NMR Signal Assignment of a New Quinolone Antibiotic Substance

  • Donghyuk Shin (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University) ;
  • Kim, Daesung (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University) ;
  • Yongho Jung (Central Research Laboratories, Dong-Wha pharm. Ind. Co., LTD) ;
  • Hoshik Won (Department of Chemistry and Applied Chemistry, College of Science and Technology, Hanyang University)
  • Published : 2002.06.01

Abstract

A new fluoroquinolone (DW-116) with a broad antibacterial spectrum was synthesized by introducing functional fluoropyridyl and methylpyrazine groups on N1, C7 position of quinolone moiety, respectively. $^{1}$H and $^{13}$ C NMR signal assignments and structure were completely elucidated by 2D-NMR methods. Physicochemical properties of products were also investigated. DW-116 is decomposed at 306.9$^{\circ}C$ and the decomposition starts at around 285$^{\circ}C$. The free base form is melt at 280.7$^{\circ}C$ and started to be decomposed immediately. DW-116 has two kinds of polymorphism which is important in drug action but these two plate and rod types have the same solubility in water. However the solubility is quite different in less or polar solvent. The plate type is more soluble in less polar solvent except in dichloromethane.

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