ホルデニン 化学特性,用途語,生産方法
外観
白色～ほとんど白色粉末～結晶
解説
4-[2-(dimethylamino)ethyl]phenol．C10H15NO(165.23)．ホルデニン, アンハリンともいう．チラミンのN-ジメチル体．大麦の麦芽やサボテン科Anhalonium属植物，ビールなどに含まれている．フェネチルアルコールや4-(2-ヒドロキシエチル)アニソールから合成される．融点118 ℃，沸点173 ℃(1.46 kPa)．140～150 ℃ で昇華する．エタノール，クロロホルム，エーテルに易溶，水，ベンゼンに難溶．交感神経興奮薬に用いられる．森北出版「化学辞典（第2版）
説明
Hordenine (Item No. 21626) is a naturally occurring alkaloid found in a variety of plants, most commonly germinated barley (
Hordeum species) from which the name is derived, and is structurally classified as a phenethylamine. It is biosynthesized by the step-wise double methylation of tyramine . Hordenine binds to and activates the dopamine D
2 receptor (K
i = 13 μM) but antagonizes D
2 receptor β-arrestin recruitment. It inhibits tyrosinase activity and expression at concentrations ≥ 50 μM resulting in reduced melanin accumulation in human melanocytes. Hordenine is present in significant amounts in beer and can be measured in serum in the free form, for up to 2 hours, and the glucuronidated form, for up to 6 hours, after beer consumption. This product is intended for research and forensic applications.
化学的特性
Light yellow solid
使用
Hordenine is suitable to study the effect of reed canary grass alkoloids on in vito digestibility. It is also suitable for use as a standard to identify endogenous hordenine in ungerminated and germinated barley by HPLC/diode array detection analysis. Hordenine may be used as an analytical reference material and in research on the activities of phenethylamine type alkaloids.
純化方法
Crystallise Hordenine from EtOH or H2O and sublime it at 105o/5mm. The 4,4’-dichlorodiphenyl disulfimide salt has m 145-146o (from Me2CO/H2O) [Runge et al. Chem Ber 88 50 1955]. [Beilstein 13 H 626, 13 I 236, 13 II 356, 13 III 1640, 13 IV 1790.]
ホルデニン 上流と下流の製品情報
原材料
準備製品