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Drug Information


Pyrazinamide


DRUG INFORMATION
Drug Name
Pyrazinamide
Synonyms
Pirazinamida, 2-Carbamyl pyrazine, 2-Pyrazinecarboxamide, Pyrazine-2-carboxamide, Pyrazine carboxylamide, pyrazineamide, Pyrazinecarboxamide, Pyrazinoic acid amide, pyrazinamide, Aldinamide, Aldinamid, Unipyranamide, Pirazinamid, Pirazimida, Farmizina, Tebrazid, Zinamide
Drug Class
First-Line Drugs
Year of Introduction
1970
Molecular Target
?   Rv2043c
Genes Involved in Drug Resistance
pncA
CAS No:
98-96-4
PHARMACOLOGY
Route
oral
Side effects
Frequent: non-gouty polyarthralgia (up to 40%, rx with ASA); asymptomatic hyperuricemia. Occ: hepatitis (dose related--1% at 25mg/kg), monitor LFTs closely with RIF x 2mos); GI intolerance. Rare: gout (rx w/ allopurinol and probenecid).
Toxicity
Low
Cost
Medium
Usual Adult Dosage
20-25mg/kg (max 2gm) PO qd. DOT regimen: 50-70mg/kg (max 3.5gm) PO 2x/week or 50-70mg/kg (max 2.5gm) PO 3x/week.
Form
tab, cap
Brand Name
Pyrazinamide , Rifater
Manufacturer
various(Rifater by Aventis)
STRUCTURAL DETAILS
Molecular Formula
C5H5N3O
Molecular Weight in g/mol
123.113
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
IUPAC Name
pyrazine-2-carboxamide
SMILES
C1=CN=C(C=N1)C(=O)N
InChI
1/C5H5N3O/c6-5(9)4-3-7-1-2-8-4/h1-3H,(H2,6,9)/f/h6H2

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