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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 of PHENYLETHANOLAMINE

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

PubMed

TitleDatePubMed
Activity of N-(phenethyl)phenylethanolamines at beta(1) and beta(2) adrenoceptors: structural modifications can result in selectivity for either subtype.
2001 Feb
[Studies on asymmetric synthesis of R-phenylethanolamine by whole cells of Arachnia sp. P163].
2001 Jul
Enantioselective molecular sensing of aromatic amines using tetra-(S)-di-2-naphthylprolinol calix[4]arene.
2001 Jul
[Isolation and fermentation conditions of strains producing 1-phenyl-2-amino-ethanol alcohol dehydrogenase].
2001 Oct
Unprecedented oxidation of a phenylglycinol-derived 2-pyridone: enantioselective synthesis of polyhydroxypiperidines.
2001 Oct 18
The enigma of conditioned taste aversion learning: stimulus properties of 2-phenylethylamine derivatives.
2002
Combination of liquid-phase microextraction and on-column stacking for trace analysis of amino alcohols by capillary electrophoresis.
2002 Dec 6
Tuning and enhancing enantioselective quenching of calixarene hosts by chiral guest amines.
2002 Jan 1
Identification of novel Ah receptor agonists using a high-throughput green fluorescent protein-based recombinant cell bioassay.
2002 Jan 22
Structure-activity relationship studies of phenoxypropanolamine derivatives for beta 3-adrenergic activity.
2002 Nov
Limited potentiation of blood pressure response to oral tyramine by brain-selective monoamine oxidase A-B inhibitor, TV-3326 in conscious rabbits.
2002 Nov
Absence of binding of targeted analogs of somatostatin carrying cytotoxic radicals or radionuclides to growth hormone secretagogue receptors on human myocardium.
2003 Apr 25
Fluorescence sensing of ammonium and organoammonium ions with tripodal oxazoline receptors.
2003 May 1
Chiral bis(amino alcohol)oxalamide gelators-gelation properties and supramolecular organization: racemate versus pure enantiomer gelation.
2003 Nov 21
Transformation of 2-aminoacetophenone to ( S) -2-amino-1-phenylethanol by Arthrobacter sulfureus.
2004 Aug
Conjugate additions to phenylglycinol-derived unsaturated delta-lactams. Enantioselective synthesis of uleine alkaloids.
2004 Dec 10
MMA/MPEOMA/VSA copolymer as a novel blood-compatible material: ex vivo platelet adhesion study.
2004 Feb
Highly enantioselective ruthenium-catalyzed reduction of ketones employing readily available Peptide ligands.
2004 Jan 5
Thermodynamically controlled synthesis of amide bonds catalyzed by highly organic solvent-resistant penicillin acylase derivatives.
2004 Jan-Feb
Brain amino acid abnormalities in kidney disease and diabetes mellitus.
2004 Jun 10
Nicotine stimulates expression of the PNMT gene through a novel promoter sequence.
2005
Indium-mediated asymmetric Barbier-type allylation of aldimines in alcoholic solvents: synthesis of optically active homoallylic amines.
2005 Apr 29
Dissection of peripheral and central endogenous opioid modulation of systemic interleukin-1beta responses using c-fos expression in the rat brain.
2005 Aug
3-[(2R)-Amino-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-(2-fluoro-3-methoxyphenyl)- 6-methylpyrimidin-2,4-dione (NBI 42902) as a potent and orally active antagonist of the human gonadotropin-releasing hormone receptor. Design, synthesis, and in vitro and in vivo characterization.
2005 Feb 24
Comparison of the binding affinity of some newly synthesized phenylethanolamine and phenoxypropanolamine compounds at recombinant human beta- and alpha1-adrenoceptor subtypes.
2005 Jan
Disulfide-linked dimers of human adrenaline synthesizing enzyme PNMT are catalytically active.
2005 Jun 15
Functionalized pyrrolidines inhibit alpha-mannosidase activity and growth of human glioblastoma and melanoma cells.
2005 Jun 30
Structural, mutagenic, and kinetic analysis of the binding of substrates and inhibitors of human phenylethanolamine N-methyltransferase.
2005 Nov 17
Catecholamine-synthesizing enzymes in the adult and prenatal human testis.
2005 Sep
Quantum simulation of a hydrated noradrenaline analog with the torsional path integral method.
2006 Jan 19
Alkylation of phenylglycinol-derived oxazolopiperidone lactams. Enantioselective synthesis of beta-substituted piperidines.
2006 May 12
Structure-selective recognition by voltammetry: enantiomeric determination of amines using azophenolic crowns in aprotic solvent.
2006 Nov 1
Dynamic kinetic resolution and desymmetrization processes: a straightforward methodology for the enantioselective synthesis of piperidines.
2006 Oct 16
Polymer-coated hollow fiber microextraction combined with on-column stacking in capillary electrophoresis.
2006 Sep 22
Recent advances in identification and characterization of beta-adrenoceptor agonists and antagonists.
2007
Chiral separation of amino-alcohols using extractant impregnated resins.
2007 Feb 16
Blockade of catecholamine-induced growth by adrenergic and dopaminergic receptor antagonists in Escherichia coli O157:H7, Salmonella enterica and Yersinia enterocolitica.
2007 Jan 30
Preclinical evaluation of properties of a new targeted cytotoxic somatostatin analog, AN-162 (AEZS-124), and its effects on tumor growth inhibition.
2009 Aug
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 Mar 19
Does proteolysis explain glutamine release from the septic brain?
2010
Conserved regulatory motifs at phenylethanolamine N-methyltransferase (PNMT) are disrupted by common functional genetic variation: an integrated computational/experimental approach.
2010 Apr
Comparison of chiral electrophoretic separation methods for phenethylamines and application on impurity analysis.
2010 Dec 15
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:27:23 GMT 2023
Edited
by admin
on Sat Dec 16 05:27:23 GMT 2023
Record UNII
2P4Y56479O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENYLETHANOLAMINE
MI  
Systematic 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
NSC-46837
Code 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
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
NSC
5021
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
MESH
D015078
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
ECHA (EC/EINECS)
231-469-1
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
WIKIPEDIA
PHENYLETHANOLAMINE
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
NSC
46837
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
CAS
7568-93-6
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
DRUG CENTRAL
3460
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
CHEBI
16343
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
PUBCHEM
1000
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
CHEBI
57741
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY
MERCK INDEX
m8669
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID10864094
Created by admin on Sat Dec 16 05:27:23 GMT 2023 , Edited by admin on Sat Dec 16 05:27:23 GMT 2023
PRIMARY