Ranbezolid from Ranbaxy as an oxazolidinone antibacterial

Ranbezolid

392659-39-1 hydrochloride

392659-38-0 (free base)

N-{[(5S)-3-(3-Fluoro-4-{4-[(5-nitro-2-furyl)methyl]-1-piperazinyl}phenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

(S)-N-[[3-fluoro-4-[N-1[4-{2-furyl-(5-nitro)methyl}]piperazinyl]-phenyl]-2-oxo-5-oxazolidinyl]-methyl]acetamide

 http://newdrugapprovals.org/2014/04/02/ranbezolid-from-ranbaxy-as-an-oxazolidinone-antibacterial/

• Mp: 207–209 °C.
•  ¹H NMR (DMSO, 300 MHz):  
  δ 8.30 (t, 1H, –NHCO–), 
  7.75 (d, J = 3.3 Hz, 1H, furyl–H), 
  7.52 (dd, 1H, phenyl–H), 
  7.3–7.0 (m, 3H, phenyl–H, furyl–H), 
  4.70 (m, 1H, oxazolidinone ring C₅–H), 
  4.63 (s, 2H), 
  4.08 (t, J = 8.8 Hz, 1H, –CH₂–), 
  3.73 (t, J = 7.5 Hz, 1H), 
  3.43 (br m, piperazine–H merged with H₂O in DMSO), 
  .83 (s, 3H, –COCH₃).
• HPLC purity: 98%. 
  Anal. Calcd for C₂₁H₂₅ClN₅O₆·0.5H₂O: C, 50.76; H, 5.48; N, 14.09. Anal. Found: C, 50.83; H, 5.17; N, 13.83.