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[[File:samphetamine.png|thumb|right|301px||General formula of an amphetamine molecule]]
[[File:Substituted_amphetamine.svg|thumb|right|301px||Substitutive structure of an ''amphetamine'' molecule.]]
'''Substituted amphetamines''', also known as '''amphetamines''', are a class of chemicals that include compounds with psychoactive effects.
'''Substituted amphetamines''' are a [[chemical class]] of organic compounds based upon the [[amphetamine]] chemical structure. The members of this class span a variety of pharmacological sub-classes, most prominently [[stimulants]] and [[entactogens]], but also some [[psychedelics]]. Examples of substituted amphetamines are [[amphetamine]] (itself), [[methamphetamine]], [[cathinone]], [[pyrovalerone]], [[MDMA]], and [[DOx]].  


==Chemistry==
==Chemistry==
Substituted amphetamines are a chemical class based upon the molecule [[amphetamine]]. Amphetamine is made up of a [[Substituted Phenethylamines|phenethylamine]] molecule. The chemical structure of a substituted amphetamine is the same as the organic molecule amphetamine, except some substitutions are made at the phenyl and amine sites, typically of methyl and ethyl chains.
[[File:Substituted_phenethylamine.svg|thumb|right|245px|Substitutive structure of a ''phenethylamine'' molecule.]]
 
Substituted amphetamines are a class of compounds that have structures based on that of [[amphetamine]] with different substitutions at various positions. An amphetamine molecule has the structure of a [[phenethylamine]] molecule with an additional methyl group located on the alpha carbon. Thus, in addition to being the unsubstituted member of the substituted amphetamine class, amphetamine is also considered a [[Phenethylamine|substituted phenethylamine]].


==Pharmacology==
==Pharmacology==
The substituted amphetamine class of [[psychedelic]], [[entactogenic]] and [[stimulant]] drugs works via their action upon numerous receptors. Psychedelic effects can be attributed to action on the [[Serotonin#The 5-HT system|5-HT<sub>2A</sub> receptor]]. Entactogenic and stimulant effects are due to their action as [[Releasing Agent|releasing agents]] of [[serotonin]], [[adrenaline]] and [[noradrenaline]] or as [[Agonist#Agonists|agonists]] on the receptors of the previous neurotransmitters. The agonism of this set of receptors leads to an increased rate firing of the post-synaptic neuron, triggering both [[Thought acceleration|cognitive]] and [[Stimulation|physical stimulation]] within the user.
Psychoactive substances of the substituted amphetamine class typically produce effects through [[dopamine|dopaminergic]], [[serotonin|serotonergic]], and [[norepinephrine|adrenergic]] pathways. Psychedelic effects can be attributed to action on the [[Serotonin#The 5-HT system|5-HT<sub>2A</sub> receptor]].{{citation needed}} Stimulant and entactogenic effects are due to their action as [[Releasing Agent|releasing agents]] of [[dopamine]], [[serotonin]], [[epinephrine]] and [[norepinephrine]] or as [[Agonist#Agonists|agonists]] on the receptors of the previous neurotransmitters.{{citation needed}} The agonism of this set of receptors leads to an increased rate firing of the post-synaptic neuron, triggering both [[Thought acceleration|cognitive]] and [[Stimulation|physical stimulation]] within the user.{{citation needed}}


== List of substituted amphetamines ==
==List of substituted amphetamines==
''Note: This list does not include [[Substituted Phenethylamine|phenethylamines]], [[Substituted Phenidate|phenidates]], [[substituted cathinone|cathinones]], [[substituted MDxx|MDxxs]], [[DOx|DOxs]], [[Benzofuran|Benzofurans]] or [[substituted aminoindane|aminoindanes]].''
''Note: This list does not include [[Phenidate|phenidates]], [[Substituted cathinone|cathinones]], [[pyrrolidinophenone|pyrrolidinophenones]] [[MDxx|MDxxs]], [[DOx|DOxs]], [[benzofurans]] among other further substituted amphetamines.''
{| class="wikitable"
{| class="wikitable mw-collapsible"
|-
! scope="col" |'''Compound'''
! scope="col" style="width: 50px;" |'''R<sub>2</sub>'''
! scope="col" style="width: 50px;" |'''R<sub>3</sub>'''
! scope="col" style="width: 50px;" |'''R<sub>4</sub>'''
! scope="col" style="width: 50px;" |'''R<sub>5</sub>'''
! scope="col" style="width: 50px;" |'''R<sub>6</sub>'''
! scope="col" style="width: 50px;" |'''R<sub>α</sub>'''
! scope="col" style="width: 50px;" |'''R<sub>β</sub>'''
! scope="col" style="width: 200px;" |'''R<sub>N1</sub>'''
! scope="col" style="width: 200px;" |'''R<sub>N2</sub>'''
! scope="col" |'''Structure'''
|-
|[[Amphetamine]]||H||H||H||H||H||H||H||H||H||[[File:Amphetamine.svg|170px]]
|-
|[[Methamphetamine]]||H||H||H||H||H||H||H||H||CH<sub>3</sub>||[[File:Methamphetamine.svg|170px]]
|-
|[[Dextromethamphetamine]]||H||H||H||H||H||H||H||H||CH<sub>3</sub>||[[File:Dextromethamphetamine.svg|170px]]
|-
|[[Levomethamphetamine]]||H||H||H||H||H||H||H||H||CH<sub>3</sub>||[[File:Levomethamphetamine.svg|170px]]
|-
|[[Ethylamphetamine]] (''Etilamfetamine'')||H||H||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:Ethylamphetamine.svg|170px]]
|-
|[[Propylamphetamine]]||H||H||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>||[[File:Propylamphetamine.svg|170px]]
|-
|[[Isopropylamphetamine]]||H||H||H||H||H||H||H||H||CH(CH<sub>3</sub>)<sub>2</sub>||[[File:Isopropylamphetamine.svg|170px]]
|-
|[[Bromo-DragonFLY]]||OCH=CH-||-||Br||OCH=CH-||-||H||H||H||H||[[File:Bromo-DragonFLY.svg|170px]]
|-
|[[Lisdexamfetamine]]||H||H||H||H||H||H||H||H||COCH(NH<sub>2</sub>)(CH<sub>2</sub>)<sub>4</sub>NH<sub>2</sub>||[[File:Lisdexamfetamine.svg|170px]]
|-
|[[Fenethylline]]||H||H||H||H||H||H||H||H||C<sub>9</sub>H<sub>12</sub>N<sub>4</sub>O<sub>2</sub>||[[File:Fenethylline.svg|170px]]
|-
|[[Clobenzorex]]||H||H||H||H||H||H||H||H||CH<sub>2</sub>C<sub>6</sub>H<sub>4</sub>Cl||[[File:Clobenzorex.svg|170px]]
|-
|[[Dimethylamphetamine]]||H||H||H||H||H||H||H||CH<sub>3</sub>||CH<sub>3</sub>||[[File:Dimethylamphetamine.svg|170px]]
|-
|[[Selegiline]]||H||H||H||H||H||H||H||CH<sub>3</sub>||CH<sub>2</sub>CCH||[[File:Selegiline.svg|170px]]
|-
|[[Benzphetamine]]||H||H||H||H||H||H||H||CH<sub>3</sub>||CH<sub>2</sub>C<sub>6</sub>H<sub>5</sub>||[[File:Benzphetamine.svg|170px]]
|-
|[[Ortetamine]]||CH<sub>3</sub>||H||H||H||H||H||H||H||H||[[File:Ortetamine.svg|170px]]
|-
|[[3-Methylamphetamine]]||H||CH<sub>3</sub>||H||H||H||H||H||H||H||[[File:3-Methylamphetamine.svg|170px]]
|-
|[[4-Methylamphetamine]]||H||H||CH<sub>3</sub>||H||H||H||H||H||H||[[File:4-Methylamphetamine.svg|170px]]
|-
|-
! scope="col" | '''Compound'''
|[[3-MMA]]||H||CHз||H||H||H||H||H||H||CHз||[[File:3-Methylmethamphetamine.svg|170px]]
! scope="col" style="width: 50px;" | '''R<sub>2</sub>'''
! scope="col" style="width: 50px;" | '''R<sub>3</sub>'''
! scope="col" style="width: 50px;" | '''R<sub>4</sub>'''
! scope="col" style="width: 50px;" | '''R<sub>5</sub>'''
! scope="col" style="width: 50px;" | '''R<sub>6</sub>'''
! scope="col" style="width: 50px;" | '''R<sub>α</sub>'''
! scope="col" style="width: 50px;" | '''R<sub>β</sub>'''
! scope="col" style="width: 200px;" | '''R<sub>N1</sub>'''
! scope="col" style="width: 200px;" | '''R<sub>N2</sub>'''
! scope="col" | '''Structure'''
|-
|-
| [[Amphetamine]] || H || H || H || H || H || H || H || H || H || [[File:Amphetamine2.png|170px]]
|[[4-MMA]]||H||H||CH<sub>3</sub>||H||H||H||H||H||CH<sub>3</sub>||[[File:4-Methylmethamphetamine.svg|170px]]
|-
|-
| [[Methamphetamine]] || H || H || H || H || H || H || H || H || CH<sub>3</sub> || [[File:Meth.png|170px]]
|[[Xylopropamine]]||H||CH<sub>3</sub>||CH<sub>3</sub>||H||H||H||H||H||H||[[File:Xylopropamine.svg|170px]]
|-
|-
| Ethylamphetamine (''Etilamfetamine'') || H || H || H || H || H || H || H || H || CH<sub>3</sub> || [[File:Ethylamphetamine.png|170px]]
|[[β-methylamphetamine]]||H||H||H||H||H||H||CH<sub>3</sub>||H||H||[[File:β-methylamphetamine.svg|170px]]
|-
|-
| Propylamphetamine || H || H || H || H || H || H || H || H || CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub> || [[File:Propylamphetamine.png|170px]]
|[[β-phenylmethamphetamine]]||H||H||H||H||H||H||C<sub>6</sub>H<sub>5</sub>||H||CH<sub>3</sub>||[[File:β-phenylmethamphetamine.svg|170px]]
|-
|-
| Isopropylamphetamine || H || H || H || H || H || H || H || H || CH(CH<sub>3</sub>)<sub>2</sub> || [[File:Isopropylamphetamine.png|170px]]
|[[2-FA]]||F||H||H||H||H||H||H||H||H||[[File:2-FA.svg|170px]]
|-
|-
| [[Bromo-DragonFLY]] || OCH=CH- || - || Br || OCH=CH- || - || H || H || H || H || [[File:Bromo-DragonFLY.png|170px]]
|[[2-FMA]]||F||H||H||H||H||H||H||H||CH<sub>3</sub>||[[File:2-FMA.svg|170px]]
|-
|-
| [[Lisdexamfetamine]] || H || H || H || H || H || H || H || H || COCH(NH<sub>2</sub>)(CH<sub>2</sub>)<sub>4</sub>NH<sub>2</sub> || [[File:Lisdexamphetamine.png|170px]]
|[[2-FEA]]||F||H||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:2-FEA.svg|170px]]
|-
|-
| Clobenzorex || H || H || H || H || H || H || H || H || CH<sub>2</sub>C<sub>6</sub>H<sub>4</sub>Cl || [[File:Clobenzorex.png|170px]]
|[[3-FA]]||H||F||H||H||H||H||H||H||H||[[File:3-FA.svg|170px]]
|-
|-
| Dimethylamphetamine || H || H || H || H || H || H || H || CH<sub>3</sub> || CH<sub>3</sub> || [[File:Dimethylamphetamine.png|170px]]
|[[3-FMA]]||H||F||H||H||H||H||H||H||CH<sub>3</sub>||[[File:3-FMA.svg|170px]]
|-
|-
| Selegiline || H || H || H || H || H || H || H || CH<sub>3</sub> || CH<sub>2</sub>CCH || [[File:Selegiline.png|170px]]
|[[3-FEA]]||H||F||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:3-FEA.svg|170px]]
|-
|-
| Benzphetamine || H || H || H || H || H || H || H || CH<sub>3</sub> || CH<sub>2</sub>C<sub>6</sub>H<sub>5</sub> || [[File:Benzphetamine.svg|170px]]
|[[Fenfluramine]]||H||CF<sub>3</sub>||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:Fenfluramine.svg|170px]]
|-
|-
| Ortetamine || CH<sub>3</sub> || H || H || H || H || H || H || H || H || [[File:Ortetamine.png|170px]]
|[[Norfenfluramine]]||H||CF<sub>3</sub>||H||H||H||H||H||H||H||[[File:Norfenfluramine.svg|170px]]
|-
|-
| 3-Methylamphetamine || H || CH<sub>3</sub> || H || H || H || H || H || H || H || [[File:3-Methylamphetamine.png|170px]]
|[[4-FA]]||H||H||F||H||H||H||H||H||H||[[File:4-FA.svg|170px]]
|-
|-
| 4-Methylamphetamine || H || H || CH<sub>3</sub> || H || H || H || H || H || H || [[File:4-Methylamphetamine.png|170px]]
|[[4-FMA]]||H||H||F||H||H||H||H||H||CH<sub>3</sub>||[[File:4-FMA.svg|170px]]
|-
|-
| 4-MMA || H || H || CH<sub>3</sub> || H || H || H || H || H || CH<sub>3</sub> || [[File:4-MMA.png|170px]]
|[[3-CMA]]||H||H||H||Cl||H||H||H||H||H||[[File:3-CMA.svg|170px]]
|-
|-
| Xylopropamine || H || CH<sub>3</sub> || CH<sub>3</sub> || H || H || H || H || H || H || [[File:Xylopropamine.png|170px]]
|[[4-CA]]||H||H||Cl||H||H||H||H||H||H||[[File:4-CA.svg|170px]]
|-
|-
| β-methylamphetamine || H || H || H || H || H || H || CH<sub>3</sub> || H || H || [[File:Beta-methylamphetamine.png|170px]]
|[[4-BA]]||H||H||Br||H||H||H||H||H||H||[[File:4-BA.svg|170px]]
|-
|-
| [[2-FA]] || F || H || H || H || H || H || H || H || H || [[File:2-FA.png|170px]]
|[[4-IA]]||H||H||I||H||H||H||H||H||H||[[File:4-IA.svg|170px]]
|-
|-
| [[2-FMA]] || F || H || H || H || H || H || H || H || CH<sub>3</sub> || [[File:2fluoromethamphetamine.png|170px]]
|[[DCA]]||H||Cl||Cl||H||H||H||H||H||H||[[File:DCA.svg|170px]]
|-
|-
| 3-FA || H || F || H || H || H || H || H || H || H || [[File:3-FA.png|170px]]
|[[4-HA]]||H||H||OH||H||H||H||H||H||H||[[File:4-HA.svg|170px]]
|-
|-
| 3-FMA || H || F || H || H || H || H || H || H || CH<sub>3</sub> || [[File:3-FMA.png|170px]]
|[[4-HMA]]||H||H||OH||H||H||H||H||H||CH<sub>3</sub>||[[File:4-HMA.svg|170px]]
|-
|-
| 3-FEA || H || F || H || H || H || H || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:3-FEA.png|170px]]
|[[3,4-DHA]]||H||OH||OH||H||H||H||H||H||H||[[File:3,4-DHA.svg|170px]]
|-
|-
| [[4-FA]] || H || H || F || H || H || H || H || H || H || [[File:4fa.png|170px]]
|[[OMA]]||OCH<sub>3</sub>||H||H||H||H||H||H||H||H||[[File:OMA.svg|170px]]
|-
|-
| 4-FMA || H || H || F || H || H || H || H || H || CH<sub>3</sub> || [[File:4-FMA.png|170px]]
|[[3-MA]]||H||OCH<sub>3</sub>||H||H||H||H||H||H||H||[[File:3-MA.svg|170px]]
|-
|-
| 4-CA || H || H || Cl || H || H || H || H || H || H || [[File:4-CA.png|170px]]
|[[MMMA]]||H||OCH<sub>3</sub>||H||H||H||H||H||H||CH<sub>3</sub>||[[File:MMMA.svg|170px]]
|-
|-
| 4-BA || H || H || Br || H || H || H || H || H || H || [[File:4-BA.png|170px]]
|[[MMA]]||H||OCH<sub>3</sub>||CH<sub>3</sub>||H||H||H||H||H||H||[[File:MMA.svg|170px]]
|-
|-
| 4-IA || H || H || I || H || H || H || H || H || H || [[File:4-IA.png|170px]]
|[[PMA]]||H||H||OCH<sub>3</sub>||H||H||H||H||H||H||[[File:PMA.svg|171px]]
|-
|-
| DCA || H || Cl || Cl || H || H || H || H || H || H || [[File:DCA.png|170px]]
|[[PMMA]]||H||H||OCH<sub>3</sub>||H||H||H||H||H||CH<sub>3</sub>||[[File:PMMA.svg|171px]]
|-
|-
| 4-HA || H || H || OH || H || H || H || H || H || H || [[File:4-HA.png|170px]]
|[[PMEA]]||H||H||OCH<sub>3</sub>||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:PMEA.svg|170px]]
|-
|-
| 4-HMA || H || H || OH || H || H || H || H || H || CH<sub>3</sub> || [[File:4-HMA.png|170px]]
|[[4-ETA]]||H||H||OCH<sub>2</sub>CH<sub>3</sub>||H||H||H||H||H||H||[[File:4-ETA.svg|170px]]
|-
|-
| 3,4-DHA || H || OH || OH || H || H || H || H || H || H || [[File:3,4-DHA.png|170px]]
|[[TMA]]||H||OCH<sub>3</sub>||OCH<sub>3</sub>||OCH<sub>3</sub>||H||H||H||H||H||[[File:TMA-1.svg|170px]]
|-
|-
| OMA || OCH<sub>3</sub> || H || H || H || H || H || H || H || H || [[File:OMA.png|170px]]
|[[TMA-2]]||OCH<sub>3</sub>||H||OCH<sub>3</sub>||OCH<sub>3</sub>||H||H||H||H||H||[[File:TMA-2.svg|170px]]
|-
|-
| 3-MA || H || OCH<sub>3</sub> || H || H || H || H || H || H || H || [[File:3-MA.png|170px]]
|[[TMA-6]]||OCH<sub>3</sub>||H||OCH<sub>3</sub>||H||OCH<sub>3</sub>||H||H||H||H||[[File:TMA-6.svg|170px]]
|-
|-
| MMMA || H || OCH<sub>3</sub> || H || H || H || H || H || H || CH<sub>3</sub> || [[File:MMMA.png|170px]]
|[[4-MTA]]||H||H||SCH<sub>3</sub>||H||H||H||H||H||H||[[File:4-MTA.svg|170px]]
|-
|-
| MMA || H || OCH<sub>3</sub> || CH<sub>3</sub> || H || H || H || H || H || H || [[File:MMA.png|170px]]
|[[5-API]]||H||CH=CH-||NH-||H||H||H||H||H||H||[[File:5-API.svg|170px]]
|-
|-
| [[PMA]] || H || H || OCH<sub>3</sub> || H || H || H || H || H || H || [[File:PMA.png|171px]]
|[[Cathine]]||H||H||H||H||H||H||OH||H||H||[[File:Cathine.svg|170px]]
|-
|-
| [[PMMA]] || H || H || OCH<sub>3</sub> || H || H || H || H || H || CH<sub>3</sub> || [[File:PMMA.png|171px]]
|[[Pseudoephedrine]]||H||H||H||H||H||H||OH||H||CH<sub>3</sub>||[[File:Pseudoephedrine.svg|170px]]
|-
|-
| PMEA || H || H || OCH<sub>3</sub> || H || H || H || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:PMEA.png|170px]]
|[[Phenmetrazine]]||H||H||H||H||H||H||OCH<sub>2</sub>-||CH<sub>2</sub>-||H||[[File:Phenmetrazine.svg|170px]]
|-
|-
| 4-ETA || H || H || OCH<sub>2</sub>CH<sub>3</sub> || H || H || H || H || H || H || [[File:4-ETA.png|170px]]
|[[3-FPM]]||H||F||H||H||H||H||OCH<sub>2</sub>-||CH<sub>2</sub>-||H||[[File:3-FPM.svg|170px]]
|-
|-
| 4-MTA || H || H || SCH<sub>3</sub> || H || H || H || H || H || H || [[File:4-MTA.png|170px]]
|[[PPAP]]||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||H||H||CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>||[[File:PPAP.svg|170px]]
|-
|-
| Cathine || H || H || H || H || H || H || OH || H || H || [[File:Cathine.png|170px]]
|[[Prolintane]]||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||H||CH<sub>2</sub>CH<sub>2</sub>-||CH<sub>2</sub>CH<sub>2</sub>-||[[File:Prolintane.svg|170px]]
|-
|-
|}
|}


==See also==
==See also==
*[[Responsible use]]
*[[Responsible use]]
*[[Psychedelics]]
*[[Phenethylamine]]
*[[Phenethylamines]]
*[[Entactogens]]
*[[Stimulants]]
*[[Stimulants]]
*[[Entactogen]]
*[[Psychedelic]]
==External links==
*[[wikipedia:Substituted amphetamine|Substituted amphetamine (Wikipedia)]]


==References==
==References==
{{references}}
{{references}}
[[Category:Chemical class]]
[[Category:Amphetamine|*]]
{{#set:Featured=true}}

Latest revision as of 17:05, 15 February 2025

Substitutive structure of an amphetamine molecule.

Substituted amphetamines are a chemical class of organic compounds based upon the amphetamine chemical structure. The members of this class span a variety of pharmacological sub-classes, most prominently stimulants and entactogens, but also some psychedelics. Examples of substituted amphetamines are amphetamine (itself), methamphetamine, cathinone, pyrovalerone, MDMA, and DOx.

Chemistry

Substitutive structure of a phenethylamine molecule.

Substituted amphetamines are a class of compounds that have structures based on that of amphetamine with different substitutions at various positions. An amphetamine molecule has the structure of a phenethylamine molecule with an additional methyl group located on the alpha carbon. Thus, in addition to being the unsubstituted member of the substituted amphetamine class, amphetamine is also considered a substituted phenethylamine.

Pharmacology

Psychoactive substances of the substituted amphetamine class typically produce effects through dopaminergic, serotonergic, and adrenergic pathways. Psychedelic effects can be attributed to action on the 5-HT2A receptor.[citation needed] Stimulant and entactogenic effects are due to their action as releasing agents of dopamine, serotonin, epinephrine and norepinephrine or as agonists on the receptors of the previous neurotransmitters.[citation needed] The agonism of this set of receptors leads to an increased rate firing of the post-synaptic neuron, triggering both cognitive and physical stimulation within the user.[citation needed]

List of substituted amphetamines

Note: This list does not include phenidates, cathinones, pyrrolidinophenones MDxxs, DOxs, benzofurans among other further substituted amphetamines.

Compound R2 R3 R4 R5 R6 Rα Rβ RN1 RN2 Structure
Amphetamine H H H H H H H H H
Methamphetamine H H H H H H H H CH3
Dextromethamphetamine H H H H H H H H CH3
Levomethamphetamine H H H H H H H H CH3
Ethylamphetamine (Etilamfetamine) H H H H H H H H CH2CH3
Propylamphetamine H H H H H H H H CH2CH2CH3
Isopropylamphetamine H H H H H H H H CH(CH3)2
Bromo-DragonFLY OCH=CH- - Br OCH=CH- - H H H H
Lisdexamfetamine H H H H H H H H COCH(NH2)(CH2)4NH2
Fenethylline H H H H H H H H C9H12N4O2
Clobenzorex H H H H H H H H CH2C6H4Cl
Dimethylamphetamine H H H H H H H CH3 CH3
Selegiline H H H H H H H CH3 CH2CCH
Benzphetamine H H H H H H H CH3 CH2C6H5
Ortetamine CH3 H H H H H H H H
3-Methylamphetamine H CH3 H H H H H H H
4-Methylamphetamine H H CH3 H H H H H H
3-MMA H CHз H H H H H H CHз
4-MMA H H CH3 H H H H H CH3
Xylopropamine H CH3 CH3 H H H H H H
β-methylamphetamine H H H H H H CH3 H H
β-phenylmethamphetamine H H H H H H C6H5 H CH3
2-FA F H H H H H H H H
2-FMA F H H H H H H H CH3
2-FEA F H H H H H H H CH2CH3
3-FA H F H H H H H H H
3-FMA H F H H H H H H CH3
3-FEA H F H H H H H H CH2CH3
Fenfluramine H CF3 H H H H H H CH2CH3
Norfenfluramine H CF3 H H H H H H H
4-FA H H F H H H H H H
4-FMA H H F H H H H H CH3
3-CMA H H H Cl H H H H H
4-CA H H Cl H H H H H H
4-BA H H Br H H H H H H
4-IA H H I H H H H H H
DCA H Cl Cl H H H H H H
4-HA H H OH H H H H H H
4-HMA H H OH H H H H H CH3
3,4-DHA H OH OH H H H H H H
OMA OCH3 H H H H H H H H
3-MA H OCH3 H H H H H H H
MMMA H OCH3 H H H H H H CH3
MMA H OCH3 CH3 H H H H H H
PMA H H OCH3 H H H H H H
PMMA H H OCH3 H H H H H CH3
PMEA H H OCH3 H H H H H CH2CH3
4-ETA H H OCH2CH3 H H H H H H
TMA H OCH3 OCH3 OCH3 H H H H H
TMA-2 OCH3 H OCH3 OCH3 H H H H H
TMA-6 OCH3 H OCH3 H OCH3 H H H H
4-MTA H H SCH3 H H H H H H
5-API H CH=CH- NH- H H H H H H
Cathine H H H H H H OH H H
Pseudoephedrine H H H H H H OH H CH3
Phenmetrazine H H H H H H OCH2- CH2- H
3-FPM H F H H H H OCH2- CH2- H
PPAP H H H H H CH2CH3 H H CH2CH2CH3
Prolintane H H H H H CH2CH3 H CH2CH2- CH2CH2-

See also

References

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