Azidamfenicol

Azidamfenicol
Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Topical (ocular)
ATC code	S01AA25 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name 2-azido-N-((1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide
CAS Number	13838-08-9^N
PubChem CID	62858
ChemSpider	56590^Y
UNII	40257685LM
KEGG	D07411^Y
ChEMBL	CHEMBL278788^N
ECHA InfoCard	100.034.125
Chemical and physical data
Formula	C₁₁H₁₃N₅O₅
Molar mass	295.251 g/mol
3D model (JSmol)	Interactive image
Melting point	99 to 107 °C (210 to 225 °F)
SMILES [N-]=[N+]=N\CC(=O)N[C@@H]([C@H](O)c1ccc([N+]([O-])=O)cc1)CO
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^Y Key:SGRUZFCHLOFYHZ-MWLCHTKSSA-N^Y
^NY (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]

References

↑ Martindale, 35th Edition, 2006

Antibacterials: protein synthesis inhibitors (J01A, J01B, J01F, J01G, QJ01XQ)

30S

Aminoglycosides
(initiation inhibitors)

-mycin (Streptomyces)	Streptomycin^# Dihydrostreptomycin Neomycin^# Framycetin Paromomycin Ribostamycin Kanamycin^# Amikacin^# Arbekacin Bekanamycin Dibekacin Tobramycin Spectinomycin^# Hygromycin B Paromomycin
-micin (Micromonospora)	Gentamicin^# Netilmicin Sisomicin Plazomicin^† Isepamicin Verdamicin Astromicin

Tetracycline antibiotics
(tRNA binding)

Tetracyclines	Doxycycline^# Chlortetracycline Clomocycline Demeclocycline Lymecycline Meclocycline Metacycline Minocycline Omadacycline^† Oxytetracycline Penimepicycline Rolitetracycline Sarecycline^† Tetracycline
Glycylcyclines	Tigecycline
Fluorocyclines	Eravacycline^†

50S

Oxazolidinone
(initiation inhibitors)

Peptidyl transferase

Amphenicols	Chloramphenicol^# Azidamfenicol Thiamphenicol Florfenicol
Pleuromutilins	Retapamulin Tiamulin Valnemulin

MLS (transpeptidation/translocation)

Macrolides	Azithromycin^# Clarithromycin^# Dirithromycin Erythromycin^# Flurithromycin Josamycin Midecamycin Miocamycin Oleandomycin Rokitamycin Roxithromycin Spiramycin Troleandomycin Tylosin Ketolides Telithromycin Cethromycin Solithromycin^†
Lincosamides	Clindamycin^# Lincomycin Pirlimycin
Streptogramins	Pristinamycin Quinupristin/dalfopristin Virginiamycin

EF-G

Steroid antibacterials	Fusidic acid

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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