An HNMT inhibitor
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Metoprine

Item No. 43098

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-(3,4-dichlorophenyl)-6-methyl-2,4-pyrimidinediamine
CAS Number
7761-45-7
Synonyms
  • DDMP
  • NSC 7364
  • NSC 19494
Molecular Formula
C11H10Cl2N4
Formula Weight
269.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Slightly soluble: 0.1- 1 mg/ml
SMILES
NC1=NC(N)=NC(C)=C1C2=CC=C(Cl)C(Cl)=C2
InChi Code
InChI=1S/C11H10Cl2N4/c1-5-9(10(14)17-11(15)16-5)6-2-3-7(12)8(13)4-6/h2-4H,1H3,(H4,14,15,16,17)
InChi Key
VQJHOPSWBGJHQS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $109

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    25 mg

    $246

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    50 mg

    $355

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    100 mg

    $545

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    Product Description

    Metoprine is an inhibitor of histamine N-methyltransferase (HNMT; IC50 = 91 nM).1 It is also an inhibitor of dihydrofolate reductase (Dhfr; IC50s = 1, 1.6, and 60 µM for the chicken, rat, and T. equiperdum enzymes, respectively).2 Metoprine (10 mg/kg) increases the levels of histamine in mouse cerebral cortex, diencephalon, midbrain, and pons medulla.3 It decreases the duration of tonic and clonic convulsions in a mouse model of electroshock-induced seizures when administered at doses of 5 or 10 mg/kg. Metoprine (2 or 5 mg/kg) inhibits scopolamine-induced learning deficits in the passive avoidance test in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Horton, J.R., Sawada, K., Nishibori, M., et al. Structural basis for inhibition of histamine N-methyltransferase by diverse drugs. J. Mol. Biol. 353(2), 334-344 (2005).

    2. McCormack, J.J., and Jaffe, J.J. Dihydrofolate reductase from Trypanosoma equiperdum. II. Inhibition by 2,4-diaminopyrimidines and related heterocycles. J. Med. Chem. 12(4), 662-668 (1969).

    3. Yokoyama, H., Onodera, K., Maeyama, K., et al. Histamine levels and clonic convulsions of electrically-induced seizure in mice: the effects of α-fluoromethylhistidine and metoprine. Naunyn Schmiedebergs Arch. Pharmacol. 346(1), 40-45 (1992).

    4. Malmberg-Aiello, P., Ipponi, A., Bartolini, A., et al. Antiamnesic effect of metoprine and of selective histamine H1 receptor agonists in a modified mouse passive avoidance test. Neurosci. Lett. 288(1), 1-4 (2000).