A DHFR inhibitor with antimicrobial activity
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Diaveridine

Item No. 29427

Technical Information
Formal Name
5-[(3,4-dimethoxyphenyl)methyl]-2,4-pyrimidinediamine
CAS Number
5355-16-8
Synonyms
  • NSC 408735
Molecular Formula
C13H16N4O2
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 5 mg/mlDMSO: 5 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: Partially soluble
SMILES
NC1=NC=C(CC2=CC=C(OC)C(OC)=C2)C(N)=N1
InChi Code
InChI=1S/C13H16N4O2/c1-18-10-4-3-8(6-11(10)19-2)5-9-7-16-13(15)17-12(9)14/h3-4,6-7H,5H2,1-2H3,(H4,14,15,16,17)
InChi Key
LDBTVAXGKYIFHO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Diaveridine is a dihydrofolate reductase (DHFR) inhibitor (Ki = 11.5 nM for the P. falciparum enzyme) with antimicrobial activity.1,2,3,4 It is active against P. vulgaris, S. aureus, and S. pyogenes in vitro (MICs = 4, 1, and 2 μg/ml, respectively).2 Diaveridine has anticoccidial activity when administered alone or in combination with sulfaquinoxaline.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sirichaiwat, C., Intraraudom, C., Kamchonwongpaisan, S., et alTarget guided synthesis of 5-benzyl-2,4-diamonopyrimidines: Their antimalarial activities and binding affinities to wild type and mutant dihydrofolate reductases from Plasmodium falciparum. J. Med. Chem. 47(2), 345-354 (2004).

    2. Roth, B., Falco, E.A., Hitchings, G.H., et al5-Benzyl-2,4-diaminopyrimidines as antibacterial agents. I. Synthesis and antibacterial activity in vitro. J. Med. Chem. 5(6), 1103-1123 (1962).

    3. Ryley, J.F., and Betts, M.J. Chemotherapy of chicken coccidiosis. Advances in Pharmacology 11, 221-293 (1973).

    4. Wang, J., Sun, F., Tang, S., et alAcute, mutagenicity, teratogenicity and subchronic oral toxicity studies of diaveridine in rodents. Environ. Toxicol. Pharmacol. 40(2), 660-670 (2015).