Nα-Methylhistamine dihydrochloride
SIGMA/H5914 - solid
Synonym: N-
CAS Number: 16503-22-3
Empirical Formula (Hill Notation): C6H11N3 · 2HCl
Molecular Weight: 198.09
MDL Number: MFCD00134838
Linear Formula: C6H11N3 · 2HCl
Product Type: Chemical
| color | white |
| form | solid |
| InChI | 1S/C6H11N3.2ClH/c1-7-3-2- |
| InChI key | AYUQICXJAMPXPF-UHFFFAOYSA |
| Quality Level | 100  |
| SMILES string | Cl[H].Cl[H].CNCCc1c[nH]cn |
| solubility | H2O: >20 mg/mL |
| storage temp. | 2-8°C |
| Analysis Note: | The product is pure based on elemental analysis results, NMR and MS spectra. |
| 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. |
| Biochem/physiol Actions: | 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. |
| Biochem/physiol Actions: | 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. |
| 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 . |
| Packaging: | 10, 50 mg in glass bottle |
| Symbol |   GHS05,GHS07 |
| Signal word | Danger |
| Hazard statements | H302 - H315 - H318 - H335 |
| Precautionary statements | P280 - P301 + P312 + P330 - P302 + P352 - P305 + P351 + P338 + P310 |
| Hazard Codes | Xn |
| Risk Statements | 22-37/38-41 |
| Safety Statements | 26-36/37/39 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352116 |