1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-1-octanoyloxy-ethane | 68571-21-1

• 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: 1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-1-octanoyloxy-ethane
• 英文别名: 1-[2,4-dichloro-β-(n-heptylcarbonyloxy)phenethyl]imidazole；1-[2,4-Dichloro-beta-(n-heptylcarbonyloxy)phenethyl]imidazole；[1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl] octanoate
• CAS: 68571-21-1
• 化学式: C₁₉H₂₄Cl₂N₂O₂
• 分子量: 383.318
• InChiKey: XWNPZRYMJFJTTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-1-octanoyloxy-ethane 、 硝酸钾 生成 1-[2,4-dichloro-β-(n-pentylcarbonyloxy)phenethyl]imidazole
  参考文献：
  名称：

  1-Phenethylimidazoles

  摘要：

  在咪唑环的β位通过可选择取代的烃基酯、硫酯或二硫酯取代的新型1-苯乙基咪唑是一种有用的抗微生物剂，并可用作制备在咪唑β位与巯基取代的新型1-苯乙基咪唑的中间体。前者和后者化合物均可用作特定的1-[β-(R-硫)苯乙基]咪唑的制备中间体。

  公开号：

  US04038409A1
• 作为产物：
  描述：

  alpha-(2,4-二氯苯基)-1H-咪唑-1-乙醇 、 辛酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以95%的产率得到1-(2,4-dichloro-phenyl)-2-imidazol-1-yl-1-octanoyloxy-ethane
  参考文献：
  名称：

  Aliphatic ethers and esters of 1-(2,4-dichlorophenyl)-2-(1H-imidazolyl) ethanol: study of antifungal activity against yeasts and hydrophobic character

  摘要：

  Aliphatic ethers 2 and esters 3, which are closely related to antifungal azoles, were synthesized and tested against various strains of Candida. We found that their activity was strongly related to the length of the chains; the best activity was obtained with a C-6 chain for ethers and C-5 or C-6 chains for esters (including the carbonyl group), whereas shorter or longer alkyl chains decreased antifungal efficiency. The biological activity of such compounds could be related to their ability to bind with the lipophilic area near the active site of enzymatic target. The lipophilic character increases with the length of chain, following a linear variation. Thus, even if the activity depends on the lipophilic influence, this particular property is not sufficient to totally explain the antifungal efficiency.

  DOI：

  10.1016/0223-5234(94)90032-9

文献信息

• US4038409A
  申请人：——

  公开号：US4038409A

  公开（公告）日：1977-07-26
• Aliphatic ethers and esters of 1-(2,4-dichlorophenyl)-2-(1H-imidazolyl) ethanol: study of antifungal activity against yeasts and hydrophobic character
  作者：Y Wahbi、C Tournaire、R Caujolle、M Payard、MD Linas、JP Seguela

  DOI：10.1016/0223-5234(94)90032-9

  日期：1994.1

  Aliphatic ethers 2 and esters 3, which are closely related to antifungal azoles, were synthesized and tested against various strains of Candida. We found that their activity was strongly related to the length of the chains; the best activity was obtained with a C-6 chain for ethers and C-5 or C-6 chains for esters (including the carbonyl group), whereas shorter or longer alkyl chains decreased antifungal efficiency. The biological activity of such compounds could be related to their ability to bind with the lipophilic area near the active site of enzymatic target. The lipophilic character increases with the length of chain, following a linear variation. Thus, even if the activity depends on the lipophilic influence, this particular property is not sufficient to totally explain the antifungal efficiency.
• 1-Phenethylimidazoles
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04038409A1

  公开（公告）日：1977-07-26

  Novel 1-phenethylimidazoles substituted at the position .beta. to the imidazole ring by an optionally substituted hydrocarbyl ester, thioester, or dithioester are useful as antimicrobial agents and as intermediates in the preparation of novel 1-phenethylimidazoles substituted at the position .beta. to the imidazole with a mercapto. Both the former and latter compounds are useful as intermediates in the preparation of certain 1-[.beta.-(R-thio)phenethyl] imidazoles.

  在咪唑环的β位通过可选择取代的烃基酯、硫酯或二硫酯取代的新型1-苯乙基咪唑是一种有用的抗微生物剂，并可用作制备在咪唑β位与巯基取代的新型1-苯乙基咪唑的中间体。前者和后者化合物均可用作特定的1-[β-(R-硫)苯乙基]咪唑的制备中间体。