ethyl imidazo[1,2-a]pyridine-2-carboxylate hydrobromide | 38922-77-9

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 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: ethyl imidazo[1,2-a]pyridine-2-carboxylate hydrobromide
• 英文别名: ethyl imidazo[1,2-a]-pyridine-2-carboxylate hydrobromide；ethyl imidazo[1,2-a]pyridine-2-carboxylate;hydrobromide
• CAS: 38922-77-9
• 化学式: BrH*C₁₀H₁₀N₂O₂
• 分子量: 271.114
• InChiKey: YPSXTCOHUKNMCD-UHFFFAOYSA-N

物化性质

• 熔点：
  79.5-83
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090
• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  ethyl imidazo[1,2-a]pyridine-2-carboxylate hydrobromide 在 硫酸 、 硝酸 作用下， 生成 3-硝基咪唑[1,2-Alpha]吡啶
  参考文献：
  名称：

  Effect of the lipophilic parameter (log P) on the anti-parasitic activity of imidazo[1,2-a]pyridine derivatives

  摘要：

  A number of imidazo[1,2-a]pyridine derivatives were selected and investigated in relation to anti-parasitic (Trichomonas vaginalis) activity. After treatment with derivatives, biological activity was assessed by determination of the in vitro viability of cell cultures, using alamar blue as a metabolic indicator. A good correlation was found between the anti-parasitic activity and the partition coefficient log P determined experimentally on the tested compounds, which explained up to 84% of the measured activity. A favorable interval (0.9 +/- A 0.3 log P) was found for optimum biological response.

  DOI：

  10.1007/s00044-010-9547-3
• 作为产物：
  描述：

  2-amino-1-(3-ethoxy-2,3-dioxopropyl)pyridinium bromide 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 ethyl imidazo[1,2-a]pyridine-2-carboxylate hydrobromide
  参考文献：
  名称：

  Synthesis of novel imidazo[1,2-$a$]pyridines and evaluation of their antifungal activities

  摘要：

  新型2-(咪唑[1,2-a]吡啶-2-基羰基)-N-取代肼硫氨基酸酰胺（4a--j），N'-(3-取代-4-氧-1,3-噻唑烯-2-亚基)咪唑[1,2-a]吡啶-2-羟肼酰胺（5a--f）以及N-(无取代/4-取代苯基)-5-(咪唑[1,2-a]吡啶-2-基)-1,3,4-恶唑-2-胺（6a--d）是由咪唑[1,2-a]吡啶-2-羟肼（3）合成，并以两性霉素B为标准评估其对微生物皮肤癣菌NCPF 580、猫癣菌、毛癣菌NCPF 245、红色癣菌、白色念珠菌ATCC 10231和嗜热酵母菌ATCC 22019的抗真菌活性。通过元素分析、红外光谱、^1H NMR、^{13}C NMR、HMBC (^{13}C, ^1H)和质谱确认了化合物的化学结构。大多数测试的化合物显示出中等的抗真菌活性。肼硫氨基酸酰胺衍生物4h和4f对猫癣菌表现出最高活性（最低抑菌浓度：分别为2 μg/mL和4 μg/mL）。

  DOI：

  10.3906/kim-1307-14

文献信息

• Nicotinamide derivatives useful as PDE4 inhibitors
  申请人：Mathias Paul John

  公开号：US20050020626A1

  公开（公告）日：2005-01-27

  This invention relates to nicotinamide derivatives of general formula (I): in which R 1 , R 2 and R 3 have the meanings defined herein, and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of such derivatives.

  这项发明涉及一般式（I）的烟酰胺衍生物： 其中R1、R2和R3具有本文中定义的含义，并且涉及用于制备、用于制备的中间体、含有这种衍生物的组合物以及这种衍生物的用途的过程。
• Compounds
  申请人：Barber Gordon Christopher

  公开号：US20050020611A1

  公开（公告）日：2005-01-27

  This invention relates to nicotinamide derivatives of general formula (I): in which R 1 , Z and R 2 have the meanings defined herein, and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of such derivatives.

  这项发明涉及一般式(I)的烟酰胺衍生物： 其中R1、Z和R2具有本文所定义的含义，并涉及用于制备、用于制备的中间体、含有和使用这种衍生物的组合物的过程。
• Nicotinamide derivatives useful as pde4 inhibitors
  申请人：Barber Gordon Christopher

  公开号：US20060178408A1

  公开（公告）日：2006-08-10

  This invention relates to nicotinamide derivatives of general formula (I): in which R 1 , Z and R 2 have the meanings defined herein, and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of such derivatives.

  本发明涉及通式（I）的烟酰胺衍生物，其中R1，Z和R2具有在此定义的含义，并涉及用于制备、制备中间体、含有和使用这种衍生物的组合物的过程。
• Synthesis and oral antiallergic activity of carboxylic acids derived from imidazo[2,1-c][1,4]benzoxazines, imidazo[1,2-a]quinolines, imidazo[1,2-a]quinoxalines, imidazo[1,2-a]quinoxalinones, pyrrolo[1,2-a]quinoxalinones, pyrrolo[2,3-a]quinoxalinones, and imidazo[2,1-b]benzothiazoles
  作者：Ian R. Ager、Alan C. Barnes、Geoffrey W. Danswan、Peter W. Hairsine、David P. Kay、Peter D. Kennewell、Saroop S. Matharu、Peter Miller、Peter Robson

  DOI：10.1021/jm00401a009

  日期：1988.6

  4H-Imidazo[2,1-c][1,4]benzoxazine-2-carboxylic acid (3) was found to possess potent activity in the IgE-induced rat passive cutaneous anaphylaxis model which may be predictive of clinical antiallergic activity. Compared to disodium cromoglycate (DSCG, 1), 3 was less active following iv administration but unlike DSCG showed very significant oral activity. To explore the structural requirements for this activity, a range of tricyclic compounds was prepared and their activities were measured. Individual 2-carboxylic acids derived from imidazo[1,2-a]quinolines, imidazo[1,2-a]quinoxalines, imidazo[1,2-a]quinoxalinones, pyrrolo[1,2-a]quinoxalinones, pyrrolo[2,3-a]quinoxalinones, and imidazo[2,1-b]benzothiazoles showed iv activities up to 10(3) times as potent as DSCG and many of them showed significant oral activity. From these, imidazo[1,2-a]quinoxaline-2-carboxylic acid 114 has been chosen for further development.
• AGER, IAN R.;BARNES, ALAN C.;DANSWAN, GEOFFREY W.;HAIRSINE, PETER W.;KAY,+, J. MED. CHEM., 31,(1988) N 6, 1098-1115
  作者：AGER, IAN R.、BARNES, ALAN C.、DANSWAN, GEOFFREY W.、HAIRSINE, PETER W.、KAY,+

  DOI：——

  日期：——