پیرازینامید

Also known as Zinamide®, PZA, Pyrazine carboxamide, Pyrazineamide, Pirazinamida, Pyrazinamidum, Pirazinamide, Pyrazinamide

Pyrazinamide is a medication used to treat tuberculosis. For active tuberculosis, it is often used with rifampicin, isoniazid, and either streptomycin or ethambutol. It is not generally recommended for the treatment of latent tuberculosis. It is taken by mouth.

Chemical data

Formula: C5H5N3O
Molecular weight: 123.11 g/mol
IUPAC name: pyrazine-2-carboxamide
SMILES: C1=CN=C(C=N1)C(=O)N
InChIKey: IPEHBUMCGVEMRF-UHFFFAOYSA-N
XLogP: -0.6
Polar surface area: 68.9 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1971
Admin. routes: oral
Indications: pulmonary tuberculosis, AIDS, osteomyelitis, multidrug-resistant tuberculosis

via ChEMBL · EBI

Research

6,571 papers

Pyrazinamide.Tuberculosis (Edinburgh, Scotland) · 2008
Pyrazinamide Safety, Efficacy, and Dosing for Treating Drug-Susceptible Pulmonary Tuberculosis: A Phase 3, Randomized Controlled Clinical Trial.American journal of respiratory and critical care medicine · 2024
Pyrazinamide resistance in rifampicin discordant tuberculosis.PloS one · 2022
Anti-Tubercular Activity of Pyrazinamide Conjugates: Synthesis and Structure-Activity Relationship Studies.Mini reviews in medicinal chemistry · 2023
Pyrazinamide may possess cardioprotective properties.The Journal of antibiotics · 2019

via PubMed

Wikidata facts

Mass: 123.043
Has use: medication

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chemical formula: C₅H₅N₃O
melting point: 190
pKa: 0.5
canonical SMILES: C1=CN=C(C=N1)C(=O)N
World Health Organisation international non-proprietary name: pyrazinamide
defined daily dose: 1.5
medical condition treated: tuberculosis
Commons category: Pyrazinamide
subject has role: bactericide
MCN code: 2933.99.11

Sources (6)

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