3-Fluoroethamphetamine

3-Fluoroethamphetamine

Clinical data
ATC code	none
Legal status
Legal status	CA: Schedule I DE: NpSG (Industrial and scientific use only) UK: Class A
Identifiers
IUPAC name N-ethyl-1-(3-fluorophenyl)propan-2-amine
CAS Number	54982-43-3  Y
PubChem CID	57458869
ChemSpider	27050449  N
UNII	7ZY9F4B6GT
CompTox Dashboard (EPA)	DTXSID201029433
Chemical and physical data
Formula	C11H16FN
Molar mass	181.254 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(CC1=CC(F)=CC=C1)NCC
InChI InChI=1S/C11H16FN/c1-3-13-9(2)7-10-5-4-6-11(12)8-10/h4-6,8-9,13H,3,7H2,1-2H3 N Key:CKPWHLGHHXSVJI-UHFFFAOYSA-N N
NY  (what is this?)    (verify)

3-Fluoroethamphetamine (3-FEA) is a stimulant drug of the amphetamine class which acts as a releasing agent of the monoamine neurotransmitters norepinephrine, dopamine and serotonin.

Compared to the unsubstituted ethylamphetamine, 3-fluoroethamphetamine is a weaker releaser of noradrenaline, but a stronger releaser of both dopamine and serotonin, and produced the strongest reinforcing effects in animal studies out of a range of 3-substituted ethamphetamine derivatives tested, despite not being the most potent dopamine releaser. ^{[1] [2] [3] [4]}

See also

• 2-Fluoroamphetamine
• 2-Fluoromethamphetamine
• 3-Fluoroamphetamine
• 3-Fluoromethamphetamine
• 4-Fluoroamphetamine
• 4-Fluoromethamphetamine
• Fenfluramine

References

1. Tessel RE, Woods JH (1974). "Structural relationship between meta-substituted N-ethylamphetamines and self-administration in rhesus monkeys". Pharmacologist. 16: 142.
2. Tessel RE, Woods JH, Counsell RE, Lu M (February 1975). "Structure-activity relationships between meta-substituted N-ethylamphetamines and locomotor activity in mice". The Journal of Pharmacology and Experimental Therapeutics. 192 (2): 310–8. doi:10.1016/S0022-3565(25)30065-0. PMID   1117418.
3. Tessel RE, Rutledge CO (May 1976). "Specificity of release of biogenic amines from isolated rat brain tissue as a function of the meta substituent of N-ethylamphetamine derivatives". The Journal of Pharmacology and Experimental Therapeutics. 197 (2): 253–62. doi:10.1016/S0022-3565(25)30504-5. PMID   1271279.
4. Tessel RE, Woods JH (May 1978). "meta Substituted N-ethylamphetamine self injection responding in the rhesus monkey: structure-activity relationships". The Journal of Pharmacology and Experimental Therapeutics. 205 (2): 274–81. doi:10.1016/S0022-3565(25)31228-0. PMID   417172.