Substituted amphetamines: Difference between revisions

Line 10:

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-HT2A 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==

{| class="wikitable"

{| class="wikitable mw-collapsible"

|-

! scope="col" | '''Compound'''

! scope="col" |'''Compound'''

! scope="col" style="width: 50px;" | '''R2'''

! scope="col" style="width: 50px;" |'''R2'''

! scope="col" style="width: 50px;" | '''R3'''

! scope="col" style="width: 50px;" |'''R3'''

! scope="col" style="width: 50px;" | '''R4'''

! scope="col" style="width: 50px;" |'''R4'''

! scope="col" style="width: 50px;" | '''R5'''

! scope="col" style="width: 50px;" |'''R5'''

! scope="col" style="width: 50px;" | '''R6'''

! scope="col" style="width: 50px;" |'''R6'''

! scope="col" style="width: 50px;" | '''Rα'''

! scope="col" style="width: 50px;" |'''Rα'''

! scope="col" style="width: 50px;" | '''Rβ'''

! scope="col" style="width: 50px;" |'''Rβ'''

! scope="col" style="width: 200px;" | '''RN1'''

! scope="col" style="width: 200px;" |'''RN1'''

! scope="col" style="width: 200px;" | '''RN2'''

! scope="col" style="width: 200px;" |'''RN2'''

! scope="col" | '''Structure'''

! scope="col" |'''Structure'''

|-

| [[Amphetamine]] || H || H || H || H || H || H || H || H || H || [[File:Amphetamine.svg|170px]]

|[[Amphetamine]]||H||H||H||H||H||H||H||H||H||[[File:Amphetamine.svg|170px]]

|-

| [[Methamphetamine]] || H || H || H || H || H || H || H || H || CH3 || [[File:Methamphetamine.svg|170px]]

|[[Methamphetamine]]||H||H||H||H||H||H||H||H||CH3||[[File:Methamphetamine.svg|170px]]

|-

| Ethylamphetamine (''Etilamfetamine'') || H || H || H || H || H || H || H || H || CH2CH3 || [[File:Ethylamphetamine.svg|170px]]

|Ethylamphetamine (''Etilamfetamine'')||H||H||H||H||H||H||H||H||CH2CH3||[[File:Ethylamphetamine.svg|170px]]

|-

| Propylamphetamine || H || H || H || H || H || H || H || H || CH2CH2CH3 || [[File:Propylamphetamine.svg|170px]]

|Propylamphetamine||H||H||H||H||H||H||H||H||CH2CH2CH3||[[File:Propylamphetamine.svg|170px]]

|-

| Isopropylamphetamine || H || H || H || H || H || H || H || H || CH(CH3)2 || [[File:Isopropylamphetamine.svg|170px]]

|Isopropylamphetamine||H||H||H||H||H||H||H||H||CH(CH3)2||[[File:Isopropylamphetamine.svg|170px]]

|-

| [[Bromo-DragonFLY]] || OCH=CH- || - || Br || OCH=CH- || - || H || H || H || H || [[File:Bromo-DragonFLY.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(NH2)(CH2)4NH2 || [[File:Lisdexamfetamine.svg|170px]]

|[[Lisdexamfetamine]]||H||H||H||H||H||H||H||H||COCH(NH2)(CH2)4NH2||[[File:Lisdexamfetamine.svg|170px]]

|-

| Clobenzorex || H || H || H || H || H || H || H || H || CH2C6H4Cl || [[File:Clobenzorex.svg|170px]]

|Clobenzorex||H||H||H||H||H||H||H||H||CH2C6H4Cl||[[File:Clobenzorex.svg|170px]]

|-

| Dimethylamphetamine || H || H || H || H || H || H || H || CH3 || CH3 || [[File:Dimethylamphetamine.svg|170px]]

|Dimethylamphetamine||H||H||H||H||H||H||H||CH3||CH3||[[File:Dimethylamphetamine.svg|170px]]

|-

| Selegiline || H || H || H || H || H || H || H || CH3 || CH2CCH || [[File:Selegiline.svg|170px]]

|Selegiline||H||H||H||H||H||H||H||CH3||CH2CCH||[[File:Selegiline.svg|170px]]

|-

| Benzphetamine || H || H || H || H || H || H || H || CH3 || CH2C6H5 || [[File:Benzphetamine.svg|170px]]

|Benzphetamine||H||H||H||H||H||H||H||CH3||CH2C6H5||[[File:Benzphetamine.svg|170px]]

|-

| Ortetamine || CH3 || H || H || H || H || H || H || H || H || [[File:Ortetamine.svg|170px]]

|Ortetamine||CH3||H||H||H||H||H||H||H||H||[[File:Ortetamine.svg|170px]]

|-

| 3-Methylamphetamine || H || CH3 || H || H || H || H || H || H || H || [[File:3-Methylamphetamine.svg|170px]]

|3-Methylamphetamine||H||CH3||H||H||H||H||H||H||H||[[File:3-Methylamphetamine.svg|170px]]

|-

| 4-Methylamphetamine || H || H || CH3 || H || H || H || H || H || H || [[File:4-Methylamphetamine.svg|170px]]

|4-Methylamphetamine||H||H||CH3||H||H||H||H||H||H||[[File:4-Methylamphetamine.svg|170px]]

|-

| 4-MMA || H || H || CH3 || H || H || H || H || H || CH3 || [[File:4-Methylmethamphetamine.svg|170px]]

|4-MMA||H||H||CH3||H||H||H||H||H||CH3||[[File:4-Methylmethamphetamine.svg|170px]]

|-

| Xylopropamine || H || CH3 || CH3 || H || H || H || H || H || H || [[File:Xylopropamine.svg|170px]]

|Xylopropamine||H||CH3||CH3||H||H||H||H||H||H||[[File:Xylopropamine.svg|170px]]

|-

| β-methylamphetamine || H || H || H || H || H || H || CH3 || H || H || [[File:β-methylamphetamine.svg|170px]]

|β-methylamphetamine||H||H||H||H||H||H||CH3||H||H||[[File:β-methylamphetamine.svg|170px]]

|-

| β-phenylmethamphetamine || H || H || H || H || H || H || C6H5 || H || CH3 || [[File:β-phenylmethamphetamine.svg|170px]]

|β-phenylmethamphetamine||H||H||H||H||H||H||C6H5||H||CH3||[[File:β-phenylmethamphetamine.svg|170px]]

|-

| [[2-FA]] || F || H || H || H || H || H || H || H || H || [[File:2-FA.svg|170px]]

|[[2-FA]]||F||H||H||H||H||H||H||H||H||[[File:2-FA.svg|170px]]

|-

| [[2-FMA]] || F || H || H || H || H || H || H || H || CH3 || [[File:2-FMA.svg|170px]]

|[[2-FMA]]||F||H||H||H||H||H||H||H||CH3||[[File:2-FMA.svg|170px]]

|-

| [[2-FEA]] || F || H || H || H || H || H || H || H || CH2CH3 || [[File:2-FEA.svg|170px]]

|[[2-FEA]]||F||H||H||H||H||H||H||H||CH2CH3||[[File:2-FEA.svg|170px]]

|-

| [[3-FA]] || H || F || H || H || H || H || H || H || H || [[File:3-FA.svg|170px]]

|[[3-FA]]||H||F||H||H||H||H||H||H||H||[[File:3-FA.svg|170px]]

|-

| [[3-FMA]] || H || F || H || H || H || H || H || H || CH3 || [[File:3-FMA.svg|170px]]

|[[3-FMA]]||H||F||H||H||H||H||H||H||CH3||[[File:3-FMA.svg|170px]]

|-

| [[3-FEA]] || H || F || H || H || H || H || H || H || CH2CH3 || [[File:3-FEA.svg|170px]]

|[[3-FEA]]||H||F||H||H||H||H||H||H||CH2CH3||[[File:3-FEA.svg|170px]]

|-

| Fenfluramine || H || CF3 || H || H || H || H || H || H || CH2CH3 || [[File:Fenfluramine.svg|170px]]

|Fenfluramine||H||CF3||H||H||H||H||H||H||CH2CH3||[[File:Fenfluramine.svg|170px]]

|-

| Norfenfluramine || H || CF3 || H || H || H || H || H || H || H || [[File:Norfenfluramine.svg|170px]]

|Norfenfluramine||H||CF3||H||H||H||H||H||H||H||[[File:Norfenfluramine.svg|170px]]

|-

| [[4-FA]] || H || H || F || H || H || H || H || H || H || [[File:4-FA.svg|170px]]

|[[4-FA]]||H||H||F||H||H||H||H||H||H||[[File:4-FA.svg|170px]]

|-

| [[4-FMA]] || H || H || F || H || H || H || H || H || CH3 || [[File:4-FMA.svg|170px]]

|[[4-FMA]]||H||H||F||H||H||H||H||H||CH3||[[File:4-FMA.svg|170px]]

|-

| 4-CA || H || H || Cl || H || H || H || H || H || H || [[File:4-CA.svg|170px]]

|4-CA||H||H||Cl||H||H||H||H||H||H||[[File:4-CA.svg|170px]]

|-

| 4-BA || H || H || Br || H || H || H || H || H || H || [[File:4-BA.svg|170px]]

|4-BA||H||H||Br||H||H||H||H||H||H||[[File:4-BA.svg|170px]]

|-

| 4-IA || H || H || I || H || H || H || H || H || H || [[File:4-IA.svg|170px]]

|4-IA||H||H||I||H||H||H||H||H||H||[[File:4-IA.svg|170px]]

|-

| DCA || H || Cl || Cl || H || H || H || H || H || H || [[File:DCA.svg|170px]]

|DCA||H||Cl||Cl||H||H||H||H||H||H||[[File:DCA.svg|170px]]

|-

| 4-HA || H || H || OH || H || H || H || H || H || H || [[File:4-HA.svg|170px]]

|4-HA||H||H||OH||H||H||H||H||H||H||[[File:4-HA.svg|170px]]

|-

| 4-HMA || H || H || OH || H || H || H || H || H || CH3 || [[File:4-HMA.svg|170px]]

|4-HMA||H||H||OH||H||H||H||H||H||CH3||[[File:4-HMA.svg|170px]]

|-

| 3,4-DHA || H || OH || OH || H || H || H || H || H || H || [[File:3,4-DHA.svg|170px]]

|3,4-DHA||H||OH||OH||H||H||H||H||H||H||[[File:3,4-DHA.svg|170px]]

|-

| OMA || OCH3 || H || H || H || H || H || H || H || H || [[File:OMA.svg|170px]]

|OMA||OCH3||H||H||H||H||H||H||H||H||[[File:OMA.svg|170px]]

|-

| 3-MA || H || OCH3 || H || H || H || H || H || H || H || [[File:3-MA.svg|170px]]

|3-MA||H||OCH3||H||H||H||H||H||H||H||[[File:3-MA.svg|170px]]

|-

| MMMA || H || OCH3 || H || H || H || H || H || H || CH3 || [[File:MMMA.svg|170px]]

|MMMA||H||OCH3||H||H||H||H||H||H||CH3||[[File:MMMA.svg|170px]]

|-

| MMA || H || OCH3 || CH3 || H || H || H || H || H || H || [[File:MMA.svg|170px]]

|MMA||H||OCH3||CH3||H||H||H||H||H||H||[[File:MMA.svg|170px]]

|-

| [[PMA]] || H || H || OCH3 || H || H || H || H || H || H || [[File:PMA.svg|171px]]

|[[PMA]]||H||H||OCH3||H||H||H||H||H||H||[[File:PMA.svg|171px]]

|-

| [[PMMA]] || H || H || OCH3 || H || H || H || H || H || CH3 || [[File:PMMA.svg|171px]]

|[[PMMA]]||H||H||OCH3||H||H||H||H||H||CH3||[[File:PMMA.svg|171px]]

|-

| PMEA || H || H || OCH3 || H || H || H || H || H || CH2CH3 || [[File:PMEA.svg|170px]]

|PMEA||H||H||OCH3||H||H||H||H||H||CH2CH3||[[File:PMEA.svg|170px]]

|-

| 4-ETA || H || H || OCH2CH3 || H || H || H || H || H || H || [[File:4-ETA.svg|170px]]

|4-ETA||H||H||OCH2CH3||H||H||H||H||H||H||[[File:4-ETA.svg|170px]]

|-

| [[TMA-~~6]] |~~| OCH3 || H || ~~OCH3~~ || H || ~~OCH3 || H || H || H || H || [[File:TMA-6.svg~~|~~170px]]~~

|TMA-2

|OCH3

|

|-

| 4-~~MTA~~ || H || H || ~~SCH~~3 || H || H || H || H || H || H || [[File:4-~~MTA~~.svg|170px]]

|[[TMA-6]]||OCH3||H||OCH3||H||OCH3||H||H||H||H||[[File:TMA-6.svg|170px]]

|-

| ~~Cathine~~ || H || H || H || H || H || H || OH || H || H || [[File:~~Cathine~~.svg|170px]]

|4-MTA||H||H||SCH3||H||H||H||H||H||H||[[File:4-MTA.svg|170px]]

|-

| ~~Phenmetrazine~~ || H || H || H || H || H || H || ~~OCH2-~~ || ~~CH2-~~ || H || [[File:~~Phenmetrazine~~.svg|170px]]

|Cathine||H||H||H||H||H||H||OH||H||H||[[File:Cathine.svg|170px]]

|-

| ~~[[3-FPM]]~~ || H || F || H || H || H || H || OCH2- || CH2- || H || [[File:~~3-FPM~~.svg|170px]]

|Phenmetrazine||H||H||H||H||H||H||OCH2-||CH2-||H||[[File:Phenmetrazine.svg|170px]]

|-

| [[Prolintane]] || H || H || H || H || H || CH2CH3 || H || CH2CH2- || CH2CH2- || [[File:Prolintane.svg|170px]]

|[[3-FPM]]||H||F||H||H||H||H||OCH2-||CH2-||H||[[File:3-FPM.svg|170px]]

|-

|[[Prolintane]]||H||H||H||H||H||CH2CH3||H||CH2CH2-||CH2CH2-||[[File:Prolintane.svg|170px]]

|-

|}

==See also==

*[[Responsible use]]

*[[Phenethylamine]]

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==External links==

*[[wikipedia:Substituted amphetamine|Substituted amphetamine (Wikipedia)]]

@@ Line 10: / Line 10: @@
 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 [[Phenidate|phenidates]], [[Substituted cathinone|cathinones]], [[MDxx|MDxxs]], [[DOx|DOxs]], [[benzofurans]], or [[Substituted aminoindane|aminoindanes]].''
-{| class="wikitable"
+{| class="wikitable mw-collapsible"
 |-
-! scope="col" | '''Compound'''
+! scope="col" |'''Compound'''
-! scope="col" style="width: 50px;" | '''R<sub>2</sub>'''
+! 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>3</sub>'''
-! scope="col" style="width: 50px;" | '''R<sub>4</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>5</sub>'''
-! scope="col" style="width: 50px;" | '''R<sub>6</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>α</sub>'''
-! scope="col" style="width: 50px;" | '''R<sub>β</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>N1</sub>'''
-! scope="col" style="width: 200px;" | '''R<sub>N2</sub>'''
+! scope="col" style="width: 200px;" |'''R<sub>N2</sub>'''
-! scope="col" | '''Structure'''
+! scope="col" |'''Structure'''
 |-
-| [[Amphetamine]] || H || H || H || H || H || H || H || H || H || [[File:Amphetamine.svg|170px]]
+|[[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]]
+|[[Methamphetamine]]||H||H||H||H||H||H||H||H||CH<sub>3</sub>||[[File:Methamphetamine.svg|170px]]
 |-
-| Ethylamphetamine (''Etilamfetamine'') || H || H || H || H || H || H || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:Ethylamphetamine.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]]
+|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]]
+|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]]
+|[[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]]
+|[[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]]
 |-
-| 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]]
+|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]]
+|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]]
+|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]]
+|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]]
+|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]]
+|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]]
+|4-Methylamphetamine||H||H||CH<sub>3</sub>||H||H||H||H||H||H||[[File:4-Methylamphetamine.svg|170px]]
 |-
-| 4-MMA || H || H || CH<sub>3</sub> || H || H || H || H || H || CH<sub>3</sub> || [[File:4-Methylmethamphetamine.svg|170px]]
+|4-MMA||H||H||CH<sub>3</sub>||H||H||H||H||H||CH<sub>3</sub>||[[File:4-Methylmethamphetamine.svg|170px]]
 |-
-| Xylopropamine || H || CH<sub>3</sub> || CH<sub>3</sub> || H || H || H || H || H || H || [[File:Xylopropamine.svg|170px]]
+|Xylopropamine||H||CH<sub>3</sub>||CH<sub>3</sub>||H||H||H||H||H||H||[[File:Xylopropamine.svg|170px]]
 |-
-| β-methylamphetamine || H || H || H || H || H || H || CH<sub>3</sub> || H || H || [[File:β-methylamphetamine.svg|170px]]
+|β-methylamphetamine||H||H||H||H||H||H||CH<sub>3</sub>||H||H||[[File:β-methylamphetamine.svg|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]]
+|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]]
 |-
-| [[2-FA]] || F || H || H || H || H || H || H || H || H || [[File:2-FA.svg|170px]]
+|[[2-FA]]||F||H||H||H||H||H||H||H||H||[[File:2-FA.svg|170px]]
 |-
-| [[2-FMA]] || F || H || H || H || H || H || H || H || CH<sub>3</sub> || [[File:2-FMA.svg|170px]]
+|[[2-FMA]]||F||H||H||H||H||H||H||H||CH<sub>3</sub>||[[File:2-FMA.svg|170px]]
 |-
-| [[2-FEA]] || F || H || H || H || H || H || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:2-FEA.svg|170px]]
+|[[2-FEA]]||F||H||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:2-FEA.svg|170px]]
 |-
-| [[3-FA]] || H || F || H || H || H || H || H || H || H || [[File:3-FA.svg|170px]]
+|[[3-FA]]||H||F||H||H||H||H||H||H||H||[[File:3-FA.svg|170px]]
 |-
-| [[3-FMA]] || H || F || H || H || H || H || H || H || CH<sub>3</sub> || [[File:3-FMA.svg|170px]]
+|[[3-FMA]]||H||F||H||H||H||H||H||H||CH<sub>3</sub>||[[File:3-FMA.svg|170px]]
 |-
-| [[3-FEA]] || H || F || H || H || H || H || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:3-FEA.svg|170px]]
+|[[3-FEA]]||H||F||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:3-FEA.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]]
+|Fenfluramine||H||CF<sub>3</sub>||H||H||H||H||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:Fenfluramine.svg|170px]]
 |-
-| Norfenfluramine || H || CF<sub>3</sub> || H || H || H || H || H || H || H || [[File:Norfenfluramine.svg|170px]]
+|Norfenfluramine||H||CF<sub>3</sub>||H||H||H||H||H||H||H||[[File:Norfenfluramine.svg|170px]]
 |-
-| [[4-FA]] || H || H || F || H || H || H || H || H || H || [[File:4-FA.svg|170px]]
+|[[4-FA]]||H||H||F||H||H||H||H||H||H||[[File:4-FA.svg|170px]]
 |-
-| [[4-FMA]] || H || H || F || H || H || H || H || H || CH<sub>3</sub> || [[File:4-FMA.svg|170px]]
+|[[4-FMA]]||H||H||F||H||H||H||H||H||CH<sub>3</sub>||[[File:4-FMA.svg|170px]]
 |-
-| 4-CA || H || H || Cl || H || H || H || H || H || H || [[File:4-CA.svg|170px]]
+|4-CA||H||H||Cl||H||H||H||H||H||H||[[File:4-CA.svg|170px]]
 |-
-| 4-BA || H || H || Br || H || H || H || H || H || H || [[File:4-BA.svg|170px]]
+|4-BA||H||H||Br||H||H||H||H||H||H||[[File:4-BA.svg|170px]]
 |-
-| 4-IA || H || H || I || H || H || H || H || H || H || [[File:4-IA.svg|170px]]
+|4-IA||H||H||I||H||H||H||H||H||H||[[File:4-IA.svg|170px]]
 |-
-| DCA || H || Cl || Cl || H || H || H || H || H || H || [[File:DCA.svg|170px]]
+|DCA||H||Cl||Cl||H||H||H||H||H||H||[[File:DCA.svg|170px]]
 |-
-| 4-HA || H || H || OH || H || H || H || H || H || H || [[File:4-HA.svg|170px]]
+|4-HA||H||H||OH||H||H||H||H||H||H||[[File:4-HA.svg|170px]]
 |-
-| 4-HMA || H || H || OH || H || H || H || H || H || CH<sub>3</sub> || [[File:4-HMA.svg|170px]]
+|4-HMA||H||H||OH||H||H||H||H||H||CH<sub>3</sub>||[[File:4-HMA.svg|170px]]
 |-
-| 3,4-DHA || H || OH || OH || H || H || H || H || H || H || [[File:3,4-DHA.svg|170px]]
+|3,4-DHA||H||OH||OH||H||H||H||H||H||H||[[File:3,4-DHA.svg|170px]]
 |-
-| OMA || OCH<sub>3</sub> || H || H || H || H || H || H || H || H || [[File:OMA.svg|170px]]
+|OMA||OCH<sub>3</sub>||H||H||H||H||H||H||H||H||[[File:OMA.svg|170px]]
 |-
-| 3-MA || H || OCH<sub>3</sub> || H || H || H || H || H || H || H || [[File:3-MA.svg|170px]]
+|3-MA||H||OCH<sub>3</sub>||H||H||H||H||H||H||H||[[File:3-MA.svg|170px]]
 |-
-| MMMA || H || OCH<sub>3</sub> || H || H || H || H || H || H || CH<sub>3</sub> || [[File:MMMA.svg|170px]]
+|MMMA||H||OCH<sub>3</sub>||H||H||H||H||H||H||CH<sub>3</sub>||[[File:MMMA.svg|170px]]
 |-
-| MMA || H || OCH<sub>3</sub> || CH<sub>3</sub> || H || H || H || H || H || H || [[File:MMA.svg|170px]]
+|MMA||H||OCH<sub>3</sub>||CH<sub>3</sub>||H||H||H||H||H||H||[[File:MMA.svg|170px]]
 |-
-| [[PMA]]  || H || H || OCH<sub>3</sub> || H || H || H || H || H || H || [[File:PMA.svg|171px]]
+|[[PMA]]||H||H||OCH<sub>3</sub>||H||H||H||H||H||H||[[File:PMA.svg|171px]]
 |-
-| [[PMMA]] || H || H || OCH<sub>3</sub> || H || H || H || H || H || CH<sub>3</sub> || [[File:PMMA.svg|171px]]
+|[[PMMA]]||H||H||OCH<sub>3</sub>||H||H||H||H||H||CH<sub>3</sub>||[[File:PMMA.svg|171px]]
 |-
-| PMEA || H || H || OCH<sub>3</sub> || H || H || H || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:PMEA.svg|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-ETA || H || H || OCH<sub>2</sub>CH<sub>3</sub> || H || H || H || H || H || H || [[File:4-ETA.svg|170px]]
+|4-ETA||H||H||OCH<sub>2</sub>CH<sub>3</sub>||H||H||H||H||H||H||[[File:4-ETA.svg|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]]
+|TMA-2
+|OCH<sub>3</sub>
+|
+|
+|
+|
+|
+|
+|
+|
+|
 |-
-| 4-MTA || H || H || SCH<sub>3</sub> || H || H || H || H || H || H || [[File:4-MTA.svg|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]]
 |-
-| Cathine || H || H || H || H || H || H || OH || H || H || [[File:Cathine.svg|170px]]
+|4-MTA||H||H||SCH<sub>3</sub>||H||H||H||H||H||H||[[File:4-MTA.svg|170px]]
 |-
-| Phenmetrazine || H || H || H || H || H || H || OCH<sub>2</sub>- || CH<sub>2</sub>- || H || [[File:Phenmetrazine.svg|170px]]
+|Cathine||H||H||H||H||H||H||OH||H||H||[[File:Cathine.svg|170px]]
 |-
-| [[3-FPM]] || H || F || H || H || H || H || OCH<sub>2</sub>- || CH<sub>2</sub>- || H || [[File:3-FPM.svg|170px]]
+|Phenmetrazine||H||H||H||H||H||H||OCH<sub>2</sub>-||CH<sub>2</sub>-||H||[[File:Phenmetrazine.svg|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]]
+|[[3-FPM]]||H||F||H||H||H||H||OCH<sub>2</sub>-||CH<sub>2</sub>-||H||[[File:3-FPM.svg|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==
 *[[Responsible use]]
 *[[Phenethylamine]]
@@ Line 134: / Line 147: @@
 ==External links==
 *[[wikipedia:Substituted amphetamine|Substituted amphetamine (Wikipedia)]]