2-[4-Methyl-1-(naphthalen-1-ylsulfonylamino)-6-oxo-2,3-dihydropyridin-5-yl]acetic acid | 1026870-97-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[4-Methyl-1-(naphthalen-1-ylsulfonylamino)-6-oxo-2,3-dihydropyridin-5-yl]acetic acid
• CAS: 1026870-97-2
• 化学式: C₁₈H₁₈N₂O₅S
• 分子量: 374.417
• InChiKey: KEVWJIIDFZTRQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl ((4-(aminomethyl)phenyl)(imino)methyl)carbamate 、 2-[4-Methyl-1-(naphthalen-1-ylsulfonylamino)-6-oxo-2,3-dihydropyridin-5-yl]acetic acid 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 {amino-[4-({2-[4-methyl-1-(naphthalene-1-sulfonylamino)-2-oxo-1,2,5,6-tetrahydropyridin-3-yl]acetylamino}methyl)phenyl]methylene}-carbamic acid benzyl ester
  参考文献：
  名称：

  From natural products to achiral drug prototypes: Potent thrombin inhibitors based on P2/P3 dihydropyrid-2-one core motifs

  摘要：

  A series of dihydropyrid-2-ones was synthesized and tested for inhibitory activity against serine protease enzymes. Moderate to low nanomolar inhibitory activities were obtained against thrombin and excellent selectivity against trypsin was observed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.107
• 作为产物：
  描述：

  [4-methyl-1-(naphthalene-1-sulfonylamino)-2-oxo-1,2,5,6-tetrahydropyridin-3-yl]acetic acid ethyl ester 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[4-Methyl-1-(naphthalen-1-ylsulfonylamino)-6-oxo-2,3-dihydropyridin-5-yl]acetic acid
  参考文献：
  名称：

  From natural products to achiral drug prototypes: Potent thrombin inhibitors based on P2/P3 dihydropyrid-2-one core motifs

  摘要：

  A series of dihydropyrid-2-ones was synthesized and tested for inhibitory activity against serine protease enzymes. Moderate to low nanomolar inhibitory activities were obtained against thrombin and excellent selectivity against trypsin was observed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.07.107