Compound: Phenethylamine
SMILES: NCCc1ccccc1
InChIKey: BHHGXPLMPWCGHP-UHFFFAOYSA-N
Synonyms: Phenethylamine, 2-phenylethylamine, 2-Phenylethanamine, 2-Phenethylamine, beta-Phenethylamine, 1-Amino-2-phenylethane, beta-Aminoethylbenzene, (2-Aminoethyl)benzene, 1-Phenyl-2-aminoethane, 2-Amino-1-phenylethane, Ethanamine, 2-phenyl-, Ethylamine, 2-phenyl-, 1-Phenyl-2-amino-athan, 2-Fenylethylamin, 2-Amino-fenylethan, PHENETHYLAMINE, BETA, beta-Phenylaethylamin, b-phenylethylamine, FEMA No. 3220, omega-Phenylethylamine, NSC 10811, HSDB 3526, EINECS 200-574-4, UNII-327C7L2BXQ, BRN 0507488, 327C7L2BXQ, AI3-03117, NSC-10811, DTXSID5058773, CHEBI:18397, EC 200-574-4, RefChem:6118, 1-Phenyl-2-amino-aethan, DTXCID3044172, 200-574-4, 64-04-0, Benzeneethanamine, phenylethylamine, beta-phenylethylamine, 2-Phenylethan-1-Amine, 2-Aminoethylbenzene, 2-Fenylethylamin [Czech], 2-Amino-fenylethan [Czech], .beta.-Phenylethylamine, beta-Phenylaethylamin [German], 1-Phenyl-2-amino-athan [German], .beta.-Phenethylamine, MFCD00008184, phenethyl-amine, .beta.-Aminoethylbenzene, 1tnj, 1utm, 1uto, .beta.-Phenylaethylamin, .omega.-Phenylethylamine, CHEMBL610, PHENETHYLAMINE, HYDROCHLORIDE, benzene, (2-aminoethyl)-, beta-phenylaethylamin (german), phenethyl amine, 1-Phenyl-2-amino-athan (GERMAN), .beta.-Phenylathylaminhydrochlorid, SMR000471837, (2-phenylethyl)amine, phenethylamin, phenethylarnine, b-phenethylamine, N-phenethylamine, Phenylethyl amine, b-phenylaethylamin, benzene-ethanamine, 2-penylethylamine, b-aminoethylbenzene, beta Phenethylamine, 2-phenylethaneamine, 2-phenylethariamine, 2-phenyl-ethylamine, 2-phenyl-Ethanamine, 2-Phenylethyl amine, N-Benzylmethyl-amine, 14C-phenylethylamine, 2-(phenyl)ethylamine, 2-Phenylethanamine #, 2-(aminoethyl)benzene, Phenethylamine, 99%, Phenethylamine, .beta., 2-Phenethylamine, liquid, Phenethylamine, >=99%, SCHEMBL968, bmse000377, PHENETHYLAMINE [MI], b-phenylaethylamin (german), SCHEMBL2357, WLN: Z2R, PHENETHYLAMINE [FHFI], MLS001066395, MLS001075768, SCHEMBL159963, SCHEMBL330324, SCHEMBL758587, SCHEMBL787443, GTPL2144, SCHEMBL1244286, SCHEMBL3283578, SCHEMBL6262353, PHENETHYLAMINE [WHO-DD], SCHEMBL10784522, SCHEMBL29798873, BDBM10758, 2-PHENYLETHYLAMINE [HSDB], HMS2267J14, HMS3886K21, NSC10811, STR01455, s5347, SBB058801, STL264196, 2-Phenethylamine, analytical standard, 2-phenylethanamine (ACD/Name 4.0), 2-phenylethylamine (ACD/Name 4.0), AKOS000119084, CCG-266078, CS-W011199, DB04325, HY-W010483, NCGC00163366-01, NCGC00163366-04, DB-002852, NS00010853, P0085, ST45255355, C05332, D78532, Q407411, Phenethylamine, purified by redistillation, >=99.5%, 60BC7032-7CEC-4B97-B365-EA6E475E6E3C, InChI=1/C8H11N/c9-7-6-8-4-2-1-3-5-8/h1-5H,6-7,9H
Theoretical properties:
molecular_formula: C8H11N
molecular_weight: 121.18 g/mol
exact_mass: 121.089149355 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 2
heavy_atom_count: 9
topological_polar_surface_area: 26 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Colorless to slightly yellow liquid
color: Colorless to slightly yellow liquid
odor: Fishy odor
density: 0.9640 g/cu cm at 25 °C
solubility: Soluble in water
flash_point: 81 °C (178 °F) - closed cup
vapor_pressure: 0.29 [mmHg]
Descriptions:
{"pubchem": "2-phenylethylamine is a phenylethylamine having the phenyl substituent at the 2-position. It has a role as a mouse metabolite, an Escherichia coli metabolite and a human metabolite. It is an aralkylamine, an alkaloid and a phenylethylamine. It is a conjugate base of a 2-phenylethanaminium.", "chebi": "A phenylethylamine having the phenyl substituent at the 2-position.", "chembl": "PHENETHYLAMINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace amine-associated receptor 1 (TAAR1) and inhibiting vesicular monoamine transporter 2 (VMAT2) in monoamine neurons. To a lesser extent, it also acts as a neurotransmitter in the human central nervous system. In mammals, phenethylamine is produced from the amino acid L-phenylalanine by the enzyme aromatic L-amino acid decarboxylase via enzymatic decarboxylation. In addition to its presence in mammals, phenethylamine is found in many other organisms and foods, such as chocolate, especially after microbial fermentation.\nPhenethylamine is sold as a dietary supplement for purported mood and weight loss-related therapeutic benefits; however, in orally ingested phenethylamine, a significant amount is metabolized in the small intestine by monoamine oxidase B (MAO-B) and then aldehyde dehydrogenase (ALDH), which converts it to phenylacetic acid. This means that for significant concentrations to reach the brain, the dosage must be higher than for other methods of administration. Some authors have postulated that phenethylamine plays a role in affection without substantiating these claims with any direct evidence.\nPhenethylamines, or more properly, substituted phenethylamines, are the group of phenethylamine derivatives that contain phenethylamine as a \"backbone\"; in other words, this chemical class includes derivative compounds that are formed by replacing one or more hydrogen atoms in the phenethylamine core structure with substituents. The class of substituted phenethylamines includes all substituted amphetamines, and substituted methylenedioxyphenethylamines (MDxx), and contains many drugs which act as empathogens, stimulants, psychedelics, anorectics, bronchodilators, decongestants, and/or antidepressants, among others."}