Compound ID | 1988

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Azidamfenicol

Class: Phenicol

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Protein synthesis inhibitor. Binds to the 23S rRNA of the bacterial 50S ribosomal subunit to inhibit peptidyl transferase activity, thus preventing protein chain elongation
Description: Synthetic derivative of chloramphenicol. Used for topical application (eye drops).
Year first mentioned: 1978
Highest development stage: Approved
Development status: Approved
Chemical structure(s):
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Molecular weight: 295.25
Iso. SMILES: C1=CC(=CC=C1[C@H]([C@@H](CO)NC(=O)CN=[N+]=[N-])O)[N+](=O)[O-]
InChI Key: SGRUZFCHLOFYHZ-MWLCHTKSSA-N
Can. SMILES: C1=C(C=CC(=C1)[N+](=O)[O-])[C@H]([C@@H](CO)NC(=O)CN=[N+]=[N-])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
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/62858
Guide to Pharmacology: azidamfenicol
Citation: https://www.jstage.jst.go.jp/article/antibiotics1968/52/12/52_12_1140/_pdf/-char/en

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