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QuickView for Pyrazinamide (compound)


PubChem
Name: Pyrazinamide
PubChem Compound ID: 1046
Description: A pyrazine that is used therapeutically as an antitubercular agent.
Molecular formula: C5H5N3O
Molecular weight: 123.113 g/mol
Synonyms:
5-25-04-00178 (Beilstein Handbook Reference); Lopac-P-7136; Eprazin; SMR000036662; C01956; DivK1c_000241; Zinamide; 2-Carbamylpyrazine; Aldinamid; Pirazinamide [DCIT].
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DrugBank
Identification
Name: Pyrazinamide
Name (isomeric): DB00339
Drug Type: small molecule
Description: A pyrazine that is used therapeutically as an antitubercular agent.
Synonyms:
Pirazimida; Pyrazine carboxylamide; Pyrazinoic acid amide; Pyrazinecarboxamide; Pyrazinamdie; PZA; Pyrazinecarboxylic acid amide; Pirazinamid; Pyrazineamide
Brand: Rifater, Pirilene, Tebrazio, Rozide, Pyrafat, Pyrazinamide BP 2000, Zinastat, Zinamide, Eprazin, Dipimide, Corsazinmid, Pyrazide, Novamid, Farmizina, Aldinamid, pms-Pyrazinamide, Tebrazid, Isopas, Braccopiral, Aldinamide, Piraldina, Pyramide, Pezetamid, Lynamide, Prazina, Unipyranamide
Brand name mixture: Rifater - Tab(Isoniazid + Pyrazinamide + Rifampin)
Category: Antitubercular Agents
CAS number: 98-96-4
Pharmacology
Indication: For the initial treatment of active tuberculosis in adults and children when combined with other antituberculous agents.
Pharmacology:
Pyrazinamide kills or stops the growth of certain bacteria that cause tuberculosis (TB). It is used with other drugs to treat tuberculosis. It is a highly specific agent and is active only against Mycobacterium tuberculosis. In vitro and in vivo, the drug is active only at a slightly acid pH. Pyrazinamie gets activated to Pyrazinoic acid in ...
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Mechanism of Action:
Pyrazinamide is an important sterilizing prodrug that shortens tuberculosis (TB) therapy. However, the mechanism of action of pyrazinamide is poorly understood because of its unusual properties. In literature it has been written that the pyrazinoic acid (POA), the active moiety of pyrazinamide, disrupted membrane energetics and inhibited membrane t...
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Absorption: Rapidly and well absorbed from the gastrointestinal tract.
Protein binding: ~10% (bound to plasma proteins)
Biotransformation: Hepatic.
Route of elimination: Approximately 70% of an oral dose is excreted in the urine, mainly by glomerular filtration within 24 hours
Half Life: 9-10 hours (normal conditions)
Toxicity: Side effects include liver injury, arthralgias, anorexia, nausea and vomiting, dysuria,malaise and fever, sideroblastic anemia, adverse effects on the blood clotting mechanism or vascular integrity, and hypersensitivity reactions such as urticaria, pruritis and skin rashes.
Affected organisms: Mycobacterium tuberculosis
Interactions
Food interaction:
Take without regard to meals.
Drug interaction:
CyclosporinePyrazinamide decreases the effect of cyclosporine

Targets


Enzymes