A histamine H1 receptor inverse agonist
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Mepyramine (maleate)

Item No. 20978

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1-[(4-methoxyphenyl)methyl]-N2,N2-dimethyl-N1-2-pyridinyl-1,2-ethanediamine, 2Z-butenedioate
CAS Number
59-33-6
Synonyms
  • NSC 3604
  • Pyrilamine
Molecular Formula
C17H23N3O • C4H4O4
Formula Weight
401.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
245, 306 nm
SMILES
COC(C=C1)=CC=C1CN(CCN(C)C)C2=NC=CC=C2.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C17H23N3O.C4H4O4/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15;5-3(6)1-2-4(7)8/h4-11H,12-14H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
InChi Key
JXYWFNAQESKDNC-BTJKTKAUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 g

    $36

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    5 g

    $70

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    10 g

    $103

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    Product Description

    Mepyramine is a first generation antihistamine that acts as an inverse agonist at the histamine H1 receptor. It is reported to bind with high affinity to a Gq/11 protein-coupled form of the receptor and to promote a G protein-coupled inactive state of the H1 receptor that interferes with the Gq/11-mediated signaling of the endogenously expressed receptor, as well as to reduce G protein availability for other non-related receptors associated with this signaling pathway.1 Mepyramine has been shown to inhibit histamine-induced inositol phosphate production with a log EC50 value of -7.94.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fitzsimons, C.P., Monczor, F., Fernández, N., et al. Mepyramine, a histamine H1 receptor inverse agonist, binds preferentially to a G protein-coupled form of the receptor and sequesters G protein. The Journal of Biological Chemisty 279(33), 34431-34439 (2004).