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・ 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

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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 acid3,4-Dimethoxyphenylpropionic acid3,4-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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