459-02-9

The IUPAC name of 4-Fluoro-alpha-methylphenethylamine is 1-(4-fluorophenyl)propan-2-amine. With the CAS registry number 459-02-9, it is also named as Benzeneethanamine, p-fluoro-alpha-methyl- (9CI). The classification code is Drug / Therapeutic Agent. It is a psychoactive drug and research chemical of the phenethylamine and amphetamine chemical classes. Additioanlly, it was banned in Lithuania in July 2009. And it will be banned in Switzerland the 1st December 2010.

The other characteristics of 1-(4-Fluorophenyl)propane-2-amine can be summarized as: 
(1)ACD/LogP: 1.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.22; (4)ACD/LogD (pH 7.4): -0.53; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.509; (13)Molar Refractivity: 43.92 cm³; (14)Molar Volume: 147 cm³; (15)Polarizability: 17.41×10^-24 cm³; (16)Surface Tension: 34.8 dyne/cm; (17)Enthalpy of Vaporization: 45.15 kJ/mol; (18)Vapour Pressure: 0.15 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 153.095378; (21)MonoIsotopic Mass: 153.095378; (22)Topological Polar Surface Area: 26; (23)Heavy Atom Count: 11; (24)Complexity: 108.

Preparation of 1-(4-Fluorophenyl)propane-2-amine:
It can be obtained by 1-(4-fluorophenyl)-2-nitropropene. This reaction needs reagent LiAlH₄ and solvent tetrahydrofuran at ambient temperature. The reaction time is 4.0 hours. The yield is 52%. 


Uses of 1-(4-Fluorophenyl)propane-2-amine:
It can produce stimulant and possibly entactogenic effects. It is also a potent stimulant and serotonin releaser as with other para-substituted amphetamine derivatives, but is both significantly less potent as a serotonin releaser and much less neurotoxic than related compounds. In addition, this chemical can react with 3-bromo-propyne to get (R,S)-(+/-)-a-methyl-b-(4-fluorophenyl)-N-propynylethylamine. This reaction needs reagent K₂CO₃ and solvent acetonitrile, toluene and H₂O. The yield is 62%.


People can use the following data to convert to the molecule structure.
1. SMILES:Fc1ccc(cc1)CC(N)C
2. InChI:InChI=1/C9H12FN/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5,7H,6,11H2,1H3
3. InChIKey:DGXWNDGLEOIEGT-UHFFFAOYAT

The following are the toxicity data of 1-(4-Fluorophenyl)propane-2-amine: