3-(1H-Imidazo[4,5-b]pyridin-2-ylamino)-propionaldehyde | 733053-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 3-(1H-Imidazo[4,5-b]pyridin-2-ylamino)-propionaldehyde
• 英文别名: 3-(1H-imidazo[4,5-b]pyridin-2-ylamino)propanal
• CAS: 733053-94-6
• 化学式: C₉H₁₀N₄O
• 分子量: 190.205
• InChiKey: KYVXKJVWMSRLLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(1H-Imidazo[4,5-b]pyridin-2-ylamino)-propionaldehyde 、 (S)-6,8-Dibromo-1,2,3,4-tetrahydro-quinolin-4-ylamine 在 sodium acetate 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 N-((S)-6,8-Dibromo-1,2,3,4-tetrahydro-quinolin-4-yl)-N'-(1H-imidazo[4,5-b]pyridin-2-yl)-propane-1,3-diamine
  参考文献：
  名称：

  Definition of the heterocyclic pharmacophore of bacterial methionyl tRNA synthetase inhibitors: potent antibacterially active non-quinolone analogues

  摘要：

  Potent inhibitors of bacterial methionyl tRNA synthetase (MRS) have previously been reported. Through SAR of the quinolone moiety, the right hand side pharmacophore for MRS inhibition has now been defined as an NH-C-NH functionality in the context of a bicyclic heteroaromatic system. Potent antibacterial fused-pyrimidone and fused-imidazole analogues have been obtained and enantioselective activity demonstrated. Compound 46 demonstrated very good antibacterial activity against panels of antibiotic-resistant staphylococci and enterococci. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.070
• 作为产物：
  描述：

  在 盐酸 作用下， 生成 3-(1H-Imidazo[4,5-b]pyridin-2-ylamino)-propionaldehyde
  参考文献：
  名称：

  Definition of the heterocyclic pharmacophore of bacterial methionyl tRNA synthetase inhibitors: potent antibacterially active non-quinolone analogues

  摘要：

  Potent inhibitors of bacterial methionyl tRNA synthetase (MRS) have previously been reported. Through SAR of the quinolone moiety, the right hand side pharmacophore for MRS inhibition has now been defined as an NH-C-NH functionality in the context of a bicyclic heteroaromatic system. Potent antibacterial fused-pyrimidone and fused-imidazole analogues have been obtained and enantioselective activity demonstrated. Compound 46 demonstrated very good antibacterial activity against panels of antibiotic-resistant staphylococci and enterococci. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.070

文献信息

• 2-NH-heteroarylimidazoles with antibacterial activity
  申请人：Berge John

  公开号：US20060014748A1

  公开（公告）日：2006-01-19

  Compounds of formula (I): are inhibitors of bacterial methionyl tRNA synthetase and are of use in treating bacterial infections.

  公式（I）的化合物是细菌甲硫氨酸tRNA合成酶的抑制剂，可用于治疗细菌感染。
• 2-NH-HETEROARYLIMIDAZOLES WITH ANTIBACTERIAL ACTIVITY
  申请人：Berge John

  公开号：US20070213362A1

  公开（公告）日：2007-09-13

  A method of inhibiting MetRS activity comprises administering to a patient in need thereof a MetRS inhibiting effective amount of a compound of the formula (I). A method of treating a resistant or multiply-resistant E. faecalis infection, a resistant or multiply-resistant S. aureus infection, and/or a resistant or multiply-resistant S. epidermidis infection comprises administering to a patient in need thereof an antibacterially effective amount of a compound of the formula (I).

  一种抑制MetRS活性的方法包括向需要治疗的患者投予化合物(I)的抑制剂有效量。一种治疗耐药或多重耐药E. faecalis感染，耐药或多重耐药S. aureus感染和/或耐药或多重耐药S. epidermidisinfection的方法包括向需要治疗的患者投予化合物(I)的抗菌有效量。
• US6943175B2
  申请人：——

  公开号：US6943175B2

  公开（公告）日：2005-09-13
• US7220757B2
  申请人：——

  公开号：US7220757B2

  公开（公告）日：2007-05-22
• Definition of the heterocyclic pharmacophore of bacterial methionyl tRNA synthetase inhibitors: potent antibacterially active non-quinolone analogues
  作者：Richard L Jarvest、Sula A Armstrong、John M Berge、Pamela Brown、John S Elder、Murray J Brown、Royston C.B Copley、Andrew K Forrest、Dieter W Hamprecht、Peter J O'Hanlon、Darren J Mitchell、Stephen Rittenhouse、David R Witty

  DOI：10.1016/j.bmcl.2004.05.070

  日期：2004.8

  Potent inhibitors of bacterial methionyl tRNA synthetase (MRS) have previously been reported. Through SAR of the quinolone moiety, the right hand side pharmacophore for MRS inhibition has now been defined as an NH-C-NH functionality in the context of a bicyclic heteroaromatic system. Potent antibacterial fused-pyrimidone and fused-imidazole analogues have been obtained and enantioselective activity demonstrated. Compound 46 demonstrated very good antibacterial activity against panels of antibiotic-resistant staphylococci and enterococci. (C) 2004 Elsevier Ltd. All rights reserved.