2-FA: Difference between revisions

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{{SubstanceBox/2-FA}}
{{SubstanceBox/2-FA}}


'''2-Fluoroamphetamine''' (also known as '''2-FA''') is a novel [[effect class::stimulant]] substance of the [[chemical class::amphetamine]] class. It is a structural analog of [[amphetamine]] and is presumed to possess a similar mechanism of action, promoting the release of [[dopamine]] and [[norepinephrine]] in the brain.  
'''2-Fluoroamphetamine''' (also known as '''2-FA''') is a novel [[psychoactive class::stimulant]] substance of the [[chemical class::Substituted amphetamine|amphetamine]] class. It is a structural analog of [[amphetamine]] and is presumed to possess a similar mechanism of action, promoting the release of [[dopamine]] and [[norepinephrine]] in the brain.  


2-FA is part of a series of amphetamine analogs that first appeared on the online research chemical market in the 2010s.<ref>Isomeric fluoro-methoxy-phenylalkylamines: a new series of controlled-substance analogues (designer drugs) (PubMed.gov / NCBI) | https://www.ncbi.nlm.nih.gov/pubmed/15639609</ref><ref>Chemical analysis of four capsules containing the controlled substance analogues 4-methylmethcathinone, 2-fluoromethamphetamine, alpha-phthalimidopropiophenone and N-ethylcathinone (PubMed.gov / NCBI) | http://www.ncbi.nlm.nih.gov/pubmed/20074881</ref>  These compounds include [[2-FMA]], [[3-FA]], [[3-FEA]] and [[4-FA]] and are reported to produce a range of [[stimulant|stimulating]] and [[euphoria|euphoric]] effects, many of which have been used as [[research chemical]] substitutes for classical street [[stimulants]] and [[entactogens]].{{citation needed}} Of these, 2-FA is considered to be most [[amphetamine]]-like in its [[subjective effects]]. It is commonly compared to the d-isomer of amphetamine (dexedrine).
2-FA is part of a series of amphetamine analogs that first appeared on the online research chemical market in the 2010s.<ref>{{cite journal | vauthors=((Rösner, P.)), ((Quednow, B.)), ((Girreser, U.)), ((Junge, T.)) | journal=Forensic Science International | title=Isomeric fluoro-methoxy-phenylalkylamines: a new series of controlled-substance analogues (designer drugs) | volume=148 | issue=2–3 | pages=143–156 | date=10 March 2005 | issn=0379-0738 | doi=10.1016/j.forsciint.2004.05.003}}</ref><ref>{{cite journal | vauthors=((Camilleri, A.)), ((Johnston, M. R.)), ((Brennan, M.)), ((Davis, S.)), ((Caldicott, D. G. E.)) | journal=Forensic Science International | title=Chemical analysis of four capsules containing the controlled substance analogues 4-methylmethcathinone, 2-fluoromethamphetamine, alpha-phthalimidopropiophenone and N-ethylcathinone | volume=197 | issue=1–3 | pages=59–66 | date=15 April 2010 | issn=1872-6283 | doi=10.1016/j.forsciint.2009.12.048}}</ref>  These compounds include [[2-FMA]], [[3-FA]], [[3-FEA]] and [[4-FA]] and are reported to produce a range of [[stimulant|stimulating]] and [[euphoria|euphoric]] effects, many of which have been used as [[research chemical]] substitutes for classical street [[stimulants]] and [[entactogens]].{{citation needed}} Of these, 2-FA is considered to be most [[amphetamine]]-like in its [[subjective effects]]. It is commonly compared to the d-isomer of amphetamine (dexedrine).


2-FA is commonly taken orally. While capable of being taken via [[insufflation]] or [[vaporized|vaporization]], this has been reported to be highly unpleasant and noxious compared to its parent compound. Despite some users reporting efficacy as an alternative to prescription stimulants for ADHD, little is known about the potential toxicological effects that accompany its long-term use as a substitute for prescribed stimulants.
2-FA is commonly taken orally. While capable of being taken via [[insufflation]] or [[vaporized|vaporization]], this has been reported to be highly unpleasant and noxious compared to its parent compound. Despite some users reporting efficacy as an alternative to prescription stimulants for ADHD, little is known about the potential toxicological effects that accompany its long-term use as a substitute for prescribed stimulants.
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[[File:samphetamine.png|thumb|right|240px|thumb|right||Generic structure of a amphetamine molecule]]
[[File:samphetamine.png|thumb|right|240px|thumb|right||Generic structure of a amphetamine molecule]]


2-FA, or 2-Fluoroamphetamine, is a synthetic molecule of the [[amphetamine]] family. Molecules of the amphetamine class contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at R<sub>α</sub> (i.e. amphetamines are alpha-methylated phenethylamines). Unlike its close analogue [[2-FMA]], 2-FA does not contain a methyl group bound to the terminal amine R<sub>N</sub> of the amphetamine core, which renders it structurally and functionally similar to [[amphetamine]]. 2-FA is the 2-position fluorinated analogue of [[amphetamine]].
2-FA, or 2-Fluoroamphetamine, is a synthetic molecule of the [[Substituted amphetamine|amphetamine]] family. Molecules of the amphetamine class contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at R<sub>α</sub> (i.e. amphetamines are alpha-methylated phenethylamines). Unlike its close analogue [[2-FMA]], 2-FA does not contain a methyl group bound to the terminal amine R<sub>N</sub> of the amphetamine core, which renders it structurally and functionally similar to [[amphetamine]]. 2-FA is the 2-position fluorinated analogue of [[amphetamine]].


==Pharmacology==
==Pharmacology==
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==Subjective effects==
==Subjective effects==
In comparison to other substituted amphetamines, 2-FA is reported to be relatively free of side effects such as [[nausea]], [[high blood pressure]], [[anxiety]] and an uncomfortable [[offset]] ("comedown"). It is considered to be a functional and effective psychoactive substance for performing general productivity tasks in a manner that is similar to [[amphetamine|dextroamphetamine]]. However, at higher doses, it reportedly loses its productivity and attention-enhancing effects and begins to take on a recreational character due to the distracting euphoria and overstimulation that can result. However, it is often said that it possesses a "ceiling dose" that purportedly lowers the abuse threshold relative to methamphetamine, although this has yet to be scientifically demonstrated. 2-FA specifically has been though to be much weaker in effects than dextroamphetamine or [[2-FMA]] and is rather compared to [[caffeine]] than other related substances.
In comparison to other substituted amphetamines, 2-FA is reported to be relatively free of side effects such as [[nausea]], [[high blood pressure]], [[anxiety]] and an uncomfortable [[offset]] ("comedown"). It is considered to be a functional and effective psychoactive substance for performing general productivity tasks in a manner that is similar to [[amphetamine|dextroamphetamine]]. However, at higher doses, it reportedly loses its productivity and attention-enhancing effects and begins to take on a recreational character due to the distracting euphoria and overstimulation that can result. However, it is often said that it possesses a "ceiling dose" that purportedly lowers the abuse threshold relative to methamphetamine, although this has yet to be scientifically demonstrated.


{{Preamble/SubjectiveEffects}}
{{Preamble/SubjectiveEffects}}
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{{#ask: [[Category:2-FA]][[Category:Experience]]|format=ul|Columns=1}}
{{#ask: [[Category:2-FA]][[Category:Experience]]|format=ul|Columns=1}}
There are currently no anecdotal reports which describe the effects of this compound within our [[experience index]]. Additional experience reports can be found here:
There are currently no anecdotal reports which describe the effects of this compound within our [[experience index]]. Additional experience reports can be found here:
* [https://www.erowid.org/experiences/subs/exp_2Fluoroamphetamine.shtml Erowid Experience Vaults: 2-FA]
 
*[https://www.erowid.org/experiences/subs/exp_2Fluoroamphetamine.shtml Erowid Experience Vaults: 2-FA]


==Toxicity and harm potential==
==Toxicity and harm potential==
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The toxicity and long-term health effects of recreational 2-FA use do not seem to have been studied in any scientific context and the [[Toxicity::exact toxic dosage is unknown]]. This is because 2-FA has very little history of human usage. Anecdotal evidence from people who have tried 2-FA within the community suggest that there do not seem to be any negative health effects attributed to simply trying this drug at low to moderate doses by itself and using it sparingly (but nothing can be completely guaranteed). Others have commented that its d-isomer form is virtually similar to the effects of d-[[amphetamine]], and thus far little has been shown to give reason to suspect that its toxicity is radically different (though future evidence to the contrary may prove otherwise).  
The toxicity and long-term health effects of recreational 2-FA use do not seem to have been studied in any scientific context and the [[Toxicity::exact toxic dosage is unknown]]. This is because 2-FA has very little history of human usage. Anecdotal evidence from people who have tried 2-FA within the community suggest that there do not seem to be any negative health effects attributed to simply trying this drug at low to moderate doses by itself and using it sparingly (but nothing can be completely guaranteed). Others have commented that its d-isomer form is virtually similar to the effects of d-[[amphetamine]], and thus far little has been shown to give reason to suspect that its toxicity is radically different (though future evidence to the contrary may prove otherwise).  


It is perhaps worth noting that in the field of medicinal chemistry, the fluorine substitution is sometimes seen as desirable in central nervous system pharmaceutical agents, and is a common practice due to the corresponding increase in lipophilicity granted by the substitute.<ref>Fluorine substituent effects (on bioactivity) | http://www.sciencedirect.com/science/article/pii/S002211390100375X</ref>
It is perhaps worth noting that in the field of medicinal chemistry, the fluorine substitution is sometimes seen as desirable in central nervous system pharmaceutical agents, and is a common practice due to the corresponding increase in lipophilicity granted by the substitute.<ref>{{cite journal | vauthors=((Smart, B. E.)) | journal=Journal of Fluorine Chemistry | title=Fluorine substituent effects (on bioactivity) | volume=109 | issue=1 | pages=3–11 | date=1 June 2001 | url=https://www.sciencedirect.com/science/article/pii/S002211390100375X | issn=0022-1139 | doi=10.1016/S0022-1139(01)00375-X}}</ref>


It is strongly recommended that one use [[responsible drug use|harm reduction practices]] when using this drug.
It is strongly recommended that one use [[responsible drug use|harm reduction practices]] when using this drug.
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===Psychosis===
===Psychosis===
{{Main|Stimulant psychosis}}
{{Main|Stimulant psychosis}}
Abuse of compounds within the amphetamine chemical class at high dosages for prolonged periods of time can potentially result in a stimulant psychosis that may present with a variety of symptoms (e.g., [[Paranoia|paranoia]], [[External hallucinations|hallucinations]], or [[Delusions|delusions]]).<ref>Treatment for amphetamine psychosis | [http://onlinelibrary.wiley.com/doi/10.1002/14651858.CD003026.pub3/abstract?systemMessage=Wiley+Online+Library+will+be+disrupted+Saturday%2C+15+March+from+10%3A00-12%3A00+GMT+%2806%3A00-08%3A00+EDT%29+for+essential+maintenance]</ref> A review on treatment for amphetamine, dextro[[amphetamine]], and [[methamphetamine]] abuse-induced psychosis states that about 5–15% of users fail to recover completely.<ref>Treatment for amphetamine psychosis | [http://onlinelibrary.wiley.com/doi/10.1002/14651858.CD003026.pub3/abstract?systemMessage=Wiley+Online+Library+will+be+disrupted+Saturday%2C+15+March+from+10%3A00-12%3A00+GMT+%2806%3A00-08%3A00+EDT%29+for+essential+maintenance]</ref><ref>Hofmann FG (1983). A Handbook on Drug and Alcohol Abuse: The Biomedical Aspects (2nd ed.). New York: Oxford University Press. p. 329. ISBN 9780195030570.</ref> The same review asserts that, based upon at least one trial, [[antipsychotic]] medications effectively resolve the symptoms of acute amphetamine psychosis.<ref>Treatment for amphetamine psychosis | [http://onlinelibrary.wiley.com/doi/10.1002/14651858.CD003026.pub3/abstract?systemMessage=Wiley+Online+Library+will+be+disrupted+Saturday%2C+15+March+from+10%3A00-12%3A00+GMT+%2806%3A00-08%3A00+EDT%29+for+essential+maintenance]</ref> Psychosis very rarely arises from therapeutic use.<ref>Stimulant Misuse: Strategies to Manage a Growing Problem | http://www.acha.org/prof_dev/ADHD_docs/ADHD_PDprogram_Article2.pdf</ref><ref>http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/021303s026lbl.pdf</ref>
Abuse of compounds within the amphetamine chemical class at high dosages for prolonged periods of time can potentially result in a stimulant psychosis that may present with a variety of symptoms (e.g., [[Paranoia|paranoia]], [[External hallucinations|hallucinations]], or [[Delusions|delusions]]).<ref name="Shoptaw2009">{{cite journal | vauthors=((Shoptaw, S. J.)), ((Kao, U.)), ((Ling, W.)) | veditors=((Cochrane Drugs and Alcohol Group)) | journal=Cochrane Database of Systematic Reviews | title=Treatment for amphetamine psychosis | date=21 January 2009 | url=https://doi.wiley.com/10.1002/14651858.CD003026.pub3 | issn=14651858 | doi=10.1002/14651858.CD003026.pub3}}</ref> A review on treatment for amphetamine, dextro[[amphetamine]], and [[methamphetamine]] abuse-induced psychosis states that about 5–15% of users fail to recover completely.<ref name="Shoptaw2009"/><ref>{{cite book | vauthors=((Hofmann, F. G.)) | date= 1983 | title=A handbook on drug and alcohol abuse: the biomedical aspects | publisher=Oxford University Press | edition=2nd ed | isbn=9780195030563}}</ref> The same review asserts that, based upon at least one trial, [[antipsychotic]] medications effectively resolve the symptoms of acute amphetamine psychosis.<ref><ref name="Shoptaw2009"/> Psychosis very rarely arises from therapeutic use.<ref>Stimulant Misuse: Strategies to Manage a Growing Problem | http://www.acha.org/prof_dev/ADHD_docs/ADHD_PDprogram_Article2.pdf</ref><ref>http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/021303s026lbl.pdf</ref>


===Dangerous interactions===
===Dangerous interactions===
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{{DangerousInteractions/Amphetamines}}
{{DangerousInteractions/Amphetamines}}


==Legal issues==
==Legal status==
2-FA is currently a grey area compound within all parts of the world, meaning its regulation lies in a legal grey area and that it is not known to be specifically illegal ("scheduled") within any country. However, people may still be charged for its possession under certain circumstances such as under analogue laws and with intent to sell or consume.
2-FA is currently a grey area compound within all parts of the world, meaning its regulation lies in a legal grey area and that it is not known to be specifically illegal ("scheduled") within any country. However, people may still be charged for its possession under certain circumstances such as under analogue laws and with intent to sell or consume.


*'''Canada''': 2-FA would be considered Schedule I as it is an analogue of Amphetamine.<ref>Controlled Drugs and Substances Act (S.C. 1996, c. 19) |http://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-12.html#h-28</ref>
*'''Canada''': 2-FA would be considered Schedule I as it is an analogue of Amphetamine.<ref>{{Citation | vauthors=((Branch, L. S.)) | year=2022 | title=Consolidated federal laws of Canada, Controlled Drugs and Substances Act | url=https://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-12.html}}</ref>
*'''China''': As of October 2015 2-FA is a controlled substance in China.<ref>{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=Chinese | accessdate=1 October 2015}}</ref>
*'''China''': As of October 2015 2-FA is a controlled substance in China.<ref>{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=Chinese | accessdate=1 October 2015}}</ref>
*'''France''': As of december 2024, 2-FA is not explicitly scheduled. It is thus legal to possess, although in a grey area.<ref>{{Citation | title=Arrêté du 22 février 1990 fixant la liste des substances classées comme stupéfiants  | url=https://www.legifrance.gouv.fr/loda/id/JORFTEXT000000533085/2020-11-20/}}</ref>
*'''Germany''': 2-FA is controlled under the NpSG (''New Psychoactive Substances Act'')<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/anlage.html|title=Anlage NpSG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 19, 2019|language=de}}</ref> as of November 26, 2016.<ref>{{cite web|url=https://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl116s2615.pdf#__bgbl__%2F%2F*%5B%40attr_id%3D%27bgbl116s2615.pdf%27%5D__1576017393518|title=Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe|publisher=Bundesanzeiger Verlag|access-date=December 19, 2019|language=de}}</ref> Production and import with the aim to place it on the market, administration to another person and trading is punishable. Possession is illegal but not penalized.<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__4.html|title=§ 4 NpSG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 19, 2019|language=de}}</ref>
*'''Germany''': 2-FA is controlled under the NpSG (''New Psychoactive Substances Act'')<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/anlage.html|title=Anlage NpSG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 19, 2019|language=de}}</ref> as of November 26, 2016.<ref>{{cite web|url=https://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl116s2615.pdf#__bgbl__%2F%2F*%5B%40attr_id%3D%27bgbl116s2615.pdf%27%5D__1576017393518|title=Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe|publisher=Bundesanzeiger Verlag|access-date=December 19, 2019|language=de}}</ref> Production and import with the aim to place it on the market, administration to another person and trading is punishable. Possession is illegal but not penalized.<ref>{{cite web|url=https://www.gesetze-im-internet.de/npsg/__4.html|title=§ 4 NpSG|publisher=Bundesministerium der Justiz und für Verbraucherschutz|access-date=December 19, 2019|language=de}}</ref>
*'''New Zealand''': 2-FA is an amphetamine analogue, so is a Schedule 3 controlled substance in New Zealand.<ref>http://www.legislation.govt.nz/act/public/1975/0116/latest/whole.html#DLM436576</ref>
*'''New Zealand''': 2-FA is an amphetamine analogue, so is a Schedule 3 controlled substance in New Zealand.<ref>{{Citation | title=Misuse of Drugs Act 1975 No 116 (as at 01 July 2022), Public Act – New Zealand Legislation | url=https://www.legislation.govt.nz/act/public/1975/0116/latest/whole.html}}</ref>
*'''Switzerland''': 2-FA is a controlled substance specifically named under Verzeichnis E.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref>
*'''Switzerland''': 2-FA is a controlled substance specifically named under Verzeichnis E.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref>
*'''United Kingdom''': 2-FA is considered a Class A drug as a result of the amphetamine analog clause of the Misuse of Drugs Act 1971.<ref>Misuse of Drugs Act 1971 (Legislation.gov.uk) |http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I</ref>
*'''Turkey:''' 2-FA is a classed as drug and is illegal to possess, produce, supply, or import.<ref name="Bakanlar Kurulu Kararı - Karar Sayısı : 2013/5742">{{Citation | title=Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü | url=https://resmigazete.gov.tr/eskiler/2014/01/20140125-3.htm}}</ref> <ref name="List of illegal substances for law"> https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf</ref>
*'''The Netherlands:''' 2-FA is currently legal, but it is part of a substance group that may be banned soon as part of a recently passed law on New Psychoactive Substances (NPS). <ref>{{Citation|title= Wijziging van de Opiumwet in verband met het toevoegen van een derde lijst met als doel het tegengaan van de productie van en de handel in nieuwe psychoactieve stoffen en enkele andere wijzigingen (Dutch) | year=2024|url=https://www.tweedekamer.nl/kamerstukken/wetsvoorstellen/detail?id=2022Z14042&dossier=36159}}</ref>
*'''United Kingdom''': 2-FA is considered a Class A drug as a result of the amphetamine analog clause of the Misuse of Drugs Act 1971.<ref>{{Citation | title=Misuse of Drugs Act 1971 | url=https://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I}}</ref>
*'''United States''': 2-FA may be considered to be an analogue of amphetamine under the Federal Analogue Act and thus a Schedule II drug. The Federal Analogue Act, 21 U.S.C. § 813, is a section of the United States Controlled Substances Act, allowing any chemical "substantially similar" to an illegal drug (in Schedule I or II) to be treated as if it were also in Schedule I or II, but only if it is intended for human consumption.
*'''United States''': 2-FA may be considered to be an analogue of amphetamine under the Federal Analogue Act and thus a Schedule II drug. The Federal Analogue Act, 21 U.S.C. § 813, is a section of the United States Controlled Substances Act, allowing any chemical "substantially similar" to an illegal drug (in Schedule I or II) to be treated as if it were also in Schedule I or II, but only if it is intended for human consumption.
 
==See also==
==See also==
*[[Responsible use]]
*[[Responsible use]]
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==External links==
==External links==
*[https://en.wikipedia.org/wiki/2-Fluoroamphetamine 2-FA (Wikipedia)]
*[https://en.wikipedia.org/wiki/2-Fluoroamphetamine 2-FA (Wikipedia)]
*[https://isomerdesign.com/PiHKAL/explore.php?id=2129 2-FA (Isomer Design)]
*[https://isomerdesign.com/PiHKAL/explore.php?id=2129 2-FA (Isomer Design)]
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<references />
<references />


[[Category:Substance]]
[[Category:Psychoactive substance]]
[[Category:Psychoactive substance]]
[[Category:Stimulant]]
[[Category:Stimulant]]
[[Category:Phenethylamine]]
[[Category:Amphetamine]]
[[Category:Amphetamine]]
[[Category:Research chemical]]
[[Category:Research chemical]]


{{#set:Featured=true}}
{{#set:Featured=true}}
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