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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

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
Inability to replicate cerebrospinal fluid histamine deficits in the primary hypersomnias: a back to the drawing board moment.
David B Rye
Sleep, 35(10), 1315-1317 (2012-10-02)
M Motawaj et al.
The Journal of pharmacology and experimental therapeutics, 336(2), 479-487 (2010-11-09)
We previously reported that some N-methyl-D-aspartate (NMDA)-receptor antagonists enhanced histamine neuron activity in rodents. Here, we have investigated the effects of memantine, an NMDA-receptor antagonist used for the treatment of Alzheimer's disease, on histaminergic neurotransmission. In vitro, memantine antagonized native
Yasuhisa Miyamoto et al.
Analytical biochemistry, 334(1), 89-96 (2004-10-07)
An improved high-performance liquid chromatography (HPLC) method was developed for simultaneous analysis of histamine (HA) and tele-methylhistamine (tele-MHA) levels in mouse and rat brain. The method consists of a solid-phase extraction (SPE) and subsequent HPLC with postcolumn derivatization of the
Nadia Pelloux-Léon et al.
Journal of medicinal chemistry, 47(12), 3264-3274 (2004-05-28)
4-(3-Aryloxypropyl)-1H-imidazoles, which possess a meta-positioned substituent in the aryl ring, have been synthesized and tested for activity at histamine H(3) receptors. The compounds having a CN, Me, or Br substituent were found to be antagonists, whereas CF(3), Et, i-Pr, t-Bu
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