An H1 receptor antagonist and non-genotoxic carcinogen
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Methapyrilene (hydrochloride)

Item No. 33434

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1,N1-dimethyl-N2-2-pyridinyl-N2-(2-thienylmethyl)-1,2-ethanediamine, monohydrochloride
CAS Number
135-23-9
Molecular Formula
C14H19N3S • HCl
Formula Weight
297.8
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 1 mg/ml
λmax
241 nm
SMILES
CN(C)CCN(CC1=CC=CS1)C2=NC=CC=C2.Cl
InChi Code
InChI=1S/C14H19N3S.ClH/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14;/h3-8,11H,9-10,12H2,1-2H3;1H
InChi Key
BONORRGKLJBGRV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Methapyrilene is a histamine H1 receptor antagonist (Ki = 4.5 nM) and non-genotoxic carcinogen.1,2 Dietary administration of methapyrilene (0.1%) induces liver tumors in rats, with greater than 50% of rats incurring distant metastases.3 It decreases the acetylation of histone 3 lysine 9 (H3K9) and H3K56, as well as the di- and trimethylation of H3K4 and H4K20, respectively, in rat liver when administered at 40 mg/kg per day for six weeks.2 Methapyrilene also increases 4-hydroxy nonenal (4-NHE) protein adducts in rat liver. Formulations containing methapyrilene were previously used as sleep aids.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tran, V.T., Chang, R.S.L., and Snyder, S.H. Histamine H1 receptors identified in mammalian brain membranes with [3H]mepyramine. Proc. Natl. Acad. Sci. USA 75(12), 6290-6294 (1978).

    2. Shpyleva, S., Dreval, K., de Conti, A., et al. Editor’s highlight: Organ-specific epigenetic changes induced by the nongenotoxic liver carcinogen methapyrilene in fischer 344 rats. Toxicol. Sci. 156(1), 190-198 (2017).

    3. Lijinsky, W., Reuber, M.D., and Blackwell, B.N. Liver tumors induced in rats by oral administration of the antihistaminic methapyrilene hydrochloride. Science 209(4458), 817-819 (1980).