A biogenic amine
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Histamine

Item No. 33828

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1H-imidazole-5-ethanamine
CAS Number
51-45-6
Synonyms
  • NSC 33792
Molecular Formula
C5H9N3
Formula Weight
111.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 20 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
NCCC1=CN=CN1
InChi Code
InChI=1S/C5H9N3/c6-2-1-5-3-7-4-8-5/h3-4H,1-2,6H2,(H,7,8)
InChi Key
NTYJJOPFIAHURM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $80

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    5 g

    $297

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    10 g

    $555

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    25 g

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    Cayman Chemical
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    Product Description

    Histamine is a biogenic amine.1,2,3 It is produced from histidine in basophils, mast cells, gastric enterochromaffin-like (ECL) cells, and histaminergic neurons by histidine decarboxylase (HDC). Histamine activates the G protein-coupled histamine H1-4 receptors to regulate allergic and inflammatory responses, gastric acid secretion, arousal, cognition, and immune cell chemotaxis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kovacova-Hanuskova, E., Buday, T., Gavliakova, S., et al. Histamine, histamine intoxication and intolerance. Allergol. Immunopathol. (Madr) 43(5), 498-506 (2015).

    2. Moriguchi, T., and Takai, J. Histamine and histidine decarboxylase: Immunomodulatory functions and regulatory mechanisms. Genes Cells 25(7), 443-449 (2020).

    3. Lieberman, P. The basics of histamine biology. Ann. Allergy Asthma Immunol. 106(2 Suppl), S2-S5 (2011).

    Product Citations

    Lewis, V., Bonniwell, E.M., Lanham, J.K., et al. A non-hallucinogenic LSD analog with therapeutic potential for mood disorders. Cell Rep. 42(3), 112203 (2023).

    Varalda, M., Antona, A., Bettio, V., et al. Psychotropic drugs show anticancer activity by disrupting mitochondrial and lysosomal function. Front. Oncol. 10, 562196 (2020).