翻訳と辞書 ・ 3,4-dichloroaniline N-malonyltransferase ・ 3,4-Dichlorobicyclo(3.2.1)oct-2-ene ・ 3,4-Dichloromethylphenidate ・ 3,4-Dichlorphenylisocyanate ・ 3,4-dihydroxy-2-butanone-4-phosphate synthase ・ 3,4-dihydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione 4,5-dioxygenase ・ 3,4-Dihydroxymandelic acid ・ 3,4-Dihydroxyphenylacetaldehyde ・ 3,4-dihydroxyphenylacetate 2,3-dioxygenase ・ 3,4-Dihydroxyphenylacetic acid ・ 3,4-dihydroxyphenylalanine oxidative deaminase ・ 3,4-dihydroxyphenylalanine reductive deaminase ・ 3,4-dihydroxyphthalate decarboxylase ・ 3,4-Dihydroxystyrene ・ 3,4-Dimethoxycinnamic acid ・ 3,4-Dimethoxyphenethylamine ・ 3,4-Dimethoxystyrene ・ 3,4-Dimethylmethcathinone ・ 3,4-Divanillyltetrahydrofuran ・ 3,4-Epoxycyclohexanecarboxylate methyl ester ・ 3,4-Epoxycyclohexylmethyl-3’,4’-epoxycyclohexane carboxylate ・ 3,4-Ethylidenedioxyamphetamine ・ 3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine ・ 3,4-Methylenedioxy-N-isopropylamphetamine ・ 3,4-Methylenedioxy-N-methoxyamphetamine ・ 3,4-Methylenedioxy-N-methylphentermine ・ 3,4-Methylenedioxy-N-propylamphetamine ・ 3,4-Methylenedioxyphenylpropan-2-one ・ 3,4-Methylenedioxypropiophenone ・ 3,4-Xylenol
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3,4-Dimethoxyphenethylamine : ウィキペディア英語版 | 3,4-Dimethoxyphenethylamine
|Section2= |Section3= }} 3,4-Dimethoxyphenethylamine (DMPEA) is a chemical compound of the phenethylamine class. It is an analogue of the major human neurotransmitter dopamine where the 3- and 4-position hydroxy groups have been replaced with methoxy groups. It is also closely related to mescaline which is 3,4,5-trimethoxyphenethylamine. ==Chemistry== One of the earliest syntheses of DMPEA (then referred to as "homoveratrylamine") was that of Pictet and Finkelstein, who made it in a multi-step sequence starting from vanillin.〔A. Pictet and M. Finkelstein (1909). "Synthese des Laudanosins." ''Ber.'' 42 1979-1989.〕 A similar sequence was subsequently reported by Buck and Perkin,〔J. S. Buck and W. H. Perkin (1924). "CCXVIII. Ψ-epiBerberine." ''J. Chem. Soc., Trans.'' 125 1675-1686.〕 as follows: :3,4-Dimethoxybenzaldehyde (veratraldehyde) → 3,4-Dimethoxycinnamic acid → 3,4-Dimethoxyphenylpropionic acid → 3,4-Dimethoxyphenylpropionamide → 3,4-Dimethoxyphenethylamine A much shorter synthesis is given by Shulgin and Shulgin:〔A. Shulgin and A. Shulgin (1991). "PiHKAL A Chemical Love Story", pp. 614-616, Transform Press, Berkeley. ISBN 0-9630096-0-5〕〔(【引用サイトリンク】 Erowid Online Books : "PIHKAL" - #60 DMPEA )〕 3,4-Dimethoxybenzaldehyde is reacted with nitromethane in the presence of ammonium acetate/acetic acid to give the corresponding β-nitrostyrene, which is then reduced with LiAlH4 to give 3,4-dimethoxyphenethylamine.
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