Compound: 2-Phenylpropylamine
SMILES: NCC(c1ccccc1)C
InChIKey: AXORVIZLPOGIRG-UHFFFAOYSA-N
Synonyms: 2-Phenylpropylamine, 582-22-9, beta-Methylphenethylamine, 2-phenyl-1-propanamine, 2-phenyl-1-propylamine, 2-PHENYLPROPANAMINE, Benzeneethanamine, .beta.-methyl-, .beta.-Methylphenethylamine, 6XL7O3V13L, Benzeneethanamine, beta-methyl-, NSC-272273, DTXSID10870630, RefChem:478223, DTXCID50818334, (+-)-BETA-METHYLPHENETHYLAMINE, (+-)-.BETA.-METHYLPHENETHYLAMINE, 209-479-2, 2-phenylpropan-1-amine, 1-Amino-2-phenylpropane, BMPEA, beta-Methylphenylethylamine, 1-Propanamine, 2-phenyl-, 4-Methylphenylethylamine, Propylamine, 2-phenyl-, beta-Me-PEA, b-methylphenethylamine, beta-Methylbenzeneethanamine, beta-Phenylpropylamine, 1-Phenyl-1-methyl-2-aminoethane, (2-phenylpropyl)amine, .beta.-Phenylpropylamine, 1-Phenyl-1-methyl-2-amino-aethan, .beta.-Methylphenylethylamine, .beta.-Methylbenzeneethanamine, NSC 272273, 2-Phenyl-propylamine, Phenethylamine, .beta.-methyl-, alpha-Benzylethylamine, B-methyl phenethylamine, beta-methyl-phenethylamine, EINECS 209-479-2, (2S)-2-phenyl-1-propanamine, UNII-6XL7O3V13L, 1-Phenyl-1-methyl-2-amino-aethan [German], PHENETHYLAMINE, beta-METHYL-, NSC272273, 2-methylphenylethylamine, beta-methylphenethyl-amine, SCHEMBL2107, 2-methyl-2-phenyl-ethylamine, WLN: Z1Y1&R, benzene, (2-amino)isopropyl-, s(-)-beta-methylphenethylamine, CHEMBL158578, GTPL5510, SCHEMBL1462503, SCHEMBL2090859, SCHEMBL4177592, SCHEMBL5657491, SCHEMBL9864496, beta-Methylphenethylamine, 99%, AXORVIZLPOGIRG-UHFFFAOYSA-, (RS)-2-PHENYLPROPYLAMINE, CHEBI:229522, HMS1748H06, (+/-)-2-PHENYLPROPYLAMINE, EBC-04289, SBB028247, STK661607, AKOS000268967, AKOS016040167, AKOS040764367, MSK2959-1000M, AB04898, AB04902, PS-5808, (R)-(+)-B-METHYLPHENETHYLAMINE, (S)-(-)-B-METHYLPHENETHYLAMINE, PD046620, SY022702, (+/-)-.BETA.-METHYLPHENETHYLAMINE, DB-018084, DB-053170, ST4125150, NS00017997, EN300-11199, F13480, F008888, Q8083976, 2-Phenylpropanamine Solution in Methanol, 1000ug/mL, F0001-1519, InChI=1/C9H13N/c1-8(7-10)9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3
Theoretical properties:
molecular_formula: C9H13N
molecular_weight: 135.21 g/mol
exact_mass: 135.104799419 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 2
heavy_atom_count: 10
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 2-phenylpropylamine is a phenylalkylamine that is propan-1-amine substituted by a phenyl group at position 2. It is classified as a doping agent by the World Anti-Doping Agency. It has a role as an antihypotensive agent. It is a member of benzenes and a phenylalkylamine.
chebi: A phenylalkylamine that is propan-1-amine substituted by a phenyl group at position 2. It is classified as a doping agent by the World Anti-Doping Agency.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: β-Methylphenethylamine (β-Me-PEA, BMPEA, or 1-amino-2-phenylpropane) is an organic compound of the phenethylamine class, and a positional isomer of the drug amphetamine, with which it shares some properties. In particular, both amphetamine and β-methylphenethylamine are human TAAR1 agonists. In appearance, it is a colorless or yellowish liquid.
Relatively little information has been published about this substance. Hartung and Munch reported that it had good antihypotensive (pressor) activity in experimental animals, and that it was orally active. The MLD (minimum lethal dose) for the HCl salt was given as 500 mg/kg (rat, s.c.) and 50 mg/kg (rabbit, i.v.).
A study by Graham and co-workers at the Upjohn Co., comparing many β-methylphenethylamines substituted on the benzene ring showed that β-methylphenethylamine itself had 1/700 x the pressor activity of epinephrine, corresponding to ~ 1/3 the potency of amphetamine. The β-methyl compound also had ~ 2 x the broncho-dilating power of amphetamine (as measured using the isolated rabbit lung), and an LD50 of 50 mg/kg (rat, i.v.).