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2-Fluoroamphetamine

From Wikipedia, the free encyclopedia
Stimulant designer drug

Pharmaceutical compound
2-Fluoroamphetamine
Ball-and-stick model of the 2-fluoroamphetamine molecule
Legal status
Legal status
Identifiers
  • 1-(2-Fluorophenyl)propan-2-amine
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC9H12FN
Molar mass153.200 g·mol−1
3D model (JSmol)
  • CC(CC1=CC=CC=C1F)N
  • InChI=1S/C9H12FN/c1-7(11)6-8-4-2-3-5-9(8)10/h2-5,7H,6,11H2,1H3 checkY
  • Key:GDSXNLDTQFFIEU-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)
1 gram of 2-FA

2-Fluoroamphetamine (2-FA) is astimulant drug from theamphetamine family which has been sold as adesigner drug.[1] 2-Fluoroamphetamine differs from3-fluoroamphetamine and4-fluoroamphetamine in the position of the fluorine atom on the aromatic ring, making thempositional isomers of one another. The replacement of a hydrogen atom with a fluorine atom in certain compounds to facilitate passage through theblood–brain barrier, as is desirable incentral nervous system pharmaceutical agents, is a common practice due to the corresponding increase inlipophilicity granted by this substitution.[2][3]

Pharmacology

[edit]

Anorexiant dose (amount inhibiting food intake by 50% for 2 hours, given 1 hour earlier) = 15 mg/kg (rat; p.o.).[4][medical citation needed]

Analgesic dose (50% inhibition of response to tail-clamp) = 20 mg/kg (mouse; i.p.).[4][medical citation needed]

Effect on blood pressure: 0.5 mg/kg (rat; i.v.) produces an increase in BP of 29 mm.[4][medical citation needed]

Toxicology

[edit]

LD50 (mouse; i.p.) = 100 mg/kg.[4][medical citation needed]

Legal status

[edit]

United States

[edit]

TheFederal 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 (ref 1) for human consumption. 2-FA may be considered to be an analog of amphetamine, thus falling under the Federal Analog Act, if, as stated above, it is intended for human consumption.

China

[edit]

As of October 2015 2-FA is a controlled substance in China.[5]

Finland

[edit]

Scheduled in the "government decree on substances, preparations and plants considered to be narcotic drugs" and is hence illegal.[6]

See also

[edit]

References

[edit]
  1. ^Rösner P, Quednow B, Girreser U, Junge T (March 2005). "Isomeric fluoro-methoxy-phenylalkylamines: a new series of controlled-substance analogues (designer drugs)".Forensic Science International.148 (2–3):143–156.doi:10.1016/j.forsciint.2004.05.003.PMID 15639609.
  2. ^Smart BE (2001). "Fluorine substituent effects on bioactivity".Journal of Fluorine Chemistry.109 (1):3–11.Bibcode:2001JFluC.109....3S.doi:10.1016/s0022-1139(01)00375-x.
  3. ^Ismail FM (2002). "Important fluorinated drugs in experimental and clinical use".Journal of Fluorine Chemistry.118 (1–2):27–33.Bibcode:2002JFluC.118...27I.doi:10.1016/s0022-1139(02)00201-4.
  4. ^abcdCosta E, Garattini S (1970).Amphetamines and Related Compounds. New York: Raven Press. p. 28.
  5. ^"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. Archived fromthe original on 1 October 2015. Retrieved1 October 2015.
  6. ^https://www.finlex.fi/fi/lainsaadanto/2008/543
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