[1-(2,5-dichlorobenzenesulfonylamino)-4-methyl-2-oxo-1,2,5,6-tetrahydropyridin-3-yl]acetic acid ethyl ester | 856897-72-8

• 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: [1-(2,5-dichlorobenzenesulfonylamino)-4-methyl-2-oxo-1,2,5,6-tetrahydropyridin-3-yl]acetic acid ethyl ester
• 英文别名: ethyl 2-[1-[(2,5-dichlorophenyl)sulfonylamino]-4-methyl-6-oxo-2,3-dihydropyridin-5-yl]acetate
• CAS: 856897-72-8
• 化学式: C₁₆H₁₈Cl₂N₂O₅S
• 分子量: 421.301
• InChiKey: VQARDOYBFAHBKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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-dichlorobenzenesulfonylamino)-4-methyl-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
  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：

  (1-amino-4-methyl-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-acetic acid ethyl ester 、 2,5-二氯苄磺酸氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 [1-(2,5-dichlorobenzenesulfonylamino)-4-methyl-2-oxo-1,2,5,6-tetrahydropyridin-3-yl]acetic acid ethyl 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

文献信息

• 5,6-Dihydropyrin-2-one compounds useful as inhibitors of thrombin
  申请人：Berggren Kristina

  公开号：US20070099962A1

  公开（公告）日：2007-05-03

  There is provided a compound of formula (I) wherein R 1 , R 2a , R 2b , R 3a , R 3b , R 4 , R 5 , R 6 , A, 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 trombin, 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 trombin is required or desired, and/or conditions whereas anticoagulant therapy is indicated).

  提供了一个化合物的公式（I），其中R1，R2a，R2b，R3a，R3b，R4，R5，R6，A，G和L的含义如描述中所给，这些化合物可用作具有竞争性的胰蛋白酶样蛋白酶的抑制剂或其前药，例如血栓素，因此特别适用于治疗抑制血栓素有益的疾病（例如需要或希望抑制血栓素的血栓栓塞等疾病，以及需要抗凝治疗的疾病）。
• From natural products to achiral drug prototypes: Potent thrombin inhibitors based on P2/P3 dihydropyrid-2-one core motifs
  作者：Stephen Hanessian、Eric Therrien、Jianbin Zhang、Willem van Otterlo、Yafeng Xue、David Gustafsson、Ingemar Nilsson、Ola Fjellström

  DOI：10.1016/j.bmcl.2009.07.107

  日期：2009.9

  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.