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{{Short description|Designer stimulant drug}}
{{distinguish|Flephedrone}}
{{distinguish|Flephedrone}}
{{Use dmy dates|date=May 2014}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| Watchedfields = changed
| verifiedrevid = 451551839
| verifiedrevid = 451551839
| IUPAC_name = (''RS'')-1-(3-Fluorophenyl)-2-methylaminopropan-1-one
| IUPAC_name = 1-(3-Fluorophenyl)-2-(methylamino)propan-1-one
| image = 3-fluoromethcathinone structure.svg
| image = 3-fluoromethcathinone.svg
| width = 200px
| width = 200px


<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename =
| routes_of_administration = Oral, Intranasal, Intravenous
| routes_of_administration = Oral, intranasal, intravenous
| legal_US = Schedule I
| legal_UK = Class B
| legal_DE = Anlage II


<!--Identifiers-->
<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 1049677-77-1
| CAS_number = 1049677-77-1

⚫
| PubChem =
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = 78P68L3B0H

⚫
| PubChem = 53415330
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 27523958
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}


<!--Chemical data-->
<!--Chemical data-->
| C=10 | H=12 | F=1 | N=1 | O=1
| C=10 | H=12 | F=1 | N=1 | O=1
| synonyms = 3-FMC, 3- Fluoromethcathinone
| molecular_weight = 181.206
| smiles = CC(C(=O)c1cccc(c1)F)NC
| smiles = FC1=CC=CC(=C1)C(C(C)NC)=O
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C10H12FNO/c1-7(12-2)10(13)8-4-3-5-9(11)6-8/h3-7,12H,1-2H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = PQIBROLLUQSNQI-UHFFFAOYSA-N
}}
}}


'''3-Fluoromethcathinone''', also known as '''3-FMC''', is a member of the [[substituted phenethylamine|phenethylamine]], [[substituted amphetamine|amphetamine]] and [[substituted cathinone|cathinone]] [[chemical class]]es. It is a [[stimulant]] [[drug]] which is reported to be contained in some legal highs.<ref name=crew>{{cite journal|pmid=19195800|title= Fluoromethcathinone, a new substance of abuse. | doi=10.1016/j.forsciint.2008.11.013 | volume=185|issue=1-3|date=March 2009|journal=Forensic Sci. Int.|pages=10–20}}</ref> 3-Fluoro''iso''methcathinone is produced as a by-product when 3-FMC is synthesised, the activity of this compound is unknown.<ref name="davies">[http://www.ltg.uk.net/admin/files/MethCase%282%29.pdf Two cases of confirmed ingestion of the novel designer compounds: 4-methylmethcathinone (Mephedrone) and 3-fluoromethcathinone] {{dead link|date=April 2014}} Susannah Davies ''et al.''</ref>
'''3-Fluoromethcathinone''' (also known as '''3-FMC''') is a [[chemical compound]] of the [[substituted phenethylamine|phenethylamine]], [[substituted amphetamine|amphetamine]], and [[substituted cathinone|cathinone]] [[chemical class|classes]] that has been sold online as a [[designer drug]].<ref>{{cite journal | vauthors = Ondra P, Válka I, Knob R, Ginterová P, Maier V | title = Analysis of Amphetamine-Derived Designer Drugs by Gas Chromatography with Mass Spectrometry | journal = Journal of Analytical Toxicology | volume = 40 | issue = 1 | pages = 78–85 | date = October 2015 | pmid = 26446487 | doi = 10.1093/jat/bkv113 | doi-access = free }}</ref><ref name=crew>{{cite journal | vauthors = Archer RP | title = Fluoromethcathinone, a new substance of abuse | journal = Forensic Science International | volume = 185 | issue = 1–3 | pages = 10–20 | date = March 2009 | pmid = 19195800 | doi = 10.1016/j.forsciint.2008.11.013 }}</ref> It is a [[structural isomer]] of [[flephedrone]] (4-fluoromethcathinone).

3-Fluoro''iso''methcathinone is produced as a by-product when 3-FMC is synthesized, the activity of this compound is unknown.<ref name="davies">[http://www.the-ltg.org/data/uploads/posters/methcase.pdf Two cases of confirmed ingestion of the novel designer compounds: 4-methylmethcathinone (Mephedrone) and 3-fluoromethcathinone] Susannah Davies ''et al.''</ref>


== Effects ==
== Effects ==
This chemical's psychoactive effects are yet to be studied scientifically, however it is suspected to be much like [[mephedrone]], though it is also suspected to lack entactogenic quality.<ref name="davies" />
This chemical's effects and safety have not been studied scientifically.<ref name="davies" />


== Legal status ==
== Legal status ==
In the United States, 3-FMC is [[Controlled Substances Act|Schedule I controlled substance]].<ref name=federalregister>[https://www.federalregister.gov/articles/2014/03/07/2014-04997/schedules-of-controlled-substances-temporary-placement-of-10-synthetic-cathinones-into-schedule-i Schedules of Controlled Substances: Temporary Placement of 10 Synthetic Cathinones Into Schedule I]</ref>
* '''United States''': 3-Fluoromethcathinone is [[Controlled Substances Act|unscheduled in the United States]].<ref>[http://www.justice.gov/dea/pubs/scheduling.html United States Drug Enforcement Agency Drug Scheduling. Accessed 23:50 GMT 11th January 2010]</ref> However, on January 28, 2014, the DEA listed it, along with 9 other synthetic cathinones, on the Schedule 1 with a temporary ban, effective February 27, 2014.<ref>http://www.deadiversion.usdoj.gov/fed_regs/rules/2014/fr0128.htm</ref>

* '''United Kingdom''': 3-Fluoromethcathinone is now a controlled drug (2010).
In the United Kingdom, 3-FMC is a controlled drug under the cathinone [[Drugs controlled by the UK Misuse of Drugs Act|blanket ban]].

3-FMC is an [[Drugs controlled by the German Betäubungsmittelgesetz|Anlage II]] controlled drug in Germany.

3-FMC is banned in the Czech Republic.<ref>{{cite web | url=http://www.mzcr.cz/Admin/_upload/files/3/Nov%C3%A9%20PL.pdf | title=Látky, o které byl doplněn seznam č. 4 psychotropních látek (příloha č. 4 k nařízení vlády č. 463/2013 Sb.) | publisher=Ministerstvo zdravotnictví | language=Czech | access-date=6 February 2016 | archive-date=9 March 2016 | archive-url=https://web.archive.org/web/20160309174659/http://www.mzcr.cz/Admin/_upload/files/3/Nov%C3%A9%20PL.pdf | url-status=dead }}</ref>


== See also ==
== See also ==
* [[3,5-Difluoromethcathinone]]
* [[3-Fluoroamphetamine]]
* [[3-Fluoroethamphetamine]]
* [[3-Fluoroethamphetamine]]
* [[3-Fluoromethamphetamine]]
* [[Substituted cathinone]]
* [[Substituted cathinone]]


== References ==
== References ==
{{Reflist|2}}
{{reflist|30em}}


{{Stimulants}}
{{Stimulants}}
{{Adrenergics}}
{{Dopaminergics}}
{{Phenethylamines}}
{{Phenethylamines}}


{{DEFAULTSORT:Fluoromethcathinone, 3-}}
{{DEFAULTSORT:Fluoromethcathinone, 3-}}
[[Category:Dopamine agonists]]
[[Category:Cathinones]]
[[Category:Cathinones]]
[[Category:Organofluorides]]
[[Category:Designer drugs]]
[[Category:3-Fluorophenyl compounds]]
[[Category:Norepinephrine-dopamine releasing agents]]

Latest revision as of 09:06, 5 September 2024

Not to be confused with Flephedrone.

3-Fluoromethcathinone
Clinical data
Other names3-FMC, 3- Fluoromethcathinone
Routes of
administration		Oral, intranasal, intravenous
Legal status
Legal status
Identifiers
  • 1-(3-Fluorophenyl)-2-(methylamino)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H12FNO
Molar mass181.210 g·mol−1
3D model (JSmol)
  • FC1=CC=CC(=C1)C(C(C)NC)=O
  • InChI=1S/C10H12FNO/c1-7(12-2)10(13)8-4-3-5-9(11)6-8/h3-7,12H,1-2H3 ☒N
  • Key:PQIBROLLUQSNQI-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

3-Fluoromethcathinone (also known as 3-FMC) is a chemical compound of the phenethylamine, amphetamine, and cathinone classes that has been sold online as a designer drug.[1][2] It is a structural isomer of flephedrone (4-fluoromethcathinone).

3-Fluoroisomethcathinone is produced as a by-product when 3-FMC is synthesized, the activity of this compound is unknown.[3]

Effects

[edit]

This chemical's effects and safety have not been studied scientifically.[3]

[edit]

In the United States, 3-FMC is Schedule I controlled substance.[4]

In the United Kingdom, 3-FMC is a controlled drug under the cathinone blanket ban.

3-FMC is an Anlage II controlled drug in Germany.

3-FMC is banned in the Czech Republic.[5]

See also

[edit]

References

[edit]
  1. ^ Ondra P, Válka I, Knob R, Ginterová P, Maier V (October 2015). "Analysis of Amphetamine-Derived Designer Drugs by Gas Chromatography with Mass Spectrometry". Journal of Analytical Toxicology. 40 (1): 78–85. doi:10.1093/jat/bkv113. PMID 26446487.
  2. ^ Archer RP (March 2009). "Fluoromethcathinone, a new substance of abuse". Forensic Science International. 185 (1–3): 10–20. doi:10.1016/j.forsciint.2008.11.013. PMID 19195800.
  3. ^ a b Two cases of confirmed ingestion of the novel designer compounds: 4-methylmethcathinone (Mephedrone) and 3-fluoromethcathinone Susannah Davies et al.
  4. ^ Schedules of Controlled Substances: Temporary Placement of 10 Synthetic Cathinones Into Schedule I
  5. ^ "Látky, o které byl doplněn seznam č. 4 psychotropních látek (příloha č. 4 k nařízení vlády č. 463/2013 Sb.)" (PDF) (in Czech). Ministerstvo zdravotnictví. Archived from the original (PDF) on 9 March 2016. Retrieved 6 February 2016.
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