3-(1H-imidazol-4-yl)propyl N-neopentylcarbamate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1H-imidazol-4-yl)propyl N-neopentylcarbamate
• 英文别名: FUB 475；2,2-Dimethylpropylcarbamic acid 3-(1H-imidazole-4-yl)propyl ester；3-(1H-imidazol-5-yl)propyl N-(2,2-dimethylpropyl)carbamate
• 化学式: C₁₂H₂₁N₃O₂
• 分子量: 239.318
• InChiKey: RYXCISICOBRNIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  67
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,3-二甲基-1-丁酸 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 3-(1H-imidazol-4-yl)propyl N-neopentylcarbamate
  参考文献：
  名称：

  Novel Partial Agonists for the Histamine H₃ Receptor with High in Vitro and in Vivo Activity

  摘要：

  Novel branched N-alkylcarbamates and aliphatic ethers derived from 3-( 1H-imidazol-4-yl)propanol were prepared. The compounds were investigated on two functional histamine H(3)- receptor assays. Some compounds displayed partial agonist activity on synaptosomes of rat brain cortex but behaved as pure competitive antagonists on the guinea pig ileum. Under in vivo conditions after po application to mice, some of the compounds showed partial or full agonist activity. Highest in vivo potency was found for the 3,3-dimethylbutyl ether 10 (ED(50) = 0.29 mg/kg, full intrinsic activity). These novel agonists are structurally diverse from classical aminergic histamine H(3)-receptor agonists (e.g., (R)-alpha-methylhistamine, imetit) as they lack a basic moiety in the side chain, which is supposed to be important for the activation of the receptor protein. The selectivity for the histamine H(3) receptor was proven by determination of H(1)- and H(2)-receptor activity on functional assays of the guinea pig.

  DOI：

  10.1021/jm991068w

文献信息

• DERIVES D'IMIDAZOLE (ANT)AGONISTES DU RECEPTEUR H 3? DE L'HISTAMINE
  申请人：INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM)

  公开号：EP0760811A1

  公开（公告）日：1997-03-12