Basic Information
ID DDInter1303
Drug Type small molecule
Molecular Formula C8H6N4O5
Molecular Weight 238.159
CAS Number 67-20-9
Description Nitrofurantoin is a nitrofuran antibiotic used to treat uncomplicated urinary tract infections.[L6856,L6859,L6862] Nitrofurantoin is converted by bacterial nitroreductases to electrophilic intermediates which inhibit the citric acid cycle as well as synthesis of DNA, RNA, and protein.[A179824] This drug is more resistant to the development of bacterial resistance because it acts on many targets at once.[A179824] Nitrofurantoin is a second line treatment to [trimethoprim]/[sulfamethoxazole].[A179830] Nitrofurantoin was granted FDA approval on 6 February 1953.[L6895]
ATC Classification J01XE01 J01XE51
IUPAC Name 1-[(E)-[(5-nitrofuran-2-yl)methylidene]amino]imidazolidine-2,4-dione
InChI NXFQHRVNIOXGAQ-YCRREMRBSA-N
Canonical SMILES [O-][N+](=O)C1=CC=C(O1)\C=N\N1CC(=O)NC1=O
Useful Links DrugBank ChEBI PubChem Substance KEGG Compound KEGG Drug ChemSpider BindingDB PharmGKB Therapeutic Targets Database Wikipedia ChEMBL ZINC
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