Jump to content

User:IllusionalFate/Phenethylamines

From Wikipedia, the free encyclopedia
                           

                                      
                                          phenylethan-2-amine

beta-Phen[yl]ethylamine, or PEA, is a trace amine that acts as a neuromodulator in the human body. Many psychotropics have been derived from this compound by adding substituents to the side chain and/or aromatic ring. The following is a list of substituted phenethylamines.

File:Phenylethylamine-ifa.png
Phenylethylamine

Ethylamine Side Chain Substituents (N, α, β)

[edit]
# Name Chemical formula Substituent Duration
1 Phenelzine C8H12N2 [N] R-NH2 1-3 weeks
2 Methylphenethylamine C9H13N [N] R-CH3 ?
3 Amphetamine C9H13N [α] R-CH3 5-6 hours
4 Bemphetamine C9H13N [β] R-CH3 ?
5 Cathinone C9H11NO [β] R=O 3-4 hours
6 PEP C12H17N [N-N'] R{-CH2-CH2-CH2-CH2-R'} ?
7 Methylphenidate C14H19NO2 [N-α] R-CH2-CH2-CH2-CH2-R'
[β] R-C(=O)-O-CH3
3-5 hours
8 Fencamfamine C15H21N [N] R-CH2-CH3
[α-β] R-CH(-CH2-)-CH2-CH2-(CH)-R'
?
9 Zylofuramine C15H23N [N] R-CH2-CH3
[α] R-CH{-CH2-CH2-CH2-O-}
?

Substituted amphetamines

[edit]

An amphetamine is a phenethylamine with a methyl group attached to the alpha carbon. The name is a shortened version of its chemical name, alpha-methylphenethylamine.

# Name Chemical formula Substituent Duration
1 Cathine / Phenylpropanolamine C9H13NO [β] R-OH
2 Methamphetamine C10H15N [N] R-CH3
3 Phentermine C10H15N [α] R-CH3
4 Alfetamine C11H15N [α] R-CH2-CH=CH2
5 Amfecloral C11H12Cl3N [N] R=CH-C-Cl3
6 Ephedrine / Pseudoephedrine C10H15NO [β] R-OH
7 Ethamphetamine C11H17N [N] R-CH2-CH3
8 Dimethylamphetamine C11H17N [N,N] R-CH3
9 Mephentermine C11H17N [N,α] R-CH3
10 Phenpentermine C11H17N [β,α] R-CH3
11 Fenproporex C12H16N2 [N] R-CH2-CH2-C≡N
12 Selegiline C13H17N [N] R-CH2-C≡CH
13 Mefenorex C12H18ClN [N] R-CH2-CH2-CH2-Cl
14 Propylamphetamine C12H19N [N] R-CH2-CH2-CH3
15 Isopropylamphetamine C12H19N [N] R-CH(-CH3)-CH3
16 Furfenorex C15H19NO [N] R-CH3
[N'] R-CH2{-C-O-CH=CH-CH=}
17 Clobenzorex C16H18ClN [N] R-CH2{-C=CH-CH=CH-CH=C(-Cl)-}
18 Amphetaminil C17H18N2 [N] R-CH(-C≡N){-C=CH-CH=CH-CH=CH-}
19 Benzphetamine C17H21N [N] R-CH3
[N'] R-CH2{-C=CH-CH=CH-CH=CH-}
20 Lisdexamfetamine C15H25N3O [N] R-C(=O)-CH(-NH2)-CH2-CH2-CH2-CH2-NH2
21 Fenethylline C18H23N5O2 [N] R-CH2-CH2{-N-C(=)-C(=O)-N(-CH3)-C(=O)-N(-CH3)-(C)-N=CH-}
22 Fencamine C19H25N5O2 [N] R-CH3
[N'] R-CH2-CH2{-N-C(=)-C(=O)-N(-CH3)-C(=O)-N(-CH3)-(C)-N=CH-}

Substituted cathinones

[edit]

Phenyl Ring Substituents (2, 3, 4, 5, 6)

[edit]
# Name Chemical formula Substituent Duration
1 Tyramine
2 Dopamine
3 Octopamine
4 Oxidopamine
5 Norepinephrine
6 Phenylephrine
7 Epinephrine
8 Salbutamol

Substituted amphetamines

[edit]
# Name Chemical formula Substituent Duration
1 2-FA
2 3-FA
3 4-BA
4 4-CA
5 4-FA
6 4-IA
7 Norpholedrine
8 3,4-DHA
9 4-FMA
10 Ortetamine
11 3-MA
12 4-MA
13 Norfenfluramine
14 Clortermine
15 Chlorphentermine
16 Levonordefrin
17 PMA
18 4-MTA
19 Pholedrine
20 5-APDB
21 Oxilofrin
22 4-MMA
23 Xylopropamine
24 Bromo-DragonFLY
25 NAP
26 Fludorex
27 4-ETA
28 MMA
29 PMMA
30 IAP
31 2,4-DMA
32 2,5-DMA
33 3,4-DMA
34 Fenfluramine
35 Tiflorex
36 PMEA
37 TMA
38 TMA-2
39 TMA-3
40 TMA-4
41 TMA-5
42 TMA-6
43 Aleph
44 Ganesha
45 Aleph-2
46 Amfepentorex
47 Aleph-6
48 Aleph-7
49 Aleph-4
50 Benfluorex

Substituted cathinones

[edit]

MDx

[edit]

DOx

[edit]

The DOx family, or para-substituted 2,5-Dimethoxyamphetamines, are the amphetamine versions of various 2-Cx compounds.

# Name Chemical formula Substituent Duration
1 DOB C11H16BrNO2 [4] R-Br 18-30 hours
2 DOC C11H16ClNO2 [4] R-Cl ~10 hours
3 DOF C11H16FNO2 [4] R-F ?
4 DOI C11H16INO2 [4] R-I 16-30 hours
5 DON C11H16N2O4 [4] R-N+-O2- ?
6 DOM C12H19NO2 [4] R-CH3 14-20 hours
7 DOE C13H21NO2 [4] R-CH2-CH3 14-20 hours