3,10-dioxa-1,12-dodecamethylene bis[4-methylthiazol-5-yl] | 321915-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,10-dioxa-1,12-dodecamethylene bis[4-methylthiazol-5-yl]
• 英文别名: 1,6-bis[2-(4-methylthiazol-5-yl)ethoxy]hexane；4-Methyl-5-[2-[6-[2-(4-methyl-1,3-thiazol-5-yl)ethoxy]hexoxy]ethyl]-1,3-thiazole
• CAS: 321915-86-0
• 化学式: C₁₈H₂₈N₂O₂S₂
• 分子量: 368.565
• InChiKey: QPSOYRGBLFDNMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,10-dioxa-1,12-dodecamethylene bis[4-methylthiazol-5-yl] 、 碘甲烷 以 乙醇 为溶剂， 反应 48.0h， 以61%的产率得到3,10-dioxadodecamethylenebis[5-(1,4-dimethyl)thiazolium] diiodide
  参考文献：
  名称：

  Mono- and Bis-Thiazolium Salts Have Potent Antimalarial Activity

  摘要：

  Three new series comprising 24 novel cationic choline analogues and consisting of mono- or his (N or C-5-duplicated) thiazolium salts have been synthesized. Bis-thiazolium salts showed potent antimalarial activity (much superior to monothiazoliums). Among them, bis-thiazolium salts 12 and 13 exhibited IC50 values of 2.25 nM and 0.65 nM, respectively, against P. falciparum in vitro. These compounds also demonstrated good in vivo activity (ED50 <= 0.22 mg/kg), and low toxicity in mice infected by Plasmodium vinckei.

  DOI：

  10.1021/jm0492608
• 作为产物：
  描述：

  4-甲基-5-(beta-羟乙基)噻唑 、 1,6-二碘己烷 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 0.67h， 以60%的产率得到3,10-dioxa-1,12-dodecamethylene bis[4-methylthiazol-5-yl]
  参考文献：
  名称：

  Mono- and Bis-Thiazolium Salts Have Potent Antimalarial Activity

  摘要：

  Three new series comprising 24 novel cationic choline analogues and consisting of mono- or his (N or C-5-duplicated) thiazolium salts have been synthesized. Bis-thiazolium salts showed potent antimalarial activity (much superior to monothiazoliums). Among them, bis-thiazolium salts 12 and 13 exhibited IC50 values of 2.25 nM and 0.65 nM, respectively, against P. falciparum in vitro. These compounds also demonstrated good in vivo activity (ED50 <= 0.22 mg/kg), and low toxicity in mice infected by Plasmodium vinckei.

  DOI：

  10.1021/jm0492608

文献信息

• PRECURSEURS DE SELS DE BIS-AMMONIUM QUATERNAIRE ET LEURS APPLICATIONS COMME PRODROGUES AYANT UNE ACTIVITE ANTI-PARASITAIRE
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：EP1196371B1

  公开（公告）日：2005-11-02
• US6972343B1
  申请人：——

  公开号：US6972343B1

  公开（公告）日：2005-12-06