IQMF-4 | 497100-48-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: IQMF-4
• 英文别名: C69LP3FW8N；N-[1-(2-phenylethyl)piperidin-4-yl]-N-(1-phenylpyrazol-3-yl)prop-2-enamide
• CAS: 497100-48-8
• 化学式: C₂₅H₂₈N₄O
• 分子量: 400.524
• InChiKey: SRGLLOFTMPEAAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  536.9±45.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  41.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(2-苯乙基)-4-哌啶酮 在 sodium cyanoborohydride 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 IQMF-4
  参考文献：
  名称：

  Synthesis and opioid activity of new fentanyl analogs

  摘要：

  Three new fentanyl analogs (compounds 3-4-5) have been synthesized and evaluated for antinociceptive properties using the writhing test. The analgesic property of the active compound, N-[1-phenylpyrazol-3-yl]-N-[1-(2-phenethyl)-4-piperidyl)] propenamide (compound 4), was tested using the hot plate test in mice. Its opioid agonistic activity was characterized using three isolated tissues: guinea pig ileum, mouse vas deferens, and rabbit vas deferens. Compound 4 was as effective as fentanyl or morphine and it showed less antinociceptive potency than fentanyl but it was more potent than morphine. The duration of the antinociception was similar to that of fentanyl. This compound inhibited the electrically evoked contractions of myenteric plexus-longitudinal muscle strips of guinea pig ileum and of mouse vas deferens but not those of rabbit vas deferens. These effects could be reversed by mu selective antagonists (naloxone and/or CTOP) but not by the delta selective antagonist naltrindole, thus indicating that the compound acted as a mu opioid agonist. Finally, the binding data confirmed that compound 4 had high affinity and selectivity for the mu-receptor. (C) 2002 Published by Elsevier Science Inc.

  DOI：

  10.1016/s0024-3205(02)01798-8

文献信息

• MEDICATED SPRAY FOR TREATMENT OF SUBSTANCE ABUSE, OVERDOSE, ADDICTION AND IMPULSE CONTROL DISORDERS
  申请人：GOOBERMAN Lance L.

  公开号：US20200352917A1

  公开（公告）日：2020-11-12

  A method to treat carfentanyl overdose comprising administrating a pharmaceutical formulation in the form of liquid solution for spray administration by the nasal and/or buccal route containing naltrexone as active ingredient in amounts greater than 1%.
• Synthesis and opioid activity of new fentanyl analogs
  作者：Rocı́o Girón、Raquel Abalo、Carlos Goicoechea、Ma Isabel Martı́n、Luis F Callado、Carolina Cano、Pilar Goya、Nadine Jagerovic

  DOI：10.1016/s0024-3205(02)01798-8

  日期：2002.7

  Three new fentanyl analogs (compounds 3-4-5) have been synthesized and evaluated for antinociceptive properties using the writhing test. The analgesic property of the active compound, N-[1-phenylpyrazol-3-yl]-N-[1-(2-phenethyl)-4-piperidyl)] propenamide (compound 4), was tested using the hot plate test in mice. Its opioid agonistic activity was characterized using three isolated tissues: guinea pig ileum, mouse vas deferens, and rabbit vas deferens. Compound 4 was as effective as fentanyl or morphine and it showed less antinociceptive potency than fentanyl but it was more potent than morphine. The duration of the antinociception was similar to that of fentanyl. This compound inhibited the electrically evoked contractions of myenteric plexus-longitudinal muscle strips of guinea pig ileum and of mouse vas deferens but not those of rabbit vas deferens. These effects could be reversed by mu selective antagonists (naloxone and/or CTOP) but not by the delta selective antagonist naltrindole, thus indicating that the compound acted as a mu opioid agonist. Finally, the binding data confirmed that compound 4 had high affinity and selectivity for the mu-receptor. (C) 2002 Published by Elsevier Science Inc.