Chemistry:2-Fluoromethamphetamine

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Short description: Stimulant designer drug


2-Fluoromethamphetamine (2-FMA) is a stimulant drug of the amphetamine family which has been used as a designer drug.[1][2][3] 2-FMA is commonly compared to lisdexamfetamine (Vyvanse), and dextroamphetamine due to its efficacy as a study or productivity aid.[citation needed] 2-FMA is purported to produce somewhat less euphoria than comparable amphetamines, likely due to its main mechanism of action consisting of norepinephrine reuptake inhibition.[4]

2-Fluoromethamphetamine
2-Fluoro Methamphetamine Structure.svg
Ball-and-stick model of the 2-fluoromethamphetamine molecule
Clinical data
Routes of
administration
By mouth
Legal status
Legal status
  • CA: Schedule I[5]
  • DE: Anlage I (Authorized scientific use only)
  • UK: Class A
  • US: Unscheduled
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC10H14FN
Molar mass167.227 g·mol−1
3D model (JSmol)
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Chemistry

2-Fluoromethamphetamine is fluorinated analogue of methamphetamine, and is a regioisomer of 3-FMA and 4-FMA.

It does not activate the serotonin receptors, including 5-HT2A,[4] unlike most stimulant drugs of the amphetamine family.

Legal status

Canada

As of 1996, 2-FMA is a controlled substance in Canada, due to being an analog of methamphetamine.[5]

China

As of October 2015, 2-FMA is a controlled substance in China.[6]

Germany

As of 13 December 2014, 2-FMA is a controlled substance in Germany.[7] It is controlled under Anlage I BtMG (Narcotics Act, Schedule I).[8] Substances controlled under Anlage I BtMG are illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license. Violations of the law are punishable by a fine or imprisonment for up to five years.[9]

Ukraine

As of July 2019, 2-FMA is a controlled substance in Ukraine (considered a narcotic).[10]

United States

As a close analog of scheduled controlled substance,[1] sale or possession of 2-FMA could be potentially be prosecuted under the Federal Analogue Act.[11]

See also

References

  1. 1.0 1.1 "Isomeric fluoro-methoxy-phenylalkylamines: a new series of controlled-substance analogues (designer drugs)". Forensic Science International 148 (2–3): 143–156. March 2005. doi:10.1016/j.forsciint.2004.05.003. PMID 15639609. 
  2. "Chemical analysis of four capsules containing the controlled substance analogues 4-methylmethcathinone, 2-fluoromethamphetamine, alpha-phthalimidopropiophenone and N-ethylcathinone". Forensic Science International 197 (1–3): 59–66. April 2010. doi:10.1016/j.forsciint.2009.12.048. PMID 20074881. 
  3. "Identification and Quantitative Analysis of 2-Fluoromethamphetamine and Its Metabolites in Human Urine". Journal of Analytical Toxicology 47 (1): 59–65. February 2023. doi:10.1093/jat/bkac026. PMID 35562170. 
  4. 4.0 4.1 "In vitro characterization of new psychoactive substances at the μ-opioid, CB1, 5HT1A, and 5-HT2A receptors-On-target receptor potency and efficacy, and off-target effects". Forensic Science International 317: 110553. December 2020. doi:10.1016/j.forsciint.2020.110553. PMID 33160102. 
  5. 5.0 5.1 Legislative Services Branch (2022-03-31). "Consolidated federal laws of Canada, Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-9.html. 
  6. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. http://www.sfda.gov.cn/WS01/CL0056/130753.html. 
  7. Bundesgesetzblatt. "Achtundzwanzigste Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften – Vom 5. Dezember 2014" (in German). Bundesanzeiger-Verlags-GmbH. https://www.bgbl.de/xaver/bgbl/start.xav?start=%2F%2F*%5B%40attr_id%3D%27bgbl114s1999.pdf%27%5D#__bgbl__%2F%2F*%5B%40attr_id%3D%27bgbl114s1999.pdf%27%5D__1649260007019. 
  8. Bundesministerium der Justiz. "Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz – BtMG) Anlage I (zu § 1 Abs. 1) (nicht verkehrsfähige Betäubungsmittel)" (in German). https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html. 
  9. Bundesministerium der Justiz. "Gesetz über den Verkehr mit Betäubungsmitteln (Betäubungsmittelgesetz – BtMG) § 29 Straftaten" (in German). https://www.gesetze-im-internet.de/btmg_1981/__29.html. 
  10. "Про внесення змін до Закону України "Про обіг в Україні наркотичних засобів, психотропних речовин, їх аналогів і прекурсорів"" (in Ukrainian). Verkhovna Rada of Ukraine. 23 July 2019. https://zakon.rada.gov.ua/laws/show/600-2019-%D0%BF. 
  11. "Federal Controlled Substance Analogue Act Summary". Erowid Analog Law Vault. https://www.erowid.org/psychoactives/law/analog/analog_info1.shtml.