Tag: phenethylamines

structural tables; phenethylamines

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A tabular key to the structural formula of the cactus phenethylamines

Phenethylamines marked with an * have not been reported as a cactus alkaloid.

These are included below only for structural comparisons.
Abbreviations are summarized at the end of the table.

Generic phenethylamine structure is above.

 
 Name Phenyl Ethyl Amine
              Position 2 3 4 5 6 β      α      R1   R2   R3+
 Phenethylamine
H H H H H na na H H na
 Amphetamine*
  H H H H H na Me H H na
 N-Methylphenethylamine
H H H H H na na Me H na
 Methamphetamine*
  H H H H H na Me Me H na
 N,N-Dimethylphenethylamine
H H H H H na na Me Me na
 Ubine
H H H H H OH na Me Me na
 Coryphanthine
H H H H H MeO na Me Me Me+
 Tyramine
H H HO H H na na H H na
 Octopamine
H H HO H H HO na H H na
 N-Methyltyramine
H H HO H H na na Me H na
 Synephrine
H H HO H H HO na Me H na
 β-O-Methylsynephrine
H H HO H H MeO na Me H na
 β-O-Ethylsynephrine
H H HO H H EtO na Me H na
 Hordenine
H H HO H H na na Me Me na
 Candicine
H H HO H H na na Me Me Me+
 4-Methoxyphenethylamine
H H MeO H H na na H H na
 4-Methoxy-β-hydroxyphenethylamine
H H MeO H H HO na H H na
 N-Methyl-4-methoxyphenethylamine
H H MeO H H na na Me H na
 Longimammine
H H MeO H H HO na Me H na
 N,N-Dimethyl-4-methoxyphenethylamine
H H MeO H H na na Me Me na
 N,N-Dimethyl-4-methoxy-β-hydroxyphenethylamine
H H MeO H H HO na Me Me na
 O-Methyl-candicine
H H MeO H H na na Me Me Me+
 Dopamine
H HO HO H H na na H H na
 Norepinephrine
H HO HO H H HO na H H na
 Name Phenyl Ethyl Amine
              Position 2 3 4 5 6 β α R1  R2  R3+
 Epinine
H HO HO H H na na Me H na
 Epinephrine
H HO HO H H HO na Me H na
 N-Methyladrenaline
H HO HO H H HO na Me Me na
 Coryneine
H HO HO H H na na Me Me Me+
 3-Hydroxy-4-methoxyphenethylamine
H HO MeO H H na na H H na
 3-Methoxytyramine
H MeO HO H H na na H H na
 Normetanephrine
H MeO HO H H HO na H H na
 N-Methyl-3-methoxytyramine
H MeO HO H H na na Me H na
 Metanephrine
H MeO HO H H HO na Me H na
 NAMT
H MeO HO H H na na C(O)Me H na
 N,N-Dimethyl-3-methoxytyramine
H MeO HO H H na na Me Me na
 Salicifoline*
  H MeO HO H H na na Me Me  Me+
 N-Methylmetanephrine
H MeO HO H H HO na Me Me na
 3,4-Dimethoxyphenethylamine
H MeO MeO H H na na H H na
 3,4-Dimethoxy-β-hydroxyphenethylamine
H MeO MeO H H HO na H H na
 3,4-Dimethoxy-N-methylphenethylamine
H MeO MeO H H na na Me H na
 Normacromerine
H MeO MeO H H HO na Me H na
 Calipamine
  H MeO MeO   H   H  MeO na Me H na
 N-Acetyl DMPEA
H MeO MeO H H na na C(O)Me H na
 3,4-Dimethoxy-N,N-dimethylphenethylamine
H MeO MeO H H na na Me Me na
 Macromerine
H MeO MeO H H HO na Me Me na
 β-Methoxy-3,4-dimethoxy-N,N-dimethylphenethylamine
H MeO MeO H H MeO na Me Me na
 3-Nitrotyramine
H NO2 HO H H na na H H na
 Name Phenyl Ethyl Amine
              Position 2 3 4 5 6 β α R1  R2  R3+
 3,4,5-Trihydroxyphenethylamine*
  H HO HO HO H na na H H na
 3,4-Dihydroxy-5-methoxyphenethylamine
  H HO HO MeO H na na H H na
 3-Hydroxy-4,5-dimethoxyphenethylamine
H HO MeO MeO H na na H H na
 N-Methyl-3-hydroxy-4,5-dimethoxyphenethylamine
H HO MeO MeO H na na Me H na
 N-Formyl-3-hydroxy-4,5-dimethoxyphenethylamine
H HO MeO MeO H na na C(O)H H na
 N-Acetyl-3-hydroxy-4,5-dimethoxyphenethylamine
H HO MeO MeO H na na C(O)Me H na
 N,N-Dimethyl-3-hydroxy-4,5-dimethoxyphenethylamine
H HO MeO MeO H na na Me Me na
 4-Hydroxy-3,5-dimethoxyphenethylamine
H MeO HO MeO H na na H H na
 Mescaline
H  MeO  MeO  MeO H na na H H na
 N-Methylmescaline
H MeO MeO MeO H na na Me H na
 N-Formylmescaline
H MeO MeO MeO H na na  C(O)H H na
 N-Acetylmescaline
H MeO MeO MeO H na na C(O)Me H na
 β-Hydroxy-mescaline
H MeO MeO MeO H HO na H H na
 Trichocereine
H MeO MeO MeO H na na  Me  Me na
 3,4,5-Trimethoxyphenylalanine*
H MeO MeO MeO H na -CO2H H H na
 2-Chloro-mescaline**
Cl MeO MeO MeO H na na H H na
 2,6-Dichloro-mescaline*
Cl MeO MeO MeO Cl na na H H na
 Name Phenyl Ethyl Amine
              Position 2 3 4 5 6 β α R1  R2  R3+
Abbreviations for Phenethylamine Key:
α: Carbon adjacent to the nitrogen. HO: Hydroxy
β: Carbon adjacent to the phenyl ring. Me: Methyl
Cl: Chlorine Me+: Methyl cation
C(O)H: Formyl MeO: Methoxy
C(O)Me: Acetyl na: Not applicable.
CO2H: COOH: Carbonyl NO2: Nitrate
EtO: Ethoxy PEA: Phenethylamine
H: Hydrogen
Items marked with an * have not been reported as a cactus alkaloid.These were included only for structural comparisons.
Items marked with an ** were believed to be an extraction artifact.