2-fluoro-5-(1-trityl-1H-imidazol-4-yl)pyridine | 790262-66-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-fluoro-5-(1-trityl-1H-imidazol-4-yl)pyridine
• 英文别名: 2-Fluoro-5-(1-tritylimidazol-4-yl)pyridine
• CAS: 790262-66-7
• 化学式: C₂₇H₂₀FN₃
• 分子量: 405.474
• InChiKey: XXTOIOCJOJWHEH-UHFFFAOYSA-N

物化性质

• 沸点：
  571.6±45.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-fluoro-5-(1-trityl-1H-imidazol-4-yl)pyridine 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以46%的产率得到2-氟-5-(1H-咪唑-5-基)吡啶
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of Novel C₁₂ Vinyl Ketolides

  摘要：

  A novel series Of C-12 vinyl erythromycin derivatives have been discovered which exhibit in vitro and in vivo potency against key respiratory pathogens. The C-12 modification involves replacing the natural C-12 methyl group in the erythromycin core with a vinyl group via chemical synthesis. From the C-12 vinyl macrolide core, a series Of C-12 vinyl ketolides was prepared. Several compounds were found to be potent against macrolide-sensitive and -resistant bacteria. The C-12 vinyl ketolides 6j and 6k showed a similar antimicrobial spectrum and comparable activity to the commercial ketolide telithromycin. However, the pharmacokinetic profiles Of C-12 vinyl ketolides 6j and 6k in rats differ from that of telithromycin by having higher lung-to-plasma ratios, larger volumes of distribution, and longer half-lives. These pharmacokinetic differences have a pharmacodynamic effect as both 6j and 6k exhibited better in vivo efficacy than telithromycin in rat lung infection models against Streptococcus pneumoniae and Haemophilus influenzae.

  DOI：

  10.1021/jm051157a
• 作为产物：
  描述：

  2-氟-5-溴吡啶 、 1-三苯甲基-4-碘咪唑 在 四(三苯基膦)钯 乙基溴化镁 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 2-fluoro-5-(1-trityl-1H-imidazol-4-yl)pyridine
  参考文献：
  名称：

  [EN] PYRIDYL SUBSTITUTED KETOLIDE ANTIBIOTICS
  [FR] ANTIBIOTIQUES A BASE DE KETOLIDE A SUBSTITUTION PYRIDYLE

  摘要：

  公开号：

  WO2004096822A3

文献信息

• C12 Modified erythromycin macrolides and ketolides having antibacterial activity
  申请人：——

  公开号：US20030125266A1

  公开（公告）日：2003-07-03

  Antimicrobial macrolide compounds are provided having formulas II: 1 as well as pharmaceutically acceptable salts, esters or prodrugs thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of the compounds.

  提供具有II:1式的抗微生物大环内酯化合物，以及其药用盐、酯或前药；包含这类化合物的药物组合物；通过给予这类化合物治疗细菌感染的方法；以及这类化合物的制备方法。
• Novel ketolide derivatives
  申请人：Burger Matthew

  公开号：US20050153905A1

  公开（公告）日：2005-07-14

  Antimicrobial ketolide compounds are provided having the formula (A): as well as pharmaceutically acceptable salts, esters or prodrugs thereof, pharmaceutical compositions comprising such compounds, methods of treating bacterial infections by the administration of such compounds, and processes for the preparation of the compounds.

  提供具有以下公式（A）的抗微生物酮类化合物，以及其药学上可接受的盐、酯或前药，包含这种化合物的药物组合物，通过给予这种化合物的途径治疗细菌感染的方法，以及制备这种化合物的方法。
• Pyridyl substituted ketolide antibiotics
  申请人：Burger T. Matthew

  公开号：US20050009764A1

  公开（公告）日：2005-01-13

  Antimicrobial macrolide and ketolide compounds are provided having formulas XII: as well as pharmaceutically acceptable salts, esters or prodrugs thereof; pharmaceutical compositions comprising such compounds; methods of treating bacterial infections by the administration of such compounds; and processes for the preparation of the compounds.

  提供具有XII式的抗微生物大环内酯和酮内酯化合物，以及其药学上可接受的盐、酯或前药；包含这些化合物的药物组合物；通过给予这些化合物的途径治疗细菌感染的方法；以及制备这些化合物的过程。
• [EN] PYRIDYL SUBSTITUTED KETOLIDE ANTIBIOTICS<br/>[FR] ANTIBIOTIQUES A BASE DE KETOLIDE A SUBSTITUTION PYRIDYLE
  申请人：CHIRON CORP

  公开号：WO2004096822A3

  公开（公告）日：2004-12-16
• [EN] NOVEL KETOLIDE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE KETOLIDES
  申请人：CHIRON CORP

  公开号：WO2004096823A3

  公开（公告）日：2005-02-10