著者
大下 敏隆 安藤 皓章
出版者
公益社団法人 日本薬学会
雑誌
衛生化学 (ISSN:0013273X)
巻号頁・発行日
vol.38, no.6, pp.571-580, 1992-12-31 (Released:2008-05-30)
参考文献数
21
被引用文献数
3 3

In Japan, several phenethylamine derivatives such as mescaline and 3, 4-methylenedioxyamphetamine, which are hallucinogens were appointed to narcotics in 1989 and 1990. Reference standards of phenethylamine derivatives are required for their forensic chemical analyses. Present study was intended to synthesize phenethylamine derivatives from benzaldehyde derivatives by a novel route improving the yield. Five narcotic phenethylamine derivatives, mescaline hydrochloride, p-methoxyamphetamine hydrochloride (PMA), 3, 4-methylenedioxyamphetamine hydrochloride (MDA), 2, 5-dimethoxyamphetamine hydrochloride (DMA), 3, 4, 5-trimethoxyamphetamine hydrochloride (TMA) and their β-hydroxy derivatives that can be their raw materials were obtained. The methods were as follows 1) Nitroalcohols were obtained by a condensation of nitroalkane and benzaldehydes using sodium methoxide as a catalyst. 2) The nitroalcohols were acetylated with acetic anhydride. 3) The acetyl derivatives were converted into nitro-olefins by elimination of acetic acid. 4) Phenethylamine derivatives were synthesized from nitro-olefins by catalytic reduction using palladium on carbon in an autoclave. 5) In the same way, β-hydroxyphenethylamine derivatives were synthesized from nitroalcohols.
著者
大下 敏隆 山口 明子 服藤 恵三
出版者
公益社団法人 日本薬学会
雑誌
衛生化学 (ISSN:0013273X)
巻号頁・発行日
vol.41, no.1, pp.77-84, 1995-02-28 (Released:2008-05-30)
参考文献数
30
被引用文献数
1

The analytical method for N-ethyl-3, 4-methylenedioxyamphetamine (EMDA), one of the hallucinogenic phenethylamine derivatives newly controlled in Japan, was investigated in several aspects of forensic chemical analysis. The standard EMDA was synthesized from piperonylmethylketone. We analyzed EMDA, its related compounds (3, 4-methylenedioxymethamphetamine (MDMA), 3, 4-methylenedioxyamphetamine (MDA) and ethylamphetamine (EA)) and a seized sample containing EMDA, methamphetamine and caffeine using color test, thin-layer chromatography (TLC), infrared spectrometry (IR), gas chromatography (GC) and gas chromatographymass spectrometry (GC-MS). Under the analytical conditions described here, we succeeded in complete separation and identification of these drugs. It may also be possible to apply our method for the intake of drug abuse such as EMDA.