PHENYLETHANOLAMINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C8H11NO
Molecular Weight	137.179
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCC(O)C1=CC=CC=C1

InChI

InChIKey=ULSIYEODSMZIPX-UHFFFAOYSA-N

InChI=1S/C8H11NO/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2

HIDE SMILES / InChI

Molecular Formula	C8H11NO
Molecular Weight	137.179
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Approval Year

PubMed

Title	Date	PubMed
Comparison of chiral electrophoretic separation methods for phenethylamines and application on impurity analysis.	2010-12-15	20638811
Ligands in PSI structures.	2010-10-01	20944227
The inhibitory effect of a novel cytotoxic somatostatin analogue AN-162 on experimental glioblastoma.	2010-10	20665426
Targeted cytotoxic somatostatin analog AN-162 inhibits growth of human colon carcinomas and increases sensitivity of doxorubicin resistant murine leukemia cells.	2010-08-01	20156671
A medicinal chemist's guide to molecular interactions.	2010-07-22	20345171
Synthesis and evaluation of novel phenylethanolamine derivatives containing acetanilides as potent and selective beta3-adrenergic receptor agonists.	2010-04	20410638
Conserved regulatory motifs at phenylethanolamine N-methyltransferase (PNMT) are disrupted by common functional genetic variation: an integrated computational/experimental approach.	2010-04	20204374
Identification of inhibitors of Plasmodium falciparum phosphoethanolamine methyltransferase using an enzyme-coupled transmethylation assay.	2010-01-19	20085640
Intelligent chiral sensing based on supramolecular and interfacial concepts.	2010	22163577
Does proteolysis explain glutamine release from the septic brain?	2010	20497607
Cerebral net exchange of large neutral amino acids after lipopolysaccharide infusion in healthy humans.	2010	20149231
Inhibition of human non-small cell lung cancers with a targeted cytotoxic somatostatin analog, AN-162.	2009-09	19524629
Marine-derived metabolites of S-adenosylmethionine as templates for new anti-infectives.	2009-08-26	19841722
Synthesis of highly enantioenriched chiral alpha-aminoorganotins via diastereoselective ring opening of chiral N-(arenesulfonyl) 2-tributylstannyloxazolidines.	2009-08-21	19586009
Preclinical evaluation of properties of a new targeted cytotoxic somatostatin analog, AN-162 (AEZS-124), and its effects on tumor growth inhibition.	2009-08	19491659
Shape of biomolecules by free jet microwave spectroscopy: 2-amino-1-phenylethanol and 2-methylamino-1-phenylethanol.	2009-07-09	19505067
[Studies on the chemical constituents of Epimedium brevicornum].	2009-07	19873729
Straightforward stereoselective access to cyclic peptidomimetics.	2009-06-05	19438186
Enantioselective total synthesis of the indole alkaloid 16-episilicine.	2009-05-28	19436915
Synthesis and structure-activity relationships of long-acting beta2 adrenergic receptor agonists incorporating arylsulfonamide groups.	2009-04-23	19317397
Thermodynamic functions of molecular conformations of (2-fluoro-2-phenyl-1-ethyl)ammonium ion and (2-hydroxy-2-phenyl-1-ethyl)ammonium ion as models for protonated noradrenaline and adrenaline: first-principles computational study of conformations and thermodynamic functions for the noradrenaline and adrenaline models.	2009-03-19	19239211
Synthesis and chiral recognition properties of novel fluorescent chemosensors for amino acid.	2009-01	18548339
Neuropharmacology.	2008-10	21593965
Preparation and chiral recognition of a mono[6A-N-1-(2-hydroxy)-phenylethylimino-6A-deoxy]-beta-cyclodextrin HPLC stationary phase.	2008-10	19007478
An enantioselective synthetic route to cis-2,4-disubstituted and 2,4-bridged piperidines.	2008-09-05	18666797
Formal total synthesis of (+)-gephyrotoxin.	2008-08-15	18637692
Discovery of a novel series of benzoic acid derivatives as potent and selective human beta3 adrenergic receptor agonists with good oral bioavailability. 3. Phenylethanolaminotetraline (PEAT) skeleton containing biphenyl or biphenyl ether moiety.	2008-08-14	18651730
Enantioseparation and impurity determination of the enantiomers of novel phenylethanolamine derivatives by high performance liquid chromatography on amylose stationary phase.	2008-03-10	18291138
Solvent control of optical resolution of 2-amino-1-phenylethanol using dehydroabietic acid.	2008-02-07	18219414
D-phenylglycinol-derived non-covalent factor Xa inhibitors: effect of non-peptidic S4 linkage elements on affinity and anticoagulant activity.	2007-11-01	17881231
Purification and characterization of 2-aminoacetophenone reductase of newly isolated Burkholderia sp. YT.	2007-11	18086443
Transcriptional regulation of human eosinophil RNases by an evolutionary- conserved sequence motif in primate genome.	2007-10-11	17927842
The effect of solvation on biomolecular conformation: 2-amino-1-phenylethanol.	2007-08-23	17672488
Enantioselective synthesis of 3,3-disubstituted piperidine derivatives by enolate dialkylation of phenylglycinol-derived oxazolopiperidone lactams.	2007-06-08	17488127
Enantioseparation of phenylglycinol in chiral-modified zeolite HY: a molecular simulation study.	2007-06	17437262
Infrared spectroscopy and structure of photochemically protonated biomolecules in the gas phase: a noradrenaline analogue, lysine and alanyl alanine.	2007-05-28	17508087
Syntheses and anti-cancer activities of 2-[1-(indol-3-yl-/pyrimidin-5-yl-/pyridine-2-yl-/quinolin-2-yl)-but-3-enylamino]-2-phenyl-ethanols.	2007-03-15	17275313
Chiral separation of amino-alcohols using extractant impregnated resins.	2007-02-16	17046774
Blockade of catecholamine-induced growth by adrenergic and dopaminergic receptor antagonists in Escherichia coli O157:H7, Salmonella enterica and Yersinia enterocolitica.	2007-01-30	17263883
Recent advances in identification and characterization of beta-adrenoceptor agonists and antagonists.	2007	17266607
Structure-selective recognition by voltammetry: enantiomeric determination of amines using azophenolic crowns in aprotic solvent.	2006-11-01	17073433
Dynamic kinetic resolution and desymmetrization processes: a straightforward methodology for the enantioselective synthesis of piperidines.	2006-10-16	16850515
Polymer-coated hollow fiber microextraction combined with on-column stacking in capillary electrophoresis.	2006-09-22	16824535
Alkylation of phenylglycinol-derived oxazolopiperidone lactams. Enantioselective synthesis of beta-substituted piperidines.	2006-05-12	16674053
Quantum simulation of a hydrated noradrenaline analog with the torsional path integral method.	2006-01-19	16405347
Structural, mutagenic, and kinetic analysis of the binding of substrates and inhibitors of human phenylethanolamine N-methyltransferase.	2005-11-17	16279783
Catecholamine-synthesizing enzymes in the adult and prenatal human testis.	2005-09	16052322
Dissection of peripheral and central endogenous opioid modulation of systemic interleukin-1beta responses using c-fos expression in the rat brain.	2005-08	15993445
Functionalized pyrrolidines inhibit alpha-mannosidase activity and growth of human glioblastoma and melanoma cells.	2005-06-30	15974577
Nicotine stimulates expression of the PNMT gene through a novel promoter sequence.	2005	15968085

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:29:49 GMT 2025` Edited by `admin` on `Mon Mar 31 21:29:49 GMT 2025`
Record UNII	2P4Y56479O
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHENYLETHANOLAMINE

Systematic Name

English

NSC-46837

Preferred Name

English

.ALPHA.-(AMINOMETHYL)BENZYL ALCOHOL

Systematic Name

English

PHENETHANOLAMINE

Common Name

English

(±)-PHENYLETHANOLAMINE

Systematic Name

English

(RS)-2-AMINO-1-PHENYLETHANO

Common Name

English

PHENYLETHANOLAMINE [MI]

Common Name

English

(±)-2-AMINO-1-PHENYLETHANOL

Systematic Name

English

1-PHENYLETHANOLAMINE

Common Name

English

2-AMINO-1-PHENYL-1-ETHANOL

Systematic Name

English

.BETA.-PHENETHANOLAMINE

Common Name

English

(±)-.BETA.-HYDROXYPHENETHYLAMINE

Systematic Name

English

.BETA.-HYDROXYPHENETHYLAMINE

Systematic Name

English

1-PHENYL-1-HYDROXY-2-AMINOETHANE

Systematic Name

English

2-HYDROXY-2-PHENYLETHYLAMINE

Systematic Name

English

1-PHENYL-2-AMINOETHANOL

Systematic Name

English

.BETA.-HYDROXY-.BETA.-PHENYLETHYLAMINE

Systematic Name

English

.BETA.-HYDROXYPHENYLETHYLAMINE

Systematic Name

English

BENZYL ALCOHOL, .ALPHA.-(AMINOMETHYL)-

Systematic Name

English

2-HYDROXYPHENETHYLAMINE

Systematic Name

English

DL-PHENYLETHANOLAMINE

Common Name

English

BISNOREPHEDRINE

Common Name

English

2-PHENYL-2-HYDROXYETHYLAMINE

Systematic Name

English

NSC-5021

Code

English

DL-.BETA.-HYDROXY-.BETA.-PHENETHYLAMINE

Common Name

English

.ALPHA.-(AMINOMETHYL)BENZENEMETHANOL

Systematic Name

English

APOPHEDRIN

Common Name

English

(±)-1-PHENYLETHANOLAMINE

Common Name

English

(±)-.ALPHA.-PHENYLGLYCINOL

Systematic Name

English

DL-.BETA.-HYDROXYPHENYLETHYLAMINE

Common Name

English

2-AMINO-1-PHENYLETHANOL

Systematic Name

English

BENZENEETHANAMINE, .BETA.-HYDROXY-

Systematic Name

English

RAC-2-AMINO-1-PHENYLETHANOL

Common Name

English

BENZENEMETHANOL, .ALPHA.-(AMINOMETHYL)-

Systematic Name

English

Code System Code Type Description

FDA UNII

2P4Y56479O