Compound: PHENPROMETHAMINE
SMILES: N(CC(c1ccccc1)C)C
InChIKey: AUFSOOYCQYDGES-UHFFFAOYSA-N
Synonyms: PHENPROMETHAMINE, 93-88-9, Phenpromethaminum, Vonedrine, methyl(2-phenylpropyl)amine, Fenprometamina, N-Methyl-2-phenylpropylamine, Phenpromethadrinum, 1-Methylamino-2-phenylpropane, N,beta-Dimethylphenethylamine, Phenpromethamine [INN:DCF], Fenprometamina [INN-Spanish], 1-Methylamino-2-methyl-2-phenylethane, Phenpromethaminum [INN-Latin], Dl-n-methyl-2-phenylpropylamine, 1-Phenyl-1-methyl-2-methylaminoethane, 7D4542I59V, BRN 3196526, 1-Phenyl-1-methyl-2-methylamino-aethan, PHENPROMETHAMINE [INN], PHENPROMETHAMINE [MART.], Phenethylamine, N,beta-dimethyl-, 1-Phenyl-1-methyl-2-methylamino-aethan [German], 3-12-00-02689 (Beilstein Handbook Reference), Benzeneethanamine, N,beta-dimethyl-, PHENYLPROPYLMETHYLAMINE [MI], N,.BETA.-DIMETHYLPHENETHYLAMINE, N,.BETA.-DIMETHYLBENZENEETHANAMINE, PHENETHYLAMINE, N,.BETA.-DIMETHYL-, DL-N,.BETA.-DIMETHYLBENZENEETHANAMINE, BENZENEETHANAMINE, N,.BETA.-DIMETHYL-, Fenprometamina (INN-Spanish), Phenpromethaminum (INN-Latin), PHENPROMETHAMINE (MART.), N,beta-Dimethylbenzeneethanamine, Phenpromethadrine, RefChem:861532, Benzeneethanamine, N,beta-dimethyl-(9CI), DL-N,BETA-DIMETHYLBENZENEETHANAMINE, (+-)-1-METHYLAMINO-2-PHENYLPROPANE, 823-163-7, PHENYLPROPYLMETHYLAMINE, Methyl-(2-phenyl-propyl)-amine, N-methyl-2-phenylpropan-1-amine, N-Methyl-2-phenyl-1-propylamine, Phenpromethamin, MLS000708563, SMR000289130, N-methyl-2-phenyl-propan-1-amine;hydrochloride, UNII-7D4542I59V, cid_22275, SCHEMBL681384, SCHEMBL6893129, CHEMBL1622886, BDBM96687, DTXSID20861690, AUFSOOYCQYDGES-UHFFFAOYSA-N, CHEBI:134771, N-Methyl-beta-Methylphenethylamine, HMS1691M02, AAA09388, MSK10977, MFCD00864152, SBB028094, STK511146, AKOS000302817, AKOS017269518, EBC-332092, methyl(2-phenylpropyl)amine;hydrochloride, NCGC00245147-01, benzene, (1-methyl-2-methylamino)ethyl-, methyl-(2-phenyl-propyl)-amine, AldrichCPR, NS00001594, ST50233322, (+/-)-1-METHYLAMINO-2-PHENYLPROPANE, EN300-66712, N-methyl-2-phenyl-1-propanamine;hydrochloride, Q7181405, Z57797325
Theoretical properties:
molecular_formula: C10H15N
molecular_weight: 149.23 g/mol
exact_mass: 149.120449483 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 3
heavy_atom_count: 11
topological_polar_surface_area: 12 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Phenpromethamine is an amine.
chembl: PHENPROMETHAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Phenpromethamine (former brand name Vonedrine), also known as N,β-dimethylphenethylamine (MPPA, BMMPEA, β-Me-NMPEA, β,N-MePEA), is a sympathomimetic nasal decongestant of the phenethylamine group. It was previously marketed as a nasal inhaler from 1943 through 1960 but is no longer available. The medication is a stimulant and is banned by the World Anti-Doping Agency. It has been detected in dietary supplements starting in the 2010s.
The drug is a monoamine releasing agent (MRA) similarly to β-phenethylamine, amphetamine, and other phenethylamines. It is the N-methyl derivative of β-methylphenethylamine (BMPEA) and the β-methyl derivative of N-methylphenethylamine (NMPEA). Phenpromethamine is known to act as a norepinephrine–dopamine releasing agent (NDRA), with EC50Tooltip half-maximal effective concentration values of 154 nM for norepinephrine and 574 nM for dopamine in rat brain synaptosomes, whereas serotonin was not reported.