公开（公告）日：1996-06-12
• US5428046A
  申请人：——

  公开号：US5428046A

  公开（公告）日：1995-06-27
• US5607954A
  申请人：——

  公开号：US5607954A

  公开（公告）日：1997-03-04