M3386
1-Methylhistamine dihydrochloride
Synonym(s):
1-Methyl-4-(β-aminoethyl)imidazole dihydrochloride
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About This Item
Empirical Formula (Hill Notation):
C6H11N3 · 2HCl
CAS Number:
Molecular Weight:
198.09
UNSPSC Code:
12352204
PubChem Substance ID:
MDL number:
InChI
1S/C6H11N3.2ClH/c1-9-4-6(2-3-7)8-5-9;;/h4-5H,2-3,7H2,1H3;2*1H
SMILES string
Cl[H].Cl[H].Cn1cnc(CCN)c1
InChI key
AGXVEALMQHTMSW-UHFFFAOYSA-N
storage temp.
2-8°C
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Biochem/physiol Actions
Major metabolite of histamine by histamine N-methyltransferase.
Other Notes
Similar to M 4910, but prepared for Sigma.
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
X Ligneau et al.
The Journal of pharmacology and experimental therapeutics, 320(1), 365-375 (2006-09-29)
Histamine H3 receptor inverse agonists are known to enhance the activity of histaminergic neurons in brain and thereby promote vigilance and cognition. 1-{3-[3-(4-Chlorophenyl)propoxy]propyl}piperidine, hydrochloride (BF2.649) is a novel, potent, and selective nonimidazole inverse agonist at the recombinant human H3 receptor.
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
Alcoholics show altered histaminergic neurotransmission in several cortical areas--preliminary report.
K Alakärppä et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 52 Suppl 1, S37-S38 (2003-05-21)
Raphaël Faucard et al.
Journal of neurochemistry, 98(5), 1487-1496 (2006-08-23)
The modulation of histamine neuron activity by various non-competitive NMDA-receptor antagonists was evaluated by changes in tele-methylhistamine (t-MeHA) levels and histidine decarboxylase (hdc) mRNA expression induced in rodent brain. The NMDA open-channel blockers phencyclidine (PCP) and MK-801 enhanced t-MeHA levels
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