Pyrimethamine

SKU: orb1310237

Description

Pyrimethamine (Pirimecidan) is a competitive DHFR inhibitor employed as an antimalarial agent. It is widely used in parasitology and microbiology research for studying folate metabolism, both in vitro and in models of Plasmodium infection.

Research Area

Cell Biology, Infectious Disease & Virology, Metabolism Research, Molecular Biology

Key Properties

• CAS Number: 58-14-0
• MW: 248.71
• Purity: 99.74%
• Formula: C₁₂H₁₃ClN₄
• SMILES: C(C)C=1C(=C(N)N=C(N)N1)C2=CC=C(Cl)C=C2
• Target: DHFR,Antifolate,Parasite
• Solubility: 10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (8.04 mM);Ethanol:2.5 mg/mL (10.05 mM);DMSO:15.03 mg/mL (60.43 mM)

Bioactivity

• Target IC50:
  DHFR:15.4 nM
• In Vitro:
  Pyrimethamine has an IC50 of 5–13 μM for the Hex isozymes at pH 4.3. Pyrimethamine increases the enzyme activity and protein level of the α and β subunits of Hex A in the βR505Q/Δ16kb cell line. Pyrimethamine-sulfadoxine is an inhibitor of dihydrofolate reductase(DHFR) that has been widely used to treat chloroquine-resistant Plasmodium falciparum malaria. Pyrimethamine is a potent inhibitor of mouse (m)Mate1 (K(i) = 145 nM) among renal organic cation transporters mOctn1 and mOctn2 (K(i) > 30 mM), mOct1 (K(i) = 3.6 mM), and mOct2 (K(i) = 6.0 mM). Pyrimethamine inhibits the uptake of metformin by kidney brush-border membrane vesicles (BBMVs) (K(i) = 41 nM) and canalicular membrane vesicles in the presence of outward gradient of H+. Pyrimethamine treatment significantly increases the kidney-to-plasma ratio of tetraethylammonium, and both the liver- and kidney-to-plasma ratios of metformin in mice, whereas it does not affect their plasma concentrations and urinary excretion rates. Pyrimethamine is a potent inhibitor of human (h)MATE1 and hMATE2-K (K(i) = 77 and 46 nM, respectively) and H+ and organic cation exchanger in human kidney BBMVs (K(i) = 31 nM) in the presence of outward gradient of H+.

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Pyrimethamine, Pirimecidan, Pirimetamin, RP 4753, RP4753, RP-4753, inhibit, nucleoprotein metabolism, Parasite, parasites, folic–folinic acid systems, Inhibitor, antimalarial, Antifolate, DHFR, cell division

Compound Identifiers

PubChem CID

4993