A thiamine analog
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Pyrithiamine (hydrobromide)

Item No. 19526

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-3-(2-hydroxyethyl)-2-methyl-pyridinium, bromide, monohydrobromide
CAS Number
534-64-5
Molecular Formula
C14H19N4O • HBr • Br
Formula Weight
420.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 5 mg/ml
λmax
239, 273 nm
SMILES
CC1=[N+](CC2=C(N)N=C(C)N=C2)C=CC=C1CCO.[Br-].Br
InChi Code
InChI=1S/C14H19N4O.2BrH/c1-10-12(5-7-19)4-3-6-18(10)9-13-8-16-11(2)17-14(13)15;;/h3-4,6,8,19H,5,7,9H2,1-2H3,(H2,15,16,17);2*1H/q+1;;/p-1
InChi Key
DMVBWVASDWGFNH-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $44

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    1 mg

    $84

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    5 mg

    $220

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    Product Description

    Pyrithiamine is the pyridine analog of thiamine that prevents growth of organisms that require intact thiamine.1 It inhibits the growth of bacterial and fungal species at a pyrithiamine:thiamine ratio of 10:1 in growth media and induces symptoms of thiamine deficiency in mice at a dietary ratio of 3:1. These effects are reversible with addition of sufficient thiamine in all species. Pyrithiamine inhibits the formation of cocarboxylase from thiamine in chicken blood in a dose-dependent manner.2 It has been used to induce thiamine deficiency in various disease models, including rat models of alcoholism and diencephalic amnesia, to study the effects of thiamine deficiency on disease pathology.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Woolley, D.W., and White, A.G.C. Selective reversible inhibition of microbial growth with pyrithiamine. J. Exp. Med. 78(6), 489-497 (1943).

    2. Woolley, D.W. An enzymatic study of the mode of action of pyrithiamine (neopyrithiamine). The Journal of Biological Chemisty 191(1), 43-54 (1951).

    3. Vetreno, R.P., Anzalone, S.J., and Savage, L.M. Impaired, spared, and enhanced ACh efflux across the hippocampus and striatum in diencephalic amnesia is dependent on task demands. Neurobiol. Learn Mem. 90(1), 237-244 (2008).

    4. Zahr, N.M., Sullivan, E.V., Rohlfing, T., et al. Concomitants of alcoholism: Differential effects of thiamine deficiency, liver damage, and food deprivation on the rat brain in vivo. Psychopharmacology (Berl) 233(14), 2675-2686 (2016).