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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

Product Name

1-Methylhistamine dihydrochloride, ≥98% (TLC), powder

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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000363725
0000363724
0000209966
0000112773
0000363724

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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
A Burban et al.
The Journal of pharmacology and experimental therapeutics, 332(3), 912-921 (2009-12-17)
Histamine potentiates activation of native and recombinant N-methyl-d-aspartate receptors (NMDARs), but its mechanisms of action and physiological functions in the brain remain controversial. Using four different models, we have further investigated the histamine-induced potentiation of various NMDAR-mediated responses. In single
R M Eglen et al.
British journal of pharmacology, 99(4), 637-642 (1990-04-01)
1. The antagonistic actions of parafluorohexahydrosiladiphenidol (pFHHSiD) at muscarinic receptors has been studied in cardiac muscle, smooth muscle and cell culture preparations. In this paper, the classification scheme of Doods et al. (1987) is employed. This scheme is based upon
Standardised evaluation of urinary excretion of N-tele-methylhistamine in different periods of age in a healthy population.
S Winterkamp et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 52 Suppl 1, S57-S58 (2003-05-21)
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
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