N-(2-(diethylamino)ethyl)imidazo[1,2-a]pyridine-2-carboxamide | 1005029-67-3

• 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: N-(2-(diethylamino)ethyl)imidazo[1,2-a]pyridine-2-carboxamide
• 英文别名: Imidazo[1,2-a]pyridine-2-carboxamide,n-[2-(diethylamino)ethyl]-；N-[2-(diethylamino)ethyl]imidazo[1,2-a]pyridine-2-carboxamide
• CAS: 1005029-67-3
• 化学式: C₁₄H₂₀N₄O
• 分子量: 260.339
• InChiKey: ACQDGDZWOITPEH-UHFFFAOYSA-N

物化性质

• 熔点：
  61-63 °C
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  49.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-(diethylamino)ethyl)imidazo[1,2-a]pyridine-2-carboxamide 、 乌洛托品 在 溶剂黄146 作用下， 反应 2.5h， 以20%的产率得到N-(2-(diethylamino)ethyl)-3-formylimidazo[1,2-a]pyridine-2-carboxamide
  参考文献：
  名称：

  New Opportunities with the Duff Reaction

  摘要：

  The Duff reaction (HMTA, AcOH or TFA) was studied on substituted [6 + 5] heterocyclic compounds. This reaction provides a useful route to aldehydes for Compounds bearing sensitive amide functions. It gives also access to tricyclic lactams of potential biological interest. The formation of an aminomethyl intermediate in the Duff reaction mechanism is unequivocally demonstrated.

  DOI：

  10.1021/jo800700b
• 作为产物：
  描述：

  咪唑吡啶-2-羧酸乙酯 、 N,N-二乙基乙二胺 在 三甲基铝 作用下， 以 四氢呋喃 、 正庚烷 为溶剂， 以99%的产率得到N-(2-(diethylamino)ethyl)imidazo[1,2-a]pyridine-2-carboxamide
  参考文献：
  名称：

  New Opportunities with the Duff Reaction

  摘要：

  The Duff reaction (HMTA, AcOH or TFA) was studied on substituted [6 + 5] heterocyclic compounds. This reaction provides a useful route to aldehydes for Compounds bearing sensitive amide functions. It gives also access to tricyclic lactams of potential biological interest. The formation of an aminomethyl intermediate in the Duff reaction mechanism is unequivocally demonstrated.

  DOI：

  10.1021/jo800700b

文献信息

• LABELLED ANALOGUES OF HALOBENZAMIDES AS RADIOPHARMACEUTICALS
  申请人：Madelmont Jean-Claude

  公开号：US20100061928A1

  公开（公告）日：2010-03-11

  The present invention relates to the use of a compound of formula (I): in which R 1 represents a radionuclide, Ar represents an aromatic nucleus, m is an integer varying from 2 to 4, R 2 and R 3 represent, independently of one another, a hydrogen atom, a (C 1 -C 6 )alkyl group, a (C 1 -C 6 )alkenyl group or an aryl group chosen from a phenyl, benzyl, imidazolyl, pyridyl, pyrimidinyl, pyrazinyl, indolyl, indazolyl, furyl and thienyl group, and their addition salts with pharmaceutically acceptable acids, in the preparation of a radiopharmaceutical composition intended for the diagnosis and/or treatment of melanoma.

  本发明涉及使用式（I）化合物：其中R1代表放射性核素，Ar代表芳香环，m为2到4的整数，R2和R3代表独立的氢原子，（C1-C6）烷基，（C1-C6）烯基或苯基，所述苯基选择自苯基，苄基，咪唑基，吡啶基，嘧啶基，吡嗪基，吲哚基，吲唑基，呋喃基和噻吩基，并且它们与药学上可接受的酸的加成盐，用于制备放射性药物组合物，用于诊断和/或治疗黑色素瘤。
• Labelled analogues of halobenzamides as radiopharmaceuticals
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP2363399A1

  公开（公告）日：2011-09-07

  The present invention relates to the use of a compound of formula (I): in which R1 represents a radionuclide, Ar represents an aromatic nucleus, m is an integer varying from 2 to 4, R2 and R3 represent, independently of one another, a hydrogen atom, a (C1-C6)alkyl group, a (C1-C6)alkenyl group or an aryl group chosen from a phenyl, benzyl, imidazolyl, pyridyl, pyrimidinyl, pyrazinyl, indolyl, indazolyl, furyl and thienyl group, and their addition salts with pharmaceutically acceptable acids, in the preparation of a radiopharmaceutical composition intended for the diagnosis and/or treatment of melanoma.

  本发明涉及式（I）化合物的用途： 其中 R1 代表放射性核素 Ar 代表芳香核 m 是 2 至 4 之间的整数、 R2和R3相互独立地代表氢原子、(C1-C6)烷基、(C1-C6)烯基或选自苯基、苄基、咪唑基、吡啶基、嘧啶基、吡嗪基、吲哚基、吲唑基、呋喃基和噻吩基的芳基，以及它们与药学上可接受的酸的加成盐，用于制备诊断和/或治疗黑色素瘤的放射性药物组合物。
• [EN] LABELLED ANALOGUES OF HALOBENZAMIDES AS RADIOPHARMACEUTICALS<br/>[FR] ANALOGUES MARQUÉS D'HALOBENZAMIDES UTILISÉS COMME PRODUITS RADIOPHARMACEUTIQUES
  申请人：INST NAT SANTE RECH MED

  公开号：WO2008012782A3

  公开（公告）日：2008-06-05
• New Opportunities with the Duff Reaction
  作者：Nicolas Masurier、Emmanuel Moreau、Claire Lartigue、Vincent Gaumet、Jean-Michel Chezal、Annie Heitz、Jean-Claude Teulade、Olivier Chavignon

  DOI：10.1021/jo800700b

  日期：2008.8.1

  The Duff reaction (HMTA, AcOH or TFA) was studied on substituted [6 + 5] heterocyclic compounds. This reaction provides a useful route to aldehydes for Compounds bearing sensitive amide functions. It gives also access to tricyclic lactams of potential biological interest. The formation of an aminomethyl intermediate in the Duff reaction mechanism is unequivocally demonstrated.