n-Dodecanoyloxymethylpyridinium chloride | 61413-58-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: n-Dodecanoyloxymethylpyridinium chloride
• 英文别名: Pyridinium, 1-[[(1-oxododecyl)oxy]methyl]-, chloride；pyridin-1-ium-1-ylmethyl dodecanoate;chloride
• CAS: 61413-58-9
• 化学式: C₁₈H₃₀NO₂*Cl
• 分子量: 327.895
• InChiKey: BWNCPAKAYPWKHY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  n-Dodecanoyloxymethylpyridinium chloride 在 N-甲基咪唑 作用下， 以 calcium sulfate 为溶剂， 生成 1-<(dodecanyloxy)methyl>-3-methylimidazolium chloride
  参考文献：
  名称：

  Soft quaternary surface active agents exhibiting antibacterial activity

  摘要：

  具有以下公式的软性四元表面活性剂：##EQU1## 其中##EQU2##表示三级开链或环状脂肪族胺；其中##EQU3##表示芳香胺；其中R表示从羟基原子，C.sub.1-C.sub.20开链或环状烷基，C.sub.1-C.sub.20烷氧基烷基，C.sub.1-C.sub.20乙酰氧基烷基，C.sub.1-C.sub.20卤代烷基，C.sub.1-C.sub.20羧基烷基，芳基和取代芳基中选择的成员，其取代基选择自卤原子，O-C.sub.1-C.sub.4烷基，O-C.sub.1-C.sub.8酰基，硝基，羧基和羧乙酰基；其中R.sub.1表示C.sub.9-C.sub.22直链或支链烷基，##EQU4##其中R.sub.3，R.sub.4，R.sub.5和R.sub.6各自选择自羟基原子，甲基基团或乙基基团，C.sub.0-C.sub.22直链或支链##SPC1##基团，其中每次n和m表示0到22的整数，##SPC2##基团，其中A表示如上所述的C.sub.0-C.sub.22直链或支链烷基或-(CH.sub.2 CH.sub.2 O).sub.p基团，其中p表示0到22的整数，并且任何天然胆汁酸或其合成衍生物的残基；其中X表示卤原子或任何其他有机或无机运动阴离子。上述通用式所包含的所有化合物均可用作极低毒性的“软性”抗菌剂。

  公开号：

  US03989711A1
• 作为产物：
  描述：

  月桂酰氯 反应 3.0h， 生成 n-Dodecanoyloxymethylpyridinium chloride
  参考文献：
  名称：

  Soft Antimicrobial Agents:  Synthesis and Activity of Labile Environmentally Friendly Long Chain Quaternary Ammonium Compounds

  摘要：

  A series of soft quaternary ammonium antimicrobial agents, which are analogues to currently used quaternary ammonium preservatives such as cetyl pyridinium chloride and benzalkonium chloride, were synthesized. These soft analogues consist of long alkyl chain connected to a polar headgroup via chemically labile spacer group. They are characterized by facile nonenzymatic and enzymatic degradation to form their original nontoxic building blocks. However, their chemical stability has to be adequate in order for them to have antimicrobial effects. Stability studies and antibacterial and antiviral activity measurements revealed relationship between activity, lipophilicity, and stability. Their minimum inhibitory concentration (MIC) was as low as 1 mug/mL, and their viral reduction was in some cases greater than 6.7 log. The structure -activity studies demonstrate that the bioactive compounds (i.e., MIC for Gram-positive bacteria of < 10 umug/mL) have an alkyl chain length between 12 and 18 carbon atoms, with a polar headgroup preferably of a small quaternary ammonium group, and their acquired inactivation half-life must be greater than 3 h at 60 degreesC.

  DOI：

  10.1021/jm030829z

文献信息

• US3989711A
  申请人：——

  公开号：US3989711A

  公开（公告）日：1976-11-02
• US4046899A
  申请人：——

  公开号：US4046899A

  公开（公告）日：1977-09-06
• US4120959A
  申请人：——

  公开号：US4120959A

  公开（公告）日：1978-10-17
• US4140796A
  申请人：——

  公开号：US4140796A

  公开（公告）日：1979-02-20
• US4204065A
  申请人：——

  公开号：US4204065A

  公开（公告）日：1980-05-20