A histamine H4 receptor agonist
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4-Methylhistamine (hydrochloride)

Item No. 23761

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-methyl-1H-imidazole-5-ethanamine, dihydrochloride
CAS Number
36376-47-3
Molecular Formula
C6H11N3 • 2HCl
Formula Weight
198.1
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 20 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
NCCC1=C(C)NC=N1.Cl.Cl
InChi Code
InChI=1S/C6H11N3.2ClH/c1-5-6(2-3-7)9-4-8-5;;/h4H,2-3,7H2,1H3,(H,8,9);2*1H
InChi Key
BVJIXYJOFWYOBL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    Cayman Chemical
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    Product Description

    4-Methylhistamine is a histamine H4 receptor agonist (Ki = 50 nM).1 It is >100-fold selective for H4 over other histamine receptors. 4-Methylhistamine inhibits CRE-β-galactosidase activity induced by forskolin (Item No. 11018) with an EC50 value of 39.8 nM in SK-N-MC cells transfected with the human H4 receptor. It induces a change in eosinophil shape (EC50 = 0.36 μM) and stimulates migration of murine bone marrow mast cells (EC50 = 12 μM), activities that can be inhibited by the histamine H4 antagonist JNJ-7777120 (Item No. 10011925). Intratracheal administration of 4-methylhistamine (10 μg/animal) reduces airway resistance and inflammation and increases the number of CD4+CD25+FoxP3+ regulatory T cells in a mouse model of allergic asthma.2 4-Methylhistamine also reduces epidermal hyperplasis, hyperkeratosis, and lymphocyte infiltration and increases the number of CD4+CD25+FoxP3+ regulatory T cells in a mouse model of psoriasis induced by imiquimod (Item No. 14956).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lim, H.D., van Rijn, R.M., Ling, P., et al. Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: Identification of 4-methylhistamine as the first potent and selective H4 receptor agonist. J. Pharmacol. Exp. Ther. 314(3), 1310-1321 (2005).

    2. Morgan, R.K., McAllister, B., Cross, L., et al. Histamine 4 receptor activation induces recruitment of FoxP3+ T cells and inhibits allergic asthma in a murine model. J. Immunol. 178(12), 8081-8089 (2007).

    3. Kim, C.H., Lee, J.M., Yoo, J.K., et al. Inhibitory effect of imiquimod-induced psoriasis-like skin inflammation in mice by histamine H4 receptor agonist 4-methylhistamine. Scand. J. Immunol. 83(6), 409-417 (2016).