[2-(1H-imidazol-4-yl)ethyl](methyl)amine dihydrochloride

• ChemBase编号: 153845
• 分子式: C6H13Cl2N3
• 平均质量: 198.09352
• 单一同位素质量: 197.04865279
• SMILES: CNCCc1c[nH]cn1.Cl.Cl
• Canonical SMILES: CNCCc1nc[nH]c1.Cl.Cl
• InChI: 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
• InChIKey: AYUQICXJAMPXPF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [2-(1H-imidazol-4-yl)ethyl](methyl)amine dihydrochloride
• IUPAC传统名: [2-(1H-imidazol-4-yl)ethyl](methyl)amine dihydrochloride
• 别名: N-Methyl-1H-imidazole-4-ethanamine dihydrochloride; NAMH dihydrochloride; Nα-Methylhistamine dihydrochloride

登记号

• CAS号: 16503-22-3
• MDL号: MFCD00134838
• PubChem SID: 24724503; 162247984
• PubChem CID: 16078977

理论计算性质

• Acid pKa: 14.454073
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -4.064952
• LogD (pH = 7.4): -2.6713803
• Log P: -0.26839074
• 摩尔折射率: 36.438 cm^3
• 极化性: 14.113825 Å^3
• 极化表面积: 40.71 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >20 mg/mL
• 外观: white solid

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-37/38-41
• 安全公开号: 26-36/37/39
• GHS危险品标识: GHS05; GHS07
• GHS警示词: Danger
• GHS危险声明: H302-H315-H318-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: (The product is pure based on elemental analysis results, NMR and MS spectra.)
• Empirical Formula (Hill Notation): C6H11N3 · 2HCl

详细说明

Sigma Aldrich - H5914

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.