nalidixic acid

Also known as WIN-18320, 1-ethyl-7-methyl-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid, 3-carboxy-1-ethyl-7-methyl-1,8-naphthyridin-4-one, 1,4-dihydro-1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid, 1-ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid, 1-ethyl-7-methyl-1,4-dihydro-1,8-naphthyridin-4-one-3-carboxylic acid

chemical compound

In the Vinony graph

Vinony's link graph records 161 inbound references to nalidixic acid, and connects out to sulfamethazine, fidaxomicin and kidney.

It is catalogued under topics including Carboxylic acids, Drugboxes which contain changes to watched fields and Drugs with non-standard legal status.

Vinony links it to 24 Wikipedia language editions.

Chemical data

Formula: C12H12N2O3
Molecular weight: 232.23 g/mol
IUPAC name: 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid
SMILES: CCN1C=C(C(=O)C2=C1N=C(C=C2)C)C(=O)O
InChIKey: MHWLWQUZZRMNGJ-UHFFFAOYSA-N
XLogP: 1.4
Polar surface area: 70.5 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1964
Admin. routes: oral
Indications: osteomyelitis, bacterial disease

via ChEMBL · EBI

Research

7,911 papers

[Nalidixic acid].Antibiotica · 1967
Nalidixic acid.Indian pediatrics · 1988
Nalidixic acid.JAMA · 1977
Nalidixic acid in acute and chronic urinary tract infections.The Medical clinics of North America · 1970
Drug therapy reviews: nalidixic acid.American journal of hospital pharmacy · 1979

via PubMed

Wikidata facts

Subclass of: chemical compound
Has part: carbon
Mass: 232.085
Has use: medication

Show 10 more facts

chemical formula: C₁₂H₁₂N₂O₃
subject has role: bactericide
medical condition treated: urinary tract infection
canonical SMILES: CCN1C=C(C(=O)C2=C1N=C(C=C2)C)C(=O)O
World Health Organisation international non-proprietary name: nalidixic acid
Commons category: Nalidixic acid
defined daily dose: 4
MCN code: 2933.99.92
melting point: 229
found in taxon: Phaseolus vulgaris