1,3-diiodo-8,9-dihydro-7H-10 oxa-6a-azonia-cyclohepta[de]naphthalene bromide | 1454660-80-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3-diiodo-8,9-dihydro-7H-10 oxa-6a-azonia-cyclohepta[de]naphthalene bromide
• 英文别名: 6,8-Diiodo-10-oxa-1-azoniatricyclo[7.4.1.05,14]tetradeca-1,3,5(14),6,8-pentaene;bromide
• CAS: 1454660-80-0
• 化学式: Br*C₁₂H₁₀I₂NO
• 分子量: 517.931
• InChiKey: GBBIDOBQIKEMAR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.12
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5,7-二碘-8-羟基喹啉 、 1,3-二溴丙烷 在 Amberlite IRA 402(OH) 作用下， 以 水 为溶剂， 以90%的产率得到1,3-diiodo-8,9-dihydro-7H-10 oxa-6a-azonia-cyclohepta[de]naphthalene bromide
  参考文献：
  名称：

  Amberlite IRA 402(OH)-mediated synthesis and evaluation of fused tricyclic quinolinium salts as potent non-detergent type microbicidal spermicides

  摘要：

  Fused tricyclic oxazaquinolinium salts were synthesized using Amberlite IRA 402(OH) in water and assessed for their sperm-immobilizing efficacy in vitro by modified Sander-Cramer test followed by double fluoroprobe staining of rat sperm. Out of 11 derivatives 3 showed potent spermicidal effect. The mode of spermicidal action was assessed by (a) Hypoosmotic swelling tests, (b) Lipid peroxidation studies, and (c) scanning electron microscopy. Antimicrobial efficacies of the potent derivatives, assessed by disc diffusion as well as by agar and broth dilution methods using human isolates of bacteria and fungi, revealed their moderate antimicrobial potential. The compounds, found to be nontoxic to rabbit erythrocytes by haemolytic assay, may be exploited as microbicidal spermicides.

  DOI：

  10.1007/s00044-013-0758-2