Azidamfenicol

Title: Azidamfenicol
CAS Registry Number: 13838-08-9
CAS Name: 2-Azido-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
Additional Names: D-(-)-threo-1-p-nitrophenyl-2-azidoacetylaminopropane-1,3-diol; D-(-)-threo-2-azidoacetamido-1-p-nitrophenyl-1,3-propanediol; azidoamphenicol
Trademarks: Berlicetin (Chauvin ankerpharm); Leukomycin-N (Bayer); Posifenicol (Ursapharm); Thilocanfol (Alcon)
Molecular Formula: C11H13N5O5
Molecular Weight: 295.25
Percent Composition: C 44.75%, H 4.44%, N 23.72%, O 27.09%
Literature References: Semi-synthetic antibiotic related to chloramphenicol, q.v. Prepn: Meiser, Domagk, US 2882275 (1959 to Bayer).
Properties: Crystals from ethylene chloride, mp 107°. [a]D20 -20° (c = 1.6 in ethyl acetate). pH 7.1. Sol in water up to 2%.
Melting point: mp 107°
Optical Rotation: [a]D20 -20° (c = 1.6 in ethyl acetate)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); Amphenicols.
Azidocillin Azimsulfuron Azinphos-methyl Azintamide Azithromycin

Azidamfenicol
Azidamfenicol.png
Systematic (IUPAC) name
2-azido-N-((1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide
Clinical data
AHFS/Drugs.com International Drug Names
Legal status Prescription only
Routes Topical (ocular)
Identifiers
CAS number 13838-08-9 N
ATC code S01AA25
PubChem CID 62858
ChemSpider 56590 YesY
UNII 40257685LM YesY
KEGG D07411 YesY
ChEMBL CHEMBL278788 N
Chemical data
Formula C11H13N5O5 
Mol. mass 295.251 g/mol
Physical data
Melt. point 99–107 °C (210–225 °F)
 N (what is this?)  (verify)

Azidamfenicol is an amphenicol antibiotic, which has similar profile to chloramphenicol. It is used only topically, as eye drops and ointment for treatment of susceptible bacterial infections.[1]