N-(1H-imidazol-1-yl)-N-(naphthalen-1-ylmethyl)-amine | 152813-26-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(1H-imidazol-1-yl)-N-(naphthalen-1-ylmethyl)-amine
• 英文别名: N-(1-naphthylmethyl)imidazol-1-amine；N-(naphthalen-1-ylmethyl)imidazol-1-amine
• CAS: 152813-26-8
• 化学式: C₁₄H₁₃N₃
• 分子量: 223.277
• InChiKey: CFELBTPUZGZOGU-UHFFFAOYSA-N

物化性质

• 沸点：
  437.9±38.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(1H-imidazol-1-yl)-N-(naphthalen-1-ylmethyl)-amine 在 锂硼氢 、 三甲基氯硅烷 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 28.0h， 生成 N-(1H-imidazol-1-yl)-N-(naphthalen-1-ylmethyl)-(4-tert-butylbenzyl)-amine
  参考文献：
  名称：

  Azole Antifungal Agents Related to Naftifine and Butenafine

  摘要：

  DOI：

  10.1002/1521-4184(20006)333:6<162::aid-ardp162>3.0.co;2-s
• 作为产物：
  描述：

  1-萘甲醛 在 sodium tetrahydroborate 、 碳酸氢钠 、 hydroxylamine-O-sulfonic acid 作用下， 以 甲醇 、 水 为溶剂， 反应 47.0h， 生成 N-(1H-imidazol-1-yl)-N-(naphthalen-1-ylmethyl)-amine
  参考文献：
  名称：

  A New Class of Antifungal Agents. Synthesis and Antimycotic Activity of DisubstitutedN-Azolylamines

  摘要：

  In this study we extended our exploration of the N-azolylamine moiety for its antifungal activity. We prepared a number of N-azolylamino derivatives. The synthetic sequence includes the preparation of aminoazole Schiff bases, and the reduction and the alkylation of the corresponding secondary amines. The title compounds were evaluated in vitro against several pathogenic fungi responsible for human disease. The most potent antimicrobial compound was the N-(biphenyl-4-yl)methyl-N-(2,4-dichlorophenyl)methyl-1H-imidazol-1-ylamine (21), which was found to be active against yeasts and dermatophytes; its potency and selectivity were comparable to those of miconazole.

  DOI：

  10.1002/1521-4184(20009)333:9<299::aid-ardp299>3.0.co;2-f

文献信息

• JPH05201990A
  申请人：——

  公开号：JPH05201990A

  公开（公告）日：1993-08-10
• A New Class of Antifungal Agents. Synthesis and Antimycotic Activity of DisubstitutedN-Azolylamines
  作者：Sabrina Castellano、Giorgio Stefancich、Chiara Musiu、Paolo La Colla

  DOI：10.1002/1521-4184(20009)333:9<299::aid-ardp299>3.0.co;2-f

  日期：2000.9

  In this study we extended our exploration of the N-azolylamine moiety for its antifungal activity. We prepared a number of N-azolylamino derivatives. The synthetic sequence includes the preparation of aminoazole Schiff bases, and the reduction and the alkylation of the corresponding secondary amines. The title compounds were evaluated in vitro against several pathogenic fungi responsible for human disease. The most potent antimicrobial compound was the N-(biphenyl-4-yl)methyl-N-(2,4-dichlorophenyl)methyl-1H-imidazol-1-ylamine (21), which was found to be active against yeasts and dermatophytes; its potency and selectivity were comparable to those of miconazole.
• Azole Antifungal Agents Related to Naftifine and Butenafine
  作者：Sabrina Castellano、Paolo La Colla、Chiara Musiu、Giorgio Stefancich

  DOI：10.1002/1521-4184(20006)333:6<162::aid-ardp162>3.0.co;2-s

  日期：2000.6