Pyrimethamine

For research use only. Not for therapeutic Use.

  • CAT Number: A000474
  • CAS Number: 58-14-0
  • Molecular Formula: C12H13ClN4
  • Molecular Weight: 248.70
  • Purity: ≥95%
Inquiry Now

Pyrimethamine(Cat No.:A000474)is an antiparasitic drug primarily used to treat malaria and toxoplasmosis. It works by inhibiting dihydrofolate reductase, an enzyme essential for the synthesis of folic acid in parasites, thereby disrupting DNA synthesis and cell division. Pyrimethamine is often used in combination with sulfonamides to enhance its effectiveness against Plasmodium species, the causative agents of malaria, and Toxoplasma gondii, responsible for toxoplasmosis. Its ability to selectively target parasitic enzymes makes it a valuable tool in parasitology and a critical drug in treating parasitic infections.


Catalog Number A000474
CAS Number 58-14-0
Synonyms

58-14-0; Daraprim; Chloridine; 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine; Chloridin

Molecular Formula C12H13ClN4
Purity ≥95%
Target Anti-infection
Solubility Soluble in DMSO > 10 mM
Storage -20°C
IUPAC Name 5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine
InChI InChI=1S/C12H13ClN4/c1-2-9-10(11(14)17-12(15)16-9)7-3-5-8(13)6-4-7/h3-6H,2H2,1H3,(H4,14,15,16,17)
InChIKey WKSAUQYGYAYLPV-UHFFFAOYSA-N
SMILES CCC1=C(C(=NC(=N1)N)N)C2=CC=C(C=C2)Cl
Reference

1: Salman S, Davis TME. Regarding /Lactation Status and Studies of Pyrimethamine
Pharmacokinetics in Pregnancy/. CPT Pharmacometrics Syst Pharmacol. 2017 Oct 24.
doi: 10.1002/psp4.12257. [Epub ahead of print] PubMed PMID: 29064165.
<br>

2: de Kock M, Tarning J, Barnes KI, Denti P. Response to /Lactation Status and
Studies of Pyrimethamine Pharmacokinetics in Pregnancy/. CPT Pharmacometrics Syst
Pharmacol. 2017 Oct 20. doi: 10.1002/psp4.12256. [Epub ahead of print] PubMed
PMID: 29052341.
<br>

3: Elsby R, Chidlaw S, Outteridge S, Pickering S, Radcliffe A, Sullivan R, Jones
H, Butler P. Mechanistic in vitro studies confirm that inhibition of the renal
apical efflux transporter multidrug and toxin extrusion (MATE) 1, and not altered
absorption, underlies the increased metformin exposure observed in clinical
interactions with cimetidine, trimethoprim or pyrimethamine. Pharmacol Res
Perspect. 2017 Oct;5(5). doi: 10.1002/prp2.357. PubMed PMID: 28971610; PubMed
Central PMCID: PMC5625161.
<br>

4: Ben-Harari RR, Goodwin E, Casoy J. Adverse Event Profile of
Pyrimethamine-Based Therapy in Toxoplasmosis: A Systematic Review. Drugs R D.
2017 Sep 6. doi: 10.1007/s40268-017-0206-8. [Epub ahead of print] Review. PubMed
PMID: 28879584.
<br>

5: Khan MW, Saadalla A, Ewida AH, Al-Katranji K, Al-Saoudi G, Giaccone ZT,
Gounari F, Zhang M, Frank DA, Khazaie K. The STAT3 inhibitor pyrimethamine
displays anti-cancer and immune stimulatory effects in murine models of breast
cancer. Cancer Immunol Immunother. 2017 Sep 5. doi: 10.1007/s00262-017-2057-0.
[Epub ahead of print] PubMed PMID: 28875329.
<br>

6: Owusu-Boateng I, Anto F. Intermittent preventive treatment of malaria in
pregnancy: a cross-sectional survey to assess uptake of the new
sulfadoxine-pyrimethamine five dose policy in Ghana. Malar J. 2017 Aug
10;16(1):323. doi: 10.1186/s12936-017-1969-7. PubMed PMID: 28797296; PubMed
Central PMCID: PMC5553599.
<br>

7: Okell LC, Griffin JT, Roper C. Mapping sulphadoxine-pyrimethamine-resistant
Plasmodium falciparum malaria in infected humans and in parasite populations in
Africa. Sci Rep. 2017 Aug 7;7(1):7389. doi: 10.1038/s41598-017-06708-9. PubMed
PMID: 28785011; PubMed Central PMCID: PMC5547055.
<br>

8: Abugri DA, Witola WH, Russell AE, Troy RM. In vitro activity of the
interaction between taxifolin (dihydroquercetin) and pyrimethamine against
Toxoplasma gondii. Chem Biol Drug Des. 2017 Jul 11. doi: 10.1111/cbdd.13070.
[Epub ahead of print] PubMed PMID: 28696589.

<br>
9: Sharma A, Jaiswal S, Shukla M, Lal J. Effect of arteether and pyrimethamine
coadministration on the pharmacokinetic and pharmacodynamic profile of
ormeloxifene. Naunyn Schmiedebergs Arch Pharmacol. 2017 Jul 8. doi:
10.1007/s00210-017-1401-4. [Epub ahead of print] PubMed PMID: 28689253.

<br>
10: Chhonker YS, Bhosale VV, Sonkar SK, Chandasana H, Kumar D, Vaish S, Choudhary
SC, Bhadhuria S, Sharma S, Singh RK, Jain GK, Vaish AK, Gaur SPS, Bhatta RS.
Assessment of Clinical Pharmacokinetic Drug-Drug Interaction of Antimalarial
Drugs α/β-Arteether and Sulfadoxine-Pyrimethamine. Antimicrob Agents Chemother.
2017 Aug 24;61(9). pii: e02177-16. doi: 10.1128/AAC.02177-16. Print 2017 Sep.
PubMed PMID: 28674061; PubMed Central PMCID: PMC5571326.

Request a Quote