A stable metabolite of histamine
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Parent Compound(s)
33828Histamine
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1-Methyl-4-imidazoleacetic Acid (hydrochloride)

Item No. 18815

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-methyl-1H-imidazole-4-acetic acid, monohydrochloride
CAS Number
35454-39-8
Synonyms
  • Methylimidazoleacetic Acid
  • MIMA
  • MIAA
Molecular Formula
C6H8N2O2 • HCl
Formula Weight
176.6
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 10 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
214 nm
SMILES
O=C(O)CC1=CN(C)C=N1.Cl
InChi Code
InChI=1S/C6H8N2O2.ClH/c1-8-3-5(7-4-8)2-6(9)10;/h3-4H,2H2,1H3,(H,9,10);1H
InChi Key
XVLSBASXRIOQRZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Cayman Chemical
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    Product Description

    1-Methyl-4-imidazoleacetic acid (MIMA) is a stable metabolite of histamine that is produced by the oxidation of the primary metabolite, N-methylhistamine.1,2 Urinary levels of MIMA are commonly measured to evaluate histamine secretion, particularly in the context of systemic mastocytosis.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lindell, S.E., and Schayer, R.W. Metabolism of injected [14C] histamine in the kidney of the dog. Br. J. Pharmacol. Chemother. 13(1), 52-53 (1958).

    2. Kerr, J.W. Identification of histamine metabolite 1-methyl, 4-imidazole acetic acid in human urine and its absense in status asthmaticus. Br. Med. J. 2(5409), 606-608 (1964).

    3. van Doormaal, J.J., van der Veer, E., van Voorst Vader, P.C., et al. Tryptase and histamine metabolites as diagnostic indicators of indolent systemic mastocytosis without skin lesions. Allergy 67(5), 683-690 (2012).

    4. Vos, B.J., van der Veer, E., van Voorst Vader, P.C., et al. Diminished reliability of tryptase as risk indicator of mastocytosis in older overweight subjects. J. Allergy Clin. Immunol. 135(3), 792-798 (2015).

    5. Tsolakis, A.V., Grimelius, L., Granerus, G., et al. Histidine decarboxylase and urinary methylimidazoleacetic acid in gastric neuroendocrine cells and tumours. World J. Gastroenterol. 21(47), 13240-13249 (2015).