[1-(2,5-dimethylbenzenesulfonylamino)-4-methyl-2-oxo-1,2-dihydro-pyridin-3-yl]acetic acid methyl ester | 862205-46-7

• 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: [1-(2,5-dimethylbenzenesulfonylamino)-4-methyl-2-oxo-1,2-dihydro-pyridin-3-yl]acetic acid methyl ester
• 英文别名: methyl 2-[1-[(2,5-dimethylphenyl)sulfonylamino]-4-methyl-2-oxopyridin-3-yl]acetate
• CAS: 862205-46-7
• 化学式: C₁₇H₂₀N₂O₅S
• 分子量: 364.422
• InChiKey: ZVRACXZRHZMIQO-UHFFFAOYSA-N

物化性质

• 沸点：
  517.9±60.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [1-(2,5-dimethylbenzenesulfonylamino)-4-methyl-2-oxo-1,2-dihydro-pyridin-3-yl]acetic acid methyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis, and thrombin-inhibitory activity of pyridin-2-ones as P2/P3 core motifs

  摘要：

  Guided by available X-ray crystal structure data on the serine protease thrombin, a series of pyridin-2-one derivatives were designed and synthesized having diverse functionality at the P-1 and P-3 sites. Potent in vitro activity against thrombin, with excellent selectivity over trypsin was found for selected analogues. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.122
• 作为产物：
  描述：

  (1-amino-4-methyl-2-oxo-1,2-dihydropyridin-3-yl)acetic acid methyl ester 、 2,5-二甲基苯磺酰氯 在 吡啶 作用下， 生成 [1-(2,5-dimethylbenzenesulfonylamino)-4-methyl-2-oxo-1,2-dihydro-pyridin-3-yl]acetic acid methyl ester
  参考文献：
  名称：

  Design, synthesis, and thrombin-inhibitory activity of pyridin-2-ones as P2/P3 core motifs

  摘要：

  Guided by available X-ray crystal structure data on the serine protease thrombin, a series of pyridin-2-one derivatives were designed and synthesized having diverse functionality at the P-1 and P-3 sites. Potent in vitro activity against thrombin, with excellent selectivity over trypsin was found for selected analogues. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.122

文献信息

• Pyridin-2-one compounds useful as inhibitors of thrombin
  申请人：Bayrakdarian Malken

  公开号：US20070161643A1

  公开（公告）日：2007-07-12

  There is provided a compound of formula I wherein the dashed line, R 1 , R 2 , R 3a , R 3b , A, D, E, G and L have meanings given in the description, which compounds are useful as, or are useful as prodrugs of, competitive inhibitors of trypsin-like proteases, such as thrombin, and thus, in particular, in the treatment of conditions where inhibition of thrombin is beneficial (e.g. conditions, such as thrombo-embolisms, where inhibition of thrombin is required or desired, and/or conditions where anticoagulant therapy is indicated).

  提供了一种I式化合物，其中虚线，R1，R2，R3a，R3b，A，D，E，G和L的含义在说明书中给出，这些化合物可用作竞争性蛋白酶抑制剂，例如凝血酶，或可用作其前药，因此特别适用于治疗需要抑制凝血酶的情况（例如需要或期望抑制凝血酶的血栓栓塞等疾病，以及需要抗凝治疗的情况）。
• Design, synthesis, and thrombin-inhibitory activity of pyridin-2-ones as P2/P3 core motifs
  作者：Stephen Hanessian、Daniel Simard、Malken Bayrakdarian、Eric Therrien、Ingemar Nilsson、Ola Fjellström

  DOI：10.1016/j.bmcl.2008.01.122

  日期：2008.3

  Guided by available X-ray crystal structure data on the serine protease thrombin, a series of pyridin-2-one derivatives were designed and synthesized having diverse functionality at the P-1 and P-3 sites. Potent in vitro activity against thrombin, with excellent selectivity over trypsin was found for selected analogues. (C) 2008 Elsevier Ltd. All rights reserved.