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H5914

Nα-Methylhistamine dihydrochloride

solid

Synonym(s):

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

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Size/SKUAvailabilityPrice
10 mg

Available to ship TODAYfromMILWAUKEE

$189.00

About This Item

Empirical Formula (Hill Notation):
C6H11N3 · 2HCl
CAS Number:
16503-22-3
Molecular Weight:
198.09
NACRES:
NA.77
PubChem Substance ID:
24724503
UNSPSC Code:
12352116
MDL number:
MFCD00134838
Form:
solid

$189.00

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form

solid

Quality Segment

color

white

solubility

H2O: >20 mg/mL

storage temp.

2-8°C

SMILES string

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

InChI key

AYUQICXJAMPXPF-UHFFFAOYSA-N

Biochem/physiol Actions

NAMH, which is produced in the gastric mucosa by H. pylori, is a potent H2R agonist as well as a H3R agonist.
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.
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.

Features and Benefits

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.

Analysis Note

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

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This Item
M4910H128M7780
Nα-Methylhistamine dihydrochloride solid

Sigma-Aldrich

H5914

Nα-Methylhistamine dihydrochloride

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

Sigma-Aldrich

M4910

1-Methylhistamine dihydrochloride

(R)(−)-α-Methylhistamine dihydrochloride solid, ≥98% (HPLC)

Sigma-Aldrich

H128

(R)(−)-α-Methylhistamine dihydrochloride

3-Methylhistamine dihydrochloride analytical standard

Supelco

M7780

3-Methylhistamine dihydrochloride

description

solid

description

≥98% (TLC), powder

description

solid, ≥98% (HPLC)

description

analytical standard

form

solid

form

powder

form

solid

form

-

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

solubility

H2O: >20 mg/mL

solubility

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

solubility

H2O: soluble

solubility

-

color

white

color

-

color

white to off-white

color

-

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

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