Azidamfenicol

Class: Phenicol

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Binds to the 23S rRNA of the 50S ribosomal subunit and inhibits the peptidyl transferase activity of the bacterial ribosome, thus preventing protein chain elongation. It is active against Gram-positive and Gram-negative bacteria.
Description:	Synthetic derivative of chloramphenicol. Used for topical application (eye drops).
Year first mentioned:	1978
Development status:	Approved, off-patent, not available in most countries

Chemical structure(s):
Canonical SMILES:	C1=C(C=CC(=C1)[N+](=O)[O-])[C@H]([C@@H](CO)NC(=O)CN=[N+]=[N-])O
Isomeric SMILES:	C1=CC(=CC=C1[C@H]([C@@H](CO)NC(=O)CN=[N+]=[N-])O)[N+](=O)[O-]
InChI:	InChI=1S/C11H13N5O5/c12-15-13-5-10(18)14-9(6-17)11(19)7-1-3-8(4-2-7)16(20)21/h1-4,9,11,17,19H,5-6H2,(H,14,18)/t9-,11-/m1/s1
InChI Key:	SGRUZFCHLOFYHZ-MWLCHTKSSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/62858

External links:
Guide to Pharmacology:	azidamfenicol
Main Source:	https://www.jstage.jst.go.jp/article/antibiotics1968/52/12/52_12_1140/_pdf/-char/en