Basic Information
ID DDInter351
Drug Type small molecule
Molecular Formula C11H12Cl2N2O5
Molecular Weight 323.129
CAS Number 56-75-7
Description An antibiotic first isolated from cultures of _Streptomyces venequelae_ in 1947 but now produced synthetically. It has a relatively simple structure and was the first broad-spectrum antibiotic to be discovered. It acts by interfering with bacterial protein synthesis and is mainly bacteriostatic. (From Martindale, The Extra Pharmacopoeia, 29th ed, p106) The FDA has withdrawn all oral drug products containing chloramphenicol, due to the high risk of fatal aplastic anemia associated with this specific route of administration.[L43942,L44022]
ATC Classification D06AX02 S02AA01 D10AF03 S01AA01 G01AA05 J01BA01 S03AA08
IUPAC Name 2,2-dichloro-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
InChI WIIZWVCIJKGZOK-RKDXNWHRSA-N
Canonical SMILES OC[C@@H](NC(=O)C(Cl)Cl)[C@H](O)C1=CC=C(C=C1)[N+]([O-])=O
Useful Links DrugBank ChEBI PubChem Substance KEGG Compound KEGG Drug ChemSpider BindingDB PharmGKB Therapeutic Targets Database Wikipedia ChEMBL ZINC
Interactions with Chloramphenicol
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Multi-DRUG trade Multi-DRUG Drug type Warning Note