Compound: AMPHETAMINE
SMILES: NC(Cc1ccccc1)C
InChIKey: KWTSXDURSIMDCE-UHFFFAOYSA-N
Synonyms: AMPHETAMINE, Amfetamine, 1-phenylpropan-2-amine, dl-Amphetamine, 1-Phenyl-2-aminopropane, Desoxynorephedrine, Norephedrane, 300-62-9, Elastonon, Fenopromin, Phenedrine, beta-Aminopropylbenzene, Propisamine, Psychedrine, Raphetamine, Rhinalator, Simpatedrin, Sympatedrine, Actedron, Allodene, Anorexide, Anorexine, Benzebar, Benzolone, Isoamyne, Mecodrin, Novydrine, Oktedrin, Ortedrine, Percomon, Profamina, Simpatina, Sympamine, Weckamine, Adipan, Finam, Isomyn, 1-Methyl-2-phenylethylamine, 1-Phenyl-2-propylamine, amfetaminum, alpha-Methylbenzeneethaneamine, 3-Phenyl-2-propylamine, Anfetamina, Fenylo-izopropylaminyl, (Phenylisopropyl)amine, dl-alpha-Methylphenethylamine, 2-Amino-1-phenylpropane, (+-)-Benzedrine, Amfetamin, Amfetamina, Amphetamin, Dyanavel, dl-Benzedrine, beta-Phenylisopropylamin, Adderall XR, Dyanavel XR, Adzenys ER, Amphetamine, dl-, 1-Phenyl-2-amino-propan, (+-)-alpha-Methylphenylethylamine, beta-Phenylisopropylamine, rac-Amphetamine, (+-)-alpha-Methylphenethylamine, (+-)-alpha-Methylbenzeneethanamine, CK833KGX7E, dl-1-Phenyl-2-aminopropane, Adzenys XR-ODT, NSC-27159, Phenethylamine, alpha-methyl-, (+-)-, 3-AMINO-1-PROPYLBENZENE, Benzeneethanamine, alpha-methyl-, (+-)-, 1-Phenylpropan-2-amin, alpha-Methylphenylethylamine, CHEBI:2679, DTXSID4022600, CHEBI:132233, NSC27159, Desoxynorephedrin, amphetaminium, Amphetamine Sulfate (2:1), l Amphetamine, Sulfate, Amphetamine, RefChem:6615, phenaminum (for the sulfate), DTXCID402600, (+-)-DESOXYNOREPHEDRINE, N06BA01, (+-)-BETA-PHENYLISOPROPYLAMINE, 200-458-3, 206-096-2, amphetaminum, Phenamine, Phenopromin, alpha-Methylphenethylamine, Protioamphetamine, 1-Phenyl-2-propanamine, racemic-Desoxynor-ephedrine, .beta.-Aminopropylbenzene, Benzeneethanamine, .alpha.-methyl-, .alpha.-Methylbenzeneethanamine, DEA No. 1100, 60-15-1, (+/-)-Desoxynorephedrine, Amfetamine (INN), Dexacaps, AMFETAMINE [INN], Phenethylamine, .alpha.-methyl-, (.+/-.)-, Benzeneethanamine, .alpha.-methyl-, (.+/-.)-, Amfetamina [Italian], Anfetamina [Spanish], Amfetamine [INN:BAN], Amfetaminum [INN-Latin], Amfetamina [INN-Spanish], beta-Aminopropylbenzene (VAN), D-AM, DELCOBESE, Fenylo-izopropylaminyl [Polish], Benzeneethanamine, alpha-methyl-, 1-Phenyl-2-aminopropane (VAN), HSDB 3287, beta-Phenylisopropylamin [German], 3-phenylpropan-2-amine, 1-Phenyl-2-amino-propan [German], beta-phenyl-isopropylamine, EINECS 200-458-3, EINECS 206-096-2, NSC 27159, UNII-CK833KGX7E, (+)-.alpha.-Methylphenethylamine, Adderal, Isoamycin, Phenethylamine, alpha-methyl-, amphetamine-, AI3-02438, Dyanavel (TN), component of Amodex, Phenethylamine, d-, S(+)-Amphetamine, Adzenys (TN), (plusmn)-amphetamine, Benzeneethanamine, .alpha.-methyl-, (S)-, Noclon (Salt/Mix), Norephedrine, deoxy-, Fenamin (Salt/Mix), Ortenal (Salt/Mix), Zedrine (Salt/Mix), (+/-)-amphetamine, (+/-)-Benzedrine, Euphodyn (Salt/Mix), Stimulan (Salt/Mix), Fabedrine (Salt/Mix), Oraldrina (Salt/Mix), Vapedrine (Salt/Mix), Sympametin (Salt/Mix), component of Biphetamine, Phenethylamine, (+)-, AMPHETAMINE [MI], (.+/-.)-Benzedrine, Benzeneethanamine, (S)-, .beta.-Phenylisopropylamin, alpha-methyl phenethylamine, AMPHETAMINE, (D), AMPHETAMINE [HSDB], CHEMBL405, .beta.-Phenylisopropylamine, AMPHETAMINE [VANDF], AMFETAMINE [MART.], SCHEMBL8858, .alpha.-Methylphenethylamine, benzene, (2-amino)propyl-, AMFETAMINE [WHO-DD], Epitope ID:2278484, Oprea1_447423, d/l-Amphetamine hydrochloride, (.+/-.)-Desoxynorephedrine, .alpha.-Methylphenylethylamine, DivK1c_000991, WLN: ZY1&1R, (S)-.alpha.-Phenylethylamine, benzeneethanamine alpha-methyl-, d-.alpha.-Methylphenethylamine, GTPL4804, SCHEMBL1785509, SCHEMBL3588584, SCHEMBL6048471, SCHEMBL6318661, SCHEMBL7572963, SCHEMBL9863446, WLN: ZY1&1R -D, .alpha.-Methylbenzeneethaneamine, DL-.alpha.-Methylphenethylamine, HMS503G03, KBio1_000991, Phenethylamine, .alpha.-methyl-, (+/-)-beta-Phenylisopropylamine, AMPHETAMINE [ORANGE BOOK], NINDS_000991, rac-(2R)-1-phenylpropan-2-amine, (+)-.alpha.-Methylphenylethylamine, .alpha.-Methylphenethylamine, d-form, BDBM50005246, (S)-(+)-.beta.-Phenylisopropylamine, (.+/-.)-.beta.-Phenylisopropylamine, AB07478, DB00182, NT-0201, (.+/-.)-.alpha.-Methylphenethylamine, IDI1_000991, rac-Amphetamine 1.0 mg/ml in Methanol, (.+/-.)-.alpha.-Methylphenylethylamine, DB-047697, (+/-)-.ALPHA.-METHYLPHENETHYLAMINE, NS00000406, C07514, D07445, L000864, Q179452, BENZENEETHANAMINE, .ALPHA.-METHYL-, (+/-)-, SELEGILINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
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:
physical_state: Mobile liquid
color: Mobile liquid
odor: Amine odor
boiling_point: 392 to 397 °F at 760 mmHg (EPA, 1998)
density: 0.913 at 77 °F (EPA, 1998) - Less dense than water; will float
solubility: Moderate solubility
flash_point: 80 °F (EPA, 1998)
vapor_pressure: 0.24 Torr /mm Hg/ at 20 °C
Descriptions:
{"pubchem": "1-phenylpropan-2-amine is a primary amine that is isopropylamine in which a hydrogen attached to one of the methyl groups has been replaced by a phenyl group.", "chebi": "A primary amine that is isopropylamine in which a hydrogen attached to one of the methyl groups has been replaced by a phenyl group.", "chembl": "AMPHETAMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Amphetamine is a central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy; it is also used to treat binge eating disorder in the form of lisdexamfetamine. Historically, it has been used to treat nasal congestion and depression. Amphetamine is also used as an athletic performance enhancer and cognitive enhancer, and recreationally as an aphrodisiac and euphoriant. It is a prescription drug in many countries, and unauthorized possession and distribution of amphetamine are often tightly controlled due to the significant health risks associated with recreational use.\nAmphetamine was discovered as a chemical in 1887 by Laz\u0103r Edeleanu, and then as a drug in the late 1920s. It exists as two enantiomers: levoamphetamine and dextroamphetamine. The first amphetamine pharmaceutical was Benzedrine. Pharmaceutical amphetamine is prescribed as racemic amphetamine, Adderall, dextroamphetamine, or lisdexamfetamine. Amphetamine increases monoamine and excitatory neurotransmission in the brain, with its most pronounced effects targeting the norepinephrine and dopamine neurotransmitter systems.\nAt therapeutic doses, amphetamine causes emotional and cognitive effects such as euphoria, change in desire for sex, increased wakefulness, and improved cognitive control. It induces physical effects such as improved reaction time, fatigue resistance, decreased appetite, elevated heart rate, and increased muscle strength. Larger doses of amphetamine may impair cognitive function and induce rapid muscle breakdown. Addiction is a serious risk with heavy recreational amphetamine use, but is unlikely to occur from long-term medical use at therapeutic doses. Very high doses can result in psychosis, which rarely occurs at therapeutic doses even during long-term use. Recreational doses are generally much larger than prescribed therapeutic doses and carry a far greater risk of serious side effects.\nAmphetamine belongs to the phenethylamine class. It is also the parent compound of its own structural class, the substituted amphetamines, which includes prominent substances such as bupropion, cathinone, MDMA, and methamphetamine. As a member of the phenethylamine class, amphetamine is also chemically related to the naturally occurring trace amine neuromodulators, specifically phenethylamine and N-methylphenethylamine, both of which are produced within the human body. Phenethylamine is the parent compound of amphetamine, while N-methylphenethylamine is a positional isomer of amphetamine that differs only in the placement of the methyl group."}