ethyl 4-(N-(3-ethoxy-3-oxopropyl)anilino)-2-methylsulfanylpyrimidine-5-carboxylate | 100426-79-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ethyl 4-(N-(3-ethoxy-3-oxopropyl)anilino)-2-methylsulfanylpyrimidine-5-carboxylate
• CAS: 100426-79-7
• 化学式: C₁₉H₂₃N₃O₄S
• 分子量: 389.475
• InChiKey: SYGYOOHZLARDSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl 4-(N-(3-ethoxy-3-oxopropyl)anilino)-2-methylsulfanylpyrimidine-5-carboxylate 在 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 生成 Ethyl 2-methylsulfanyl-5-oxo-8-phenyl-6,7-dihydropyrido[2,3-d]pyrimidine-6-carboxylate
  参考文献：
  名称：

  Design and synthesis of a pyrido[2,3-d]pyrimidin-5-one class of anti-inflammatory FMS inhibitors

  摘要：

  A series of pyrimidinopyridones has been designed, synthesized and shown to be potent and selective inhibitors of the FMS tyrosine kinase. Introduction of an amide substituent at the 6-position of the pyridone core resulted in a significant potency increase. Compound 24 effectively inhibited in vivo LPS-induced TNF in mice greater than 80%. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.070
• 作为产物：
  描述：

  4-氯-2-甲硫基嘧啶-5-羧酸乙酯 、 甲基N-苯基-beta-丙氨酸酯 在 三乙胺 作用下， 以 正丁醇 为溶剂， 生成 ethyl 4-(N-(3-ethoxy-3-oxopropyl)anilino)-2-methylsulfanylpyrimidine-5-carboxylate
  参考文献：
  名称：

  Design and synthesis of a pyrido[2,3-d]pyrimidin-5-one class of anti-inflammatory FMS inhibitors

  摘要：

  A series of pyrimidinopyridones has been designed, synthesized and shown to be potent and selective inhibitors of the FMS tyrosine kinase. Introduction of an amide substituent at the 6-position of the pyridone core resulted in a significant potency increase. Compound 24 effectively inhibited in vivo LPS-induced TNF in mice greater than 80%. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.070

文献信息

• Naphthyridine antibacterial compounds
  申请人：ABBOTT LABORATORIES

  公开号：EP0153580A1

  公开（公告）日：1985-09-04

  Compounds having the formula: wherein Z is an amine or a aliphatic heterocyclic group, R is a phenyl group or an aromatic heterocyclic group, R1 is hydrogen or a carboxy protecting group and B is N or CF. The compounds of the invention have antibacterial activity.

  具有以下式子的化合物： 其中 Z 是胺或脂肪杂环基团，R 是苯基或芳香杂环基团，R1 是氢或羧基保护基团，B 是 N 或 CF。 本发明的化合物具有抗菌活性。
• Design and synthesis of a pyrido[2,3-d]pyrimidin-5-one class of anti-inflammatory FMS inhibitors
  作者：Hui Huang、Daniel A. Hutta、Huaping Hu、Renee L. DesJarlais、Carsten Schubert、Ioanna P. Petrounia、Margery A. Chaikin、Carl L. Manthey、Mark R. Player

  DOI：10.1016/j.bmcl.2008.02.070

  日期：2008.4

  A series of pyrimidinopyridones has been designed, synthesized and shown to be potent and selective inhibitors of the FMS tyrosine kinase. Introduction of an amide substituent at the 6-position of the pyridone core resulted in a significant potency increase. Compound 24 effectively inhibited in vivo LPS-induced TNF in mice greater than 80%. (C) 2008 Elsevier Ltd. All rights reserved.