(9ci)-2-(2-吡啶)-1H-咪唑-4-羧醛 | 279251-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (9ci)-2-(2-吡啶)-1H-咪唑-4-羧醛
• 英文名称: 2-(pyridin-2-yl)-1H-imidazole-4-carbaldehyde
• 英文别名: 2-(2-pyridyl)-1H-4-imidazolcarbaldehyde；2-(Pyridin-2-yl)-1H-imidazole-5-carbaldehyde；2-pyridin-2-yl-1H-imidazole-5-carbaldehyde
• CAS: 279251-08-0
• 化学式: C₉H₇N₃O
• 分子量: 173.174
• InChiKey: JYJQYZQOISNECN-UHFFFAOYSA-N

物化性质

• 熔点：
  170 °C
• 沸点：
  462.2±20.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-叔丁基羟胺盐酸盐 、 (9ci)-2-(2-吡啶)-1H-咪唑-4-羧醛 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以55%的产率得到(Z)-α-[2-(2-Pyridyl)-1H-imidazol-4-yl]-N-tert-butylnitrone
  参考文献：
  名称：

  Synthesis, Structure, and Neuroprotective Properties of Novel Imidazolyl Nitrones

  摘要：

  A new series of imidazolyl nitrones spin traps has been synthesized and evaluated pharmacologically. The salient structural feature of these molecules is the presence of an imidazole moiety substituted by aromatic or heteroaromatic cycles. This connectivity imparts to the nitrone superior neuroprotective properties in vivo and in parallel reduced side effects and toxicity. Thus compound 6a (a 2-phenylimidazolyl nitrone) administered intraperitoneally protects (80%) mice from lethality induced by an intracerebroventricular administration of tert-butyl hydroperoxide (t-BHP) an oxidant capable of inducing neurodegenerative processes. Administration of the archetypal nitrone phenyl-tert-butyl nitrone (PBN) at an equimolar dose also affords some protection (60%) in this test. However, this activity is accompanied by hypothermia, whereas no such effect is apparent for 6a. Moreover, previously prepared nonsubstituted or alkyl-substituted imidazolyl nitrones were shown to be extremely toxic to rats in contrast to the compounds prepared in this study. The observed activities in vivo correlate well with the calculated partition coefficients (ClogP) and HOMO energy level.

  DOI：

  10.1021/jm991154w
• 作为产物：
  描述：

  1-(7-fluoroisoquinolin-1-yl)piperidin-4-amine 在 戴斯-马丁氧化剂 作用下， 反应 1.5h， 生成 (9ci)-2-(2-吡啶)-1H-咪唑-4-羧醛
  参考文献：
  名称：

  [EN] NEW ANTIBACTERIAL COMPOUNDS
  [FR] NOUVEAUX COMPOSÉS ANTIBACTÉRIENS

  摘要：

  这项发明涉及新型抗菌化合物，含有它们的药物组合物以及它们作为抗微生物药物的用途。

  公开号：

  WO2017211759A1

文献信息

• Antibacterial compounds
  申请人：AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.p.A.

  公开号：US10633366B2

  公开（公告）日：2020-04-28

  The present invention relates to novel antibacterial compounds (1) as defined below, pharmaceutical compositions containing them and their use as antimicrobials. A compound of formula (1): A-L1-Y-L2-R—B, wherein A is a cyclic group having one of the following formulae (I), (II) and (III), and wherein B is cyclic group having one of the following formulae (IV) to (IX).

  本发明涉及如下定义的新型抗菌化合物(1)、含有它们的药物组合物及其作为抗菌剂的用途。式（1）化合物：A-L1-Y-L2-R-B，其中 A 是具有下式(I)、(II)和(III)之一的环状基团，B 是具有下式(IV)至(IX)之一的环状基团。
• NEW ANTIBACTERIAL COMPOUNDS
  申请人：Aziende Chimiche Riunite Angelini Francesco A.C.R.A.F. S.p.A.

  公开号：EP3468975A1

  公开（公告）日：2019-04-17
• [EN] NEW ANTIBACTERIAL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS ANTIBACTÉRIENS
  申请人：ACRAF

  公开号：WO2017211759A1

  公开（公告）日：2017-12-14

  The present invention relates to novel antibacterial compounds, pharmaceutical compositions containing them and their use as antimicrobials.

  这项发明涉及新型抗菌化合物，含有它们的药物组合物以及它们作为抗微生物药物的用途。
• Synthesis, Structure, and Neuroprotective Properties of Novel Imidazolyl Nitrones
  作者：Alain Dhainaut、André Tizot、Eric Raimbaud、Brian Lockhart、Pierre Lestage、Solo Goldstein

  DOI：10.1021/jm991154w

  日期：2000.6.1

  A new series of imidazolyl nitrones spin traps has been synthesized and evaluated pharmacologically. The salient structural feature of these molecules is the presence of an imidazole moiety substituted by aromatic or heteroaromatic cycles. This connectivity imparts to the nitrone superior neuroprotective properties in vivo and in parallel reduced side effects and toxicity. Thus compound 6a (a 2-phenylimidazolyl nitrone) administered intraperitoneally protects (80%) mice from lethality induced by an intracerebroventricular administration of tert-butyl hydroperoxide (t-BHP) an oxidant capable of inducing neurodegenerative processes. Administration of the archetypal nitrone phenyl-tert-butyl nitrone (PBN) at an equimolar dose also affords some protection (60%) in this test. However, this activity is accompanied by hypothermia, whereas no such effect is apparent for 6a. Moreover, previously prepared nonsubstituted or alkyl-substituted imidazolyl nitrones were shown to be extremely toxic to rats in contrast to the compounds prepared in this study. The observed activities in vivo correlate well with the calculated partition coefficients (ClogP) and HOMO energy level.