1.0 2010-04-08 22:05:09 UTC 2025-11-18 22:33:22 UTC FDB001873 Nonacosan-8-one 4-methoxyamphetamine, also known as 4-methoxyamphetamine hydrochloride or P-methoxy-alpha-methylphenethylamine, belongs to amphetamines and derivatives class of compounds. Those are organic compounds containing or derived from 1-phenylpropan-2-amine. 4-methoxyamphetamine is practically insoluble (in water) and a very strong basic compound (based on its pKa). 4-methoxyamphetamine can be found in potato, which makes 4-methoxyamphetamine a potential biomarker for the consumption of this food product. PMA has been found in tablets touted as MDMA (ecstasy) although its effects are markedly different compared to those of MDMA. The consequences of such deception have often included hospitalization and death for unwitting users. PMA is commonly synthesized from anethole, the flavor compound of anise and fennel, mainly because the starting material for MDMA, safrole, has become less available due to law enforcement action, causing illicit drug manufacturers to use anethole as an alternative . 4-Methoxyamphetamine is a seratogenic drug of the amphetamine class. The drug acts as a potent and selective serotonin releasing agent. It binds to alpha receptors to mediate these effects (DrugBank). (-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine (+-)-1-(p-Methoxyphenyl)-2-aminopropane (+-)-4-Methoxy-alpha-methylbenzeneethanamine (+-)-4-Methoxyamphetamine (+-)-p-methoxy-alpha-methylphenethylamine (+-)-p-methoxy-alpha-methylphenylethylamine (+-)-p-methoxyamphetamine (+/-)-1-(p-Methoxyphenyl)-2-aminopropane (+/-)-4-Methoxyamphetamine (+/-)-p-methoxy-alpha-methylphenylethylamine (+/-)-p-methoxyamphetamine (+/-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine (d,l)-4-Methoxyamphetamine (R)-(-)2-(4-Methoxy-phenyl)-1-methyl-ethylamine (S)-(+)2-(4-Methoxy-phenyl)-1-methyl-ethylamine 1-(4-methoxybenzyl)ethylamine 1-(4-methoxyphenyl)-2-propanamine 1-(4-methoxyphenyl)propan-2-amine 1-p-Methoxyphenyl-2-aminopropane 1-p-Methoxyphenyl-2-propylamine 2-(4-Methoxy-phenyl)-1-methyl-ethylamine 2-(4-Methoxy-phenyl)-1-methyl-ethylamine(PMA) 2-(4-Methoxyphenyl)-1-methylethylamine 2-Amino-1-(4'-methoxyphenyl)propane 4-Methoxy-alpha-methylbenzeneethanamine 4-Methoxy-alpha-methylphenethylamine 4-Methoxyamphetamine 4-methoxyamphetamine, (+-)-isomer Alpha-methyl-beta-(p-methoxyphenyl)ethylamine benzeneethanamine, 4-methoxy-alpha-methyl- Benzeneethanamine, 4-methoxy-alpha-methyl- (9CI) Benzeneethanamine, 4-methoxy-alpha-methyl-, (+-)- Benzeneethanamine, 4-methoxy-alpha-methyl-, (+-)- (9CI) DL-p-methoxy-alpha-methylphenethylamine P-methoxy-alpha-methylphenethylamine P-methoxyamphetamine Para-methoxyamphetamine Phenethylamine, p-methoxy-alpha-methyl- (6CI,7CI,8CI) Phenethylamine, p-methoxy-alpha-methyl- (8CI) Phenethylamine, p-methoxy-alpha-methyl-, (+-)- PMA C10H15NO 165.2322 165.115364107 1-(4-methoxyphenyl)propan-2-amine P-methoxyamphetamine 31721-25-2 COC1=CC=C(CC(C)N)C=C1 InChI=1S/C10H15NO/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6,8H,7,11H2,1-2H3 NEGYEDYHPHMHGK-UHFFFAOYSA-N belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. Amphetamines and derivatives Organic compounds Benzenoids Benzene and substituted derivatives Phenethylamines Aromatic homomonocyclic compounds Alkyl aryl ethers Anisoles Aralkylamines Hydrocarbon derivatives Methoxybenzenes Monoalkylamines Organopnictogen compounds Phenoxy compounds Phenylpropanes Alkyl aryl ether Amine Amphetamine or derivatives Anisole Aralkylamine Aromatic homomonocyclic compound Ether Hydrocarbon derivative Methoxybenzene Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol ether Phenoxy compound Phenylpropane Primary aliphatic amine Primary amine logp 1.74 ALOGPS logs -2.25 ALOGPS solubility 9.28e-01 g/l ALOGPS logp 1.65 ChemAxon pka_strongest_basic 10.04 ChemAxon iupac 1-(4-methoxyphenyl)propan-2-amine ChemAxon average_mass 165.2322 ChemAxon mono_mass 165.115364107 ChemAxon smiles COC1=CC=C(CC(C)N)C=C1 ChemAxon formula C10H15NO ChemAxon inchi InChI=1S/C10H15NO/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6,8H,7,11H2,1-2H3 ChemAxon inchikey NEGYEDYHPHMHGK-UHFFFAOYSA-N ChemAxon polar_surface_area 35.25 ChemAxon refractivity 50.17 ChemAxon polarizability 19.29 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 105157 Specdb::CMs 117206 Specdb::CMs 118741 Specdb::CMs 121064 Specdb::MsMs 50565 Specdb::MsMs 50566 Specdb::MsMs 50567 Specdb::MsMs 162975 Specdb::MsMs 162976 Specdb::MsMs 162977 Specdb::MsMs 3406267 Specdb::MsMs 3406268 Specdb::MsMs 3406269 Specdb::MsMs 3406270 Specdb::MsMs 3406271 Specdb::MsMs 3406272 Potato Type 1 specific Solanum tuberosum 4113