909. Azidamfenicol

Nomenclature

CAS number: 13838-08-9
2-Azido-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide; d-()-threo-1-p-nitrophenyl-2-azidoacetylaminopropane-1,3-diol; d-()-threo-2-azidoacetamido-1-p-nitrophenyl-1,3-propanediol; azidoamphenicol; Berlicetin (Chauvin ankerpharm); Leukomycin-N (Bayer); Posifenicol (Ursapharm); Thilocanfol (Alcon).
C11H13N5O5; mol wt 295.25.
C 44.75%, H 4.44%, N 23.72%, O 27.09%.

Description and references

Semi-synthetic antibiotic related to chloramphenicol, q.v. Prepn: Meiser, Domagk, US 2882275 (1959 to Bayer).

Chemical structure

Properties

Crystals from ethylene chloride, mp 107°. [α]D20 20° (c = 1.6 in ethyl acetate). pH 7.1. Sol in water up to 2%.

Therapeutic Category

Antibacterial.

Keywords

Antibacterial (Antibiotics); Amphenicols