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Merck

H5914

Sigma-Aldrich

Nα-甲基组胺 二盐酸盐

solid

别名:

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

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About This Item

经验公式(希尔记法):
C6H11N3 · 2HCl
CAS号:
分子量:
198.09
MDL號碼:
分類程式碼代碼:
12352116
PubChem物質ID:
NACRES:
NA.77

形狀

solid

顏色

white

溶解度

H2O: >20 mg/mL

儲存溫度

2-8°C

SMILES 字串

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 密鑰

AYUQICXJAMPXPF-UHFFFAOYSA-N

生化/生理作用

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.

特點和優勢

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.

品質

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

象形圖

CorrosionExclamation mark

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


分析证书(COA)

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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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