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M4910

Sigma-Aldrich

1-Methylhistamine dihydrochloride

≥98% (TLC), powder

Synonym(s):

1-Methyl-4-(β-aminoethyl)imidazole dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H11N3 · 2HCl
CAS Number:
6481-48-7
Molecular Weight:
198.09
MDL number:
MFCD00037000
UNSPSC Code:
12352204
PubChem Substance ID:
24277805
NACRES:
NA.32

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

water: 49.00-51.00 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

Cl[H].Cl[H].Cn1cnc(CCN)c1

InChI

1S/C6H11N3.2ClH/c1-9-4-6(2-3-7)8-5-9;;/h4-5H,2-3,7H2,1H3;2*1H

InChI key

AGXVEALMQHTMSW-UHFFFAOYSA-N

Gene Information

human ... HRH1(3269) , HRH2(3274) , HRH3(11255) , HRH4(59340)

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Application

1-Methylhistamine dihydrochloride has been used as a standard in the evaluation of histamine levels in aqueous humor of glaucoma patients by liquid chromatography. It has also been used as a substrate to determine amine oxidase activity.

Biochem/physiol Actions

1-Methylhistamine is present in the brain and is a metabolite of histamine that is metabolized by histamine N-methyltransferase. It acts as a biomarker for histaminergic system activity in the cerebrospinal fluid of patients suffering from Alzheimer′s disease (AD), hypersomnia, and other neurological conditions.
Major metabolite of histamine by histamine N-methyltransferase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y Hashimoto et al.
Acta anaesthesiologica Scandinavica, 42(7), 858-863 (1998-08-12)
Histamine is most densely distributed in the hypothalamus and has an important effect on consciousness or wakefulness. It has been little considered whether general anesthetics could exert their effects on hypothalamic histamine metabolism. The present study was conducted to investigate
Koro Gotoh et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 19(9), 1131-1133 (2005-05-17)
Glucagon-like peptide-1 (GLP-1), corticotropin-releasing hormone (CRH), and hypothalamic neuronal histamine suppress food intake, a target of leptin action in the brain. This study examined the interactions of GLP-1, CRH, and histamine downstream from the leptin-signaling pathway in regulating feeding behavior.
Mouhammad Motawaj et al.
Journal of Alzheimer's disease : JAD, 22(3), 861-871 (2010-09-23)
Neuropathological studies have reported a strong neurofibrillary degeneration of the tuberomamillary nucleus, the region of origin of histamine neurons, in Alzheimer's disease (AD). Histaminergic neurons enhance cognition and memory, suggesting that their degeneration may contribute to the cognitive decline of
F Gbahou et al.
The Journal of pharmacology and experimental therapeutics, 334(3), 945-954 (2010-06-10)
We previously suggested that therapeutic effects of betahistine in vestibular disorders result from its antagonist properties at histamine H(3) receptors (H(3)Rs). However, H(3)Rs exhibit constitutive activity, and most H(3)R antagonists act as inverse agonists. Here, we have investigated the effects
Yves Dauvilliers et al.
Sleep, 35(10), 1359-1366 (2012-10-02)
To determine the activity of cerebral histaminergic system evaluated by CSF levels of histamine (HA) and tele-methylhistamine (t-MHA), its major metabolite, and their relationships with hypocretin-1 levels in a large population of patients with hypersomnia and neurological conditions. sensitive liquid
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