H5914

N^α-Methylhistamine dihydrochloride

solid

• 別名: N-Methyl-1H-imidazole-4-ethanamine dihydrochloride, NAMH dihydrochloride
• 実験式（ヒル表記法）: C₆H₁₁N₃ · 2HCl
• CAS番号: 16503-22-3
• 分子量: 198.09
• MDL番号: MFCD00134838
• UNSPSCコード: 12352116
• PubChem Substance ID: 24724503
• NACRES: NA.77

特性

• フォーム: solid
• 色: white
• 溶解性: H₂O: >20 mg/mL
• 保管温度: 2-8°C
• SMILES記法: 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

詳細

生物化学的／生理学的作用

ピロリ菌によって胃粘膜に生成されるNAMHはH2Rの強力なアゴニストであり、H3Rのアゴニストでもあります。

Nα-Methylhistamine dihydrochloride helps in removing or decreasing the headache in migraine prophylaxis.[1] It is highly effective than histamine in inducing cyclic adenosine 3′,5′-monophosphate (cAMP) synthesis.[2]

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.

特徴および利点

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.

アナリシスノート

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

安全性情報

• ピクトグラム: GHS05,GHS07
• シグナルワード: Danger
• 危険有害性情報: H302,H315,H318,H335
• 注意書き: P280 - P301 + P312 + P330 - P302 + P352 - P305 + P351 + P338 + P310
• 危険有害性の分類: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• ターゲットの組織: Respiratory system
• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable
• 個人用保護具 (PPE): dust mask type N95 (US), Eyeshields, Gloves