ethyl 2-(diethoxymethyl)imidazo[1,2-a]pyridine-8-carboxylate | 1033434-44-4

• 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 2-(diethoxymethyl)imidazo[1,2-a]pyridine-8-carboxylate
• 英文别名: Ethyl (2-diethoxymethylimidazo[1,2-a]pyridin-8-yl)carboxylate
• CAS: 1033434-44-4
• 化学式: C₁₅H₂₀N₂O₄
• 分子量: 292.335
• InChiKey: BHUPOYLIUTZFGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  62.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(diethoxymethyl)imidazo[1,2-a]pyridine-8-carboxylate 在 lithium aluminium tetrahydride 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 以60%的产率得到2-diethoxymethyl-8-hydroxymethylimidazo[1,2-a]pyridine
  参考文献：
  名称：

  Synthesis and antiviral activity of an imidazo[1,2-a]pyrrolo[2,3-c]pyridine series against the bovine viral diarrhea virus

  摘要：

  A series of imidazo[1,2-a]pyrrolo[2,3-c]pyridines has been prepared and evaluated for their anti-BVDV activities in MDBK cells. From the synthesized analogues bearing modifications of the substituents at positions 2, 3, 7 and 8, compounds 10a, b, 16, 24, 25 and 26 exhibited significant anti-BVDV activities. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.023
• 作为产物：
  描述：

  、 ethyl 2-(dichloromethyl)imidazo[1,2-a]pyridine-8-carboxylate 在 4-二甲氨基吡啶 氩 、 乙酸乙酯 、 crude product 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以v/v) as eluent to afford compound 2i (1.04 g, 97%)的产率得到ethyl 2-(diethoxymethyl)imidazo[1,2-a]pyridine-8-carboxylate
  参考文献：
  名称：

  IMIDAZO [1, 2-A] PYRROLO [3, 2-C] PYRIDINE COMPOUNDS USEFUL AS PESTIVIRUS INHIBITORS

  摘要：

  本发明涉及一系列新型咪唑[1,2-α]吡咯并[3,2-c]吡啶（或称为6H-1,3a,6-三氮杂-α-吲哚烷）及其衍生物，其化学式为：（I）。本发明还涉及制备咪唑[1,2-α]吡咯并[3,2-c]吡啶的方法，其用途包括药物、治疗或预防病毒感染以及制造用于治疗或预防病毒感染的药物，特别是用于感染属于黄病毒科的病毒，更优选是感染牛病毒性腹泻病毒（BVDV）的感染。

  公开号：

  US20100093781A1

文献信息

• IMIDAZO [1, 2-A] PYRROLO [3, 2-C] PYRIDINE COMPOUNDS USEFUL AS PESTIVIRUS INHIBITORS
  申请人：Neyts Johan

  公开号：US20100093781A1

  公开（公告）日：2010-04-15

  The present invention relates to a series of novel imidazo[1,2-α]pyrrolo[3,2-c]pyridines (or also named 6H-1,3a,6-Tri-aza-αy-indacenes) and derivatives thereof, according to formula: (I); The present invention also relates to processes for the preparation of imidazo[1,2-α]pyrrolo[3,2-c]pyridines, their use as. a, medicine, their use to treat or prevent viral infections and their use to manufacture a medicine to treat or prevent viral infections, particularly infections with viruses belonging to the family of the Flaviviridae and more preferably infections with Bovine Viral Diarrhea virus (BVDV).

  本发明涉及一系列新型咪唑[1,2-α]吡咯并[3,2-c]吡啶（或称为6H-1,3a,6-三氮杂-α-吲哚烯）及其衍生物，其化学式如下：（I）；本发明还涉及制备咪唑[1,2-α]吡咯并[3,2-c]吡啶的方法，它们作为药物的用途，用于治疗或预防病毒感染以及用于制造用于治疗或预防病毒感染的药物，特别是用于感染属于黄病毒科家族的病毒，更好地用于治疗或预防感染牛病毒性腹泻病毒（BVDV）的感染。
• IMIDAZO[1,2-A]PYRROLO[3,2-C]PYRIDINE COMPOUNDS USEFUL AS PESTIVIRUS INHIBITORS
  申请人：Katholieke Universiteit Leuven

  公开号：EP2125807B1

  公开（公告）日：2011-08-03
• US8404707B2
  申请人：——

  公开号：US8404707B2

  公开（公告）日：2013-03-26
• Synthesis and antiviral activity of an imidazo[1,2-a]pyrrolo[2,3-c]pyridine series against the bovine viral diarrhea virus
  作者：Jean-Michel Chezal、Jan Paeshuyse、Vincent Gaumet、Damien Canitrot、Aurélie Maisonial、Claire Lartigue、Alain Gueiffier、Emmanuel Moreau、Jean-Claude Teulade、Olivier Chavignon、Johan Neyts

  DOI：10.1016/j.ejmech.2010.01.023

  日期：2010.5

  A series of imidazo[1,2-a]pyrrolo[2,3-c]pyridines has been prepared and evaluated for their anti-BVDV activities in MDBK cells. From the synthesized analogues bearing modifications of the substituents at positions 2, 3, 7 and 8, compounds 10a, b, 16, 24, 25 and 26 exhibited significant anti-BVDV activities. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Imidazo [1, 2-a] pyrrolo [3, 2-c] pyridine compounds useful as pestivirus inhibitors
  申请人：Neyts Johan

  公开号：US08404707B2

  公开（公告）日：2013-03-26

  The present invention relates to a series of novel imidazo[1,2-α]pyrrolo[3,2-c]pyridines (or also named 6H-1,3a,6-Tri-aza-αy-indacenes) and derivatives thereof, according to formula: (I); The present invention also relates to processes for the preparation of imidazo[1,2-α]pyrrolo[3,2-c]pyridines, their use as. a, medicine, their use to treat or prevent viral infections and their use to manufacture a medicine to treat or prevent viral infections, particularly infections with viruses belonging to the family of the Flaviviridae and more preferably infections with Bovine Viral Diarrhea virus (BVDV).

  本发明涉及一系列新型咪唑[1,2-α]吡咯并[3,2-c]吡啶（或称为6H-1,3a,6-三氮杂-α-吲哚烷）及其衍生物，其化学式为：（I）；本发明还涉及制备咪唑[1,2-α]吡咯并[3,2-c]吡啶的方法，其用途包括作为药品，用于治疗或预防病毒感染以及用于制造治疗或预防病毒感染的药品，特别是用于感染属于黄病毒科的病毒，更具体地是用于感染牛病毒性腹泻病毒（BVDV）的病毒感染。