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Key Documents

H5914

Sigma-Aldrich

Nα-Methylhistamine dihydrochloride

solid

Sinonimo/i:

N-Methyl-1H-imidazole-4-ethanamine dihydrochloride, NAMH dihydrochloride

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About This Item

Formula empirica (notazione di Hill):
C6H11N3 · 2HCl
Numero CAS:
Peso molecolare:
198.09
Numero MDL:
Codice UNSPSC:
12352116
ID PubChem:
NACRES:
NA.77

Forma fisica

solid

Colore

white

Solubilità

H2O: >20 mg/mL

Temperatura di conservazione

2-8°C

Stringa SMILE

Cl[H].Cl[H].CNCCc1c[nH]cn1

InChI

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

Azioni biochim/fisiol

Nα-Methylhistamine dihydrochloride helps in removing or decreasing the headache in migraine prophylaxis. It is highly effective than histamine in inducing cyclic adenosine 3′,5′-monophosphate (cAMP) synthesis.
Production of N-alpha-methyl-histamine (NAMH), a histamine H(3) receptor (H3R) agonist, is promoted in Helicobacter pylori infected human gastric mucosa. NAMH acts directly on histamine H(2) receptors (H2Rs) in animals to stimulate acid secretion and to be a H2R agonist. NAMH dose dependently stimulated cAMP productions in CHO-H2R cells. This production was inhibited by famotidine but not by thioperamide. Control CHO cells were unresponsive to either histamine or NAMH. In addition, the effect of NAMH, in terms of cAMP production in CHO-H2R cells, was more potent than that of histamine-that is, with a lower EC50 concentration and higher maximal cAMP production. Both NAMH and histamine, but not R-alpha-methyl-histamine, effectively inhibited [(3)H] tiotidine binding to CHO-H2R cells. These results confirm that NAMH, which is produced in the gastric mucosa by H pylori, is a potent H2R agonist as well as a H3R agonist.

Caratteristiche e vantaggi

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Qualità

The product is pure based on elemental analysis results, NMR and MS spectra.

Pittogrammi

CorrosionExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

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Visita l’Archivio dei documenti

N alpha methyl histamine versus propranolol in migraine prophylaxis
Millan GRO, et al.
The Canadian Journal of Neurological Sciences, 41(2), 233-238 (2014)
Effects of N-alpha-methyl-histamine on human H2 receptors expressed in CHO cells
Saitoh T, et al.
Gut, 50(6), 786-789 (2002)

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