2-acetylacetonyl-5-nitrobenzonitrile | 321534-79-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-acetylacetonyl-5-nitrobenzonitrile
• 英文别名: 2-(2,4-Dioxopentan-3-yl)-5-nitrobenzonitrile
• CAS: 321534-79-6
• 化学式: C₁₂H₁₀N₂O₄
• 分子量: 246.222
• InChiKey: SGACZMDXUDFLLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-acetylacetonyl-5-nitrobenzonitrile 在 5percent Pd/C ammonium hydroxide 、 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 22.5h， 生成 1,7-diamino-3-methylisoquinoline
  参考文献：
  名称：

  4-Aminoquinolines:  Novel Nociceptin Antagonists with Analgesic Activity

  摘要：

  Small-molecule nociceptin antagonists were synthesized to examine their therapeutic potential. After a 4-aminoquinoline derivative was found to bind with the human ORL1 receptor, a series of 4-aminoquinolines and related compounds were synthesized and their binding was evaluated. Elucidation of structure-activity relationships eventually led to the optimum compounds. One of the se compounds, N-(4-amino-2-methylquinolin-6-yl) -2-(4-ethylphenoxymethyl)benzamide hydrochloride (11) not only antagonized nociceptin-induced allodynia in mice but also showed analgesic effect in a hot plate test using mice and in a formalin test using rats. Its analgesic effect was not antagonized by the opioid antagonist naloxone. These results indicate that this nociceptin antagonist has the potential to become a novel type of analgesic that differs from mu -opioid agonists.

  DOI：

  10.1021/jm0002073
• 作为产物：
  描述：

  2-氯-5-硝基苯甲腈 、 乙酰丙酮 在 sodium hydride 作用下， 以 二甲基亚砜 为溶剂， 反应 2.5h， 以55%的产率得到2-acetylacetonyl-5-nitrobenzonitrile
  参考文献：
  名称：

  4-Aminoquinolines:  Novel Nociceptin Antagonists with Analgesic Activity

  摘要：

  Small-molecule nociceptin antagonists were synthesized to examine their therapeutic potential. After a 4-aminoquinoline derivative was found to bind with the human ORL1 receptor, a series of 4-aminoquinolines and related compounds were synthesized and their binding was evaluated. Elucidation of structure-activity relationships eventually led to the optimum compounds. One of the se compounds, N-(4-amino-2-methylquinolin-6-yl) -2-(4-ethylphenoxymethyl)benzamide hydrochloride (11) not only antagonized nociceptin-induced allodynia in mice but also showed analgesic effect in a hot plate test using mice and in a formalin test using rats. Its analgesic effect was not antagonized by the opioid antagonist naloxone. These results indicate that this nociceptin antagonist has the potential to become a novel type of analgesic that differs from mu -opioid agonists.

  DOI：

  10.1021/jm0002073

文献信息

• DERIVES CHIMIQUES ET LEUR APPLICATION COMME AGENTS ANTITELOMERASE
  申请人：Aventis Pharma S.A.

  公开号：EP1373252A1

  公开（公告）日：2004-01-02
• [EN] CHEMICAL DERIVATIVES AND THEIR USE AS ANTI-TELOMERASE AGENT<br/>[FR] DERIVES CHIMIQUES ET LEUR APPLICATION COMME AGENT ANTITELOMERASE
  申请人：AVENTIS PHARMA SA

  公开号：WO2002076975A1

  公开（公告）日：2002-10-03

  La présente invention est relative ô la thérapie du cancer et concerne de nouveaux agents anticancéreux ayant un mécanisme d'action bien particulier. Elle concerne aussi de nouveaux composés chimiques ainsi que leur application thérapeutique chez l'homme.