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Pyrazinamide

SKU: orb1223474

Description

Pyrazinamide (Pyrazinoic acid amide) is an agent used to treat tuberculosis. M. tuberculosis has the enzyme pyrazinamidase which is only active in acidic conditions. Pyrazinamidase converts pyrazinamide (Pyrazinoic acid amide) to the active form, pyrazinoic acid which accumulates in the bacilli. Pyrazinoic acid inhibits the enzyme fatty acid synthase (FAS) I, which is required by the bacterium to synthesise fatty acids although this has been discounted.(In Vitro):Pyrazinamide exhibits remarkable activity in vivo activity, has no activity against growing Mycobacterium tuberculosis except at an acidic pH. In M. tuberculosis, acidic pH enhances the intracellular accumulation of pyrazinoic acid (POA), the active derivative of PZA.POA is thought to disrupt membrane energetics and inhibit membrane transport function at acid pH in Mycobacterium tuberculosis.

Research Area

Pharmacology & Drug Discovery

Images & Validation

Key Properties

CAS Number98-96-4
MW123.11
Purity>98% (HPLC)
FormulaC5H5N3O
SMILESO=C(C1=NC=CN=C1)N
TargetFatty Acid Synthase
SolubilityEthanol: 2 mg/mL (16.24 mM); Water: 12 mg/mL (97.47 mM); DMSO: 25 mg/mL (203.07 mM)

Bioactivity

In Vitro
Pyrazinamide exhibits remarkable activity in vivo activity, has no activity against growing Mycobacterium tuberculosis except at an acidic pH. In M. tuberculosis, acidic pH enhances the intracellular accumulation of pyrazinoic acid (POA), the active derivative of PZA. POA is thought to disrupt membrane energetics and inhibit membrane transport function at acid pH in Mycobacterium tuberculosis.

Storage & Handling

StorageStorage temperature: -20°C. Stability: ≥ 2 years
Expiration Date12 months from date of receipt.
DisclaimerFor research use only

Alternative Names

Aldinamide | a-Pyrazinamide | MK 56 | Pyrazinecarboxamide | Pyrazinoic Acid Amide | NSC 14911

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Pyrazinamide (orb1223474)

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