Warning
This is an unofficial archive of PsychonautWiki as of 2025-08-11T15:14:44Z. Content on this page may be outdated, incomplete, or inaccurate. Please refer to the original page for the most up-to-date information.

Substituted amphetamines: Difference between revisions

From PsychonautWiki Archive
Jump to navigation Jump to search
← Older editNewer edit →
>Dextromethorphan
No edit summary
>BronzeManul
This previous revision provides a greater list of relevant compounds and uses the standard nomenclature in regard to carbon position labelling.
Line 1: Line 1:
[[File:subamphetamine.png|thumb|right|301px||General formula of an amphetamine molecule.]]
[[File:subamphetamine.png|thumb|right|300px||General formula of amphetamine molecule.]]
'''Substituted amphetamines''', also known as '''amphetamines''', are a class of chemicals that include compounds with psychoactive effects.
'''Substituted amphetamines''', also known as '''amphetamines''', are a class of chemicals that include compounds with psychoactive effects.


Line 9: Line 9:


== List of substituted amphetamines ==
== List of substituted amphetamines ==
''Note: This list does not include [[Substituted Phenidate|phenidates]], [[substituted cathinone|cathinones]], [[substituted MDxx|MDxxs]], [[Benzofuran|Benzofurans]] or [[substituted aminoindane|aminoindanes]].''
''Note: This list does not include [[Substituted Phenidate|phenidates]], [[substituted cathinone|cathinones]], [[substituted MDxx|MDxxs]], [[DOx|DOxs]], [[Benzofuran|Benzofurans]] or [[substituted aminoindane|aminoindanes]], nor does it contain any of the DMA or TMA isomers.''
{| class="wikitable"
{| class="wikitable"
|-
|-
Line 17: Line 17:
! 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>N</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'''
! scope="col" | '''Structure'''
|-
|-
| [[2-FA]] || F || H || H || H || H || [[File:2-FA.png|200px]]
| [[Amphetamine]] || H || H || H || H || H || H || H || H || H || [[File:Amphetamine2.png|170px]]
|-
|-
| [[2-FMA]] || F || H || H || H || CH<sub>3</sub> || [[File:2fluoromethamphetamine.png|200px]]
| [[Methamphetamine]] || H || H || H || H || H || H || H || H || CH<sub>3</sub> || [[File:Meth.png|170px]]
|-
|-
| [[4-FA]] || H || H || F || H || H || [[File:4fa.png|200px]]
| [[Ethylamphetamine]] || H || H || H || H || H || H || H || H || CH<sub>3</sub> || [[File:Ethylamphetamine.png|170px]]
|-
|-
| [[Bromo-DragonFLY]] || OCH=CH- || - || Br || OCH=CH- || H || [[File:Bromo-DragonFLY.png|200px]]
| [[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]]
|-
|-
| [[DOB]] || OCH<sub>3</sub> || H || Br || OCH<sub>3</sub> || H ||[[File:DOB.png|200px]]
| [[Isopropylamphetamine]] || H || H || H || H || H || H || H || H || CH<sub>2</sub>(CH<sub>3</sub>)<sub>2</sub> || [[File:Isopropylamphetamine.png|170px]]
|-
|-
| [[DOC]] || OCH<sub>3</sub> || H || Cl || H || OCH<sub>3</sub> ||[[File:DOC.png|200px]]
| [[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]]
|-
|-
| [[DOI]] || OCH<sub>3</sub> || H || I || H || OCH<sub>3</sub> ||[[File:DOI.png|200px]]
| [[Clobenzorex]] || H || H || H || H || H || H || H || H || CH<sub>2</sub>C<sub>6</sub>H<sub>4</sub>2Cl || [[File:Clobenzorex.png|170px]]
|-
|-
| [[DOM]] || OCH<sub>3</sub> || H || CH<sub>3</sub> || H || OCH<sub>3</sub> ||[[File:DOM.png|200px]]
| [[Dimethylamphetamine]] || H || H || H || H || H || H || H || CH<sub>3</sub> || CH<sub>3</sub> || [[File:Dimethylamphetamine.png|170px]]
|-
|-
| [[Amphetamine]] || H || H || H || H || H ||[[File:Amphetamine2.png|200px]]
| [[Selegiline]] || H || H || H || H || H || H || H || CH<sub>3</sub> || CH<sub>2</sub>CCH || [[File:Selegiline.png|170px]]
|-
|-
| [[Lisdexamfetamine]] || H || H || H || H || C(=O)CH(NH<sub>2</sub>)CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>NH<sub>2</sub> || [[File:Lisdexamphetamine.png|200px]]
| [[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]]
|-
|-
| [[Methamphetamine]] || H || H || H || H || CH<sub>3</sub> || [[File:Meth.png|200px]]
| [[Ortetamine]] || CH<sub>3</sub> || H || H || H || H || H || H || H || H || [[File:Ortetamine.png|170px]]
|-
| [[3-Methylamphetamine]] || H || CH<sub>3</sub> || H || H || H || H || H || H || H || [[File:3-Methylamphetamine.png|170px]]
|-
| [[4-Methylamphetamine]] || H || H || CH<sub>3</sub> || H || H || H || H || H || H || [[File:4-Methylamphetamine.png|170px]]
|-
| [[4-MMA]] || H || H || CH<sub>3</sub> || H || H || H || H || H || CH<sub>3</sub> || [[File:4-MMA.png|170px]]
|-
| [[Xylopropamine]] || H || CH<sub>3</sub> || CH<sub>3</sub> || H || H || H || H || H || H || [[File:Xylopropamine.png|170px]]
|-
| [[β-methylamphetamine]] || H || H || H || H || H || H || CH<sub>3</sub> || H || H || [[File:Beta-methylamphetamine.png|170px]]
|-
| [[2-FA]] || F || H || H || H || H || H || H || H || H || [[File:2-FA.png|170px]]
|-
| [[2-FMA]] || F || H || H || H || H || H || H || H || CH<sub>3</sub> || [[File:2fluoromethamphetamine.png|170px]]
|-
| [[3-FA]] || H || F || H || H || H || H || H || H || H || [[File:3-FA.png|170px]]
|-
| [[3-FMA]] || H || F || H || H || H || H || H || H || CH<sub>3</sub> || [[File:3-FMA.png|170px]]
|-
| [[3-FEA]] || H || F || H || H || H || H || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:3-FEA.png|170px]]
|-
| [[4-FA]] || H || H || F || H || H || H || H || H || H || [[File:4fa.png|170px]]
|-
| [[4-FMA]] || H || H || F || H || H || H || H || H || CH<sub>3</sub> || [[File:4-FMA.png|170px]]
|-
| [[4-CA]] || H || H || Cl || H || H || H || H || H || H || [[File:4-CA.png|170px]]
|-
| [[4-BA]] || H || H || Br || H || H || H || H || H || H || [[File:4-BA.png|170px]]
|-
| [[4-IA]] || H || H || I || H || H || H || H || H || H || [[File:4-IA.png|170px]]
|-
| [[DCA]] || H || Cl || Cl || H || H || H || H || H || H || [[File:DCA.png|170px]]
|-
| [[4-HA]] || H || H || OH || H || H || H || H || H || H || [[File:4-HA.png|170px]]
|-
| [[4-HMA]] || H || H || OH || H || H || H || H || H || CH<sub>3</sub> || [[File:4-HMA.png|170px]]
|-
| [[3,4-DHA]] || H || OH || OH || H || H || H || H || H || H || [[File:3,4-DHA.png|170px]]
|-
| [[OMA]] || OCH<sub>3</sub> || H || H || H || H || H || H || H || H || [[File:OMA.png|170px]]
|-
| [[3-MA]] || H || OCH<sub>3</sub> || H || H || H || H || H || H || H || [[File:3-MA.png|170px]]
|-
| [[MMMA]] || H || OCH<sub>3</sub> || H || H || H || H || H || H || CH<sub>3</sub> || [[File:MMMA.png|170px]]
|-
| [[MMA]] || H || OCH<sub>3</sub> || CH<sub>3</sub> || H || H || H || H || H || H || [[File:MMA.png|170px]]
|-
| [[PMA]] || H || H || OCH<sub>3</sub> || H || H || H || H || H || H || [[File:PMA.png|170px]]
|-
| [[PMMA]] || H || H || OCH<sub>3</sub> || H || H || H || H || H || CH<sub>3</sub> || [[File:PMMA.png|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]]
|-
| [[4-ETA]] || H || H || OCH<sub>2</sub>CH<sub>3</sub> || H || H || H || H || H || H || [[File:4-ETA.png|170px]]
|-
| [[4-MTA]] || H || H || SCH<sub>3</sub> || H || H || H || H || H || H || [[File:4-MTA.png|170px]]
|-
| [[Cathine]] || H || H || H || H || H || H || OH || H || H || [[File:Cathine.png|170px]]
|-
|-
|}
|}

Revision as of 22:37, 26 October 2016

General formula of amphetamine molecule.

Substituted amphetamines, also known as amphetamines, are a class of chemicals that include compounds with psychoactive effects.

Chemistry

Substituted amphetamines are a chemical class based upon the molecule amphetamine. Amphetamine is made up of a 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.

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 5-HT2A receptor. Entactogenic and stimulant effects are due to their action as releasing agents of serotonin, adrenaline and noradrenaline or as 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 cognitive and physical stimulation within the user.

List of substituted amphetamines

Note: This list does not include phenidates, cathinones, MDxxs, DOxs, Benzofurans or aminoindanes, nor does it contain any of the DMA or TMA isomers.

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
Ethylamphetamine H H H H H H H H CH3
Propylamphetamine H H H H H H H H CH2CH2CH3
Isopropylamphetamine H H H H H H H H CH2(CH3)2
Lisdexamfetamine H H H H H H H H COCH(NH2)(CH2)4NH2
Clobenzorex H H H H H H H H CH2C6H42Cl
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
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
2-FA F H H H H H H H H
2-FMA F H H H H H H H CH3
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
4-FA H H F H H H H H H
4-FMA H H F H H H H H CH3
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
4-MTA H H SCH3 H H H H H H
Cathine H H H H H H OH H H

See also

References

This article does not cite enough references.

You can help by adding some.

Retrieved from "http://psy.st/w/index.php?title=Substituted_amphetamines&oldid=71513"