U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O2
Molecular Weight 136.1479
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-HYDROXYACETOPHENONE

SMILES

OCC(=O)C1=CC=CC=C1

InChI

InChIKey=ZWVHTXAYIKBMEE-UHFFFAOYSA-N
InChI=1S/C8H8O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,9H,6H2

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
NPY and NPY Y1 receptor effects on noradrenaline overflow from the rat brain in vitro.
2004-08-15
Possible involvement of group I mGluRs in neuroprotective effect of theanine.
2004-07-16
Characterisation of UBP296: a novel, potent and selective kainate receptor antagonist.
2004-07
Clinical assessment of norepinephrine transporter blockade through biochemical and pharmacological profiles.
2004-06-29
Glutamate-induced elevations in intracellular chloride concentration in hippocampal cell cultures derived from EYFP-expressing mice.
2004-06
Estimations of excited state dipole moments of conformers in some o-substituted acetophenones by solvato-chromic shifts.
2004-06
Using model complexes to augment and advance metalloproteinase inhibitor design.
2004-05-17
Evidence that phospholipase D activation prevents group I mGluR-induced persistent prolongation of epileptiform bursts.
2004-05
Mechanisms of postspaceflight orthostatic hypotension: low alpha1-adrenergic receptor responses before flight and central autonomic dysregulation postflight.
2004-04
Rap1-induced p38 mitogen-activated protein kinase activation facilitates AMPA receptor trafficking via the GDI.Rab5 complex. Potential role in (S)-3,5-dihydroxyphenylglycene-induced long term depression.
2004-03-26
Method for simultaneous measurement of norepinephrine, 3-methoxy-4-hydroxyphenylglycol and 3,4-dihydroxyphenylglycol by liquid chromatography with electrochemical detection: application in rat cerebral cortex and plasma after lithium chloride treatment.
2004-03-05
Modulation of rhythmic patterns and cumulative depolarization by group I metabotropic glutamate receptors in the neonatal rat spinal cord in vitro.
2004-02
Alpha-hydroxyketones as inhibitors of urease.
2004-01-15
Expression and functional properties of group I metabotropic glutamate receptors in bovine chromaffin cells.
2004-01-15
Modulation of afterpotentials and firing pattern in guinea pig CA3 neurones by group I metabotropic glutamate receptors.
2004-01-15
Extracellular signal-regulated kinase 1/2 is required for the induction of group I metabotropic glutamate receptor-mediated epileptiform discharges.
2004-01-07
Prenatal infection obliterates glutamate-related protection against free hydroxyl radicals in neonatal rat brain.
2004-01-01
Differential roles of mGluR1 and mGluR5 in brief and prolonged nociceptive processing in central amygdala neurons.
2004-01
Design and synthesis of two pyrazole libraries based on o-hydroxyacetophenones.
2004
Mu opioid modulation of oxytocin secretion in late pregnant and parturient rats. Involvement of noradrenergic neurotransmission.
2004
Blockade of excitatory amino acid transporters in the rat hippocampus results in enhanced activation of group I and group III metabotropic glutamate receptors.
2003-12
Hippocampal mGluR1 and consolidation of contextual fear conditioning.
2003-11-15
Evidence for a relationship between Group 1 mGluR hypofunction and increased cocaine and ethanol sensitivity in Homer2 null mutant mice.
2003-11
Elucidation of Homer 1a function in the nucleus accumbens using adenovirus gene transfer technology.
2003-11
Depression of mGluR-mediated IPSCs by 5-HT in dopamine neurons of the rat substantia nigra pars compacta.
2003-11
mGluRs: a target for pharmacotherapy in Parkinson disease.
2003-11
In vivo monitoring of norepinephrine and its metabolites in skeletal muscle.
2003-11
Changes in hippocampal gene expression after neuroprotective activation of group I metabotropic glutamate receptors.
2003-10-07
Distinct subtypes of group I metabotropic glutamate receptors on rat spinal neurons mediate complex facilitatory and inhibitory effects.
2003-10
Involvement of transient receptor potential-like channels in responses to mGluR-I activation in midbrain dopamine neurons.
2003-10
Electroencephalographic burst suppression versus loss of reflexes anesthesia with propofol or thiopental: differences of variance in the catecholamine and cardiovascular response to tracheal intubation.
2003-10
Hydroxyl radicals release in rat striatum involves metabotropic glutamate receptors.
2003-08-30
Endocannabinoids contribute to short-term but not long-term mGluR-induced depression in the hippocampus.
2003-08
Huntingtin and huntingtin-associated protein 1 influence neuronal calcium signaling mediated by inositol-(1,4,5) triphosphate receptor type 1.
2003-07-17
Group I mGluR ligands fail to affect 6-hydroxydopamine- induced death and glutamate release of PC12 cells.
2003-07
Intracellular calcium release resulting from mGluR1 receptor activation modulates GABAA currents in wide-field retinal amacrine cells: a study with caffeine.
2003-06
6-(2-Hydroxybenzoyl)-5-(pyrrol-2-yl)-3H-pyrrolizine.
2003-06
Heterosynaptic LTD of hippocampal GABAergic synapses: a novel role of endocannabinoids in regulating excitability.
2003-05-08
Acute electrophysiologic effects of intravenous amiodarone are independent of a sympatholytic action in humans.
2003-05
Spectroscopic studies on chromotropic mixed-ligand copper(II) complexes containing o-hydroxy benzoyl derivatives and dinitrogen bases.
2003-05
Plasma levels of catechols and metanephrines in neurogenic orthostatic hypotension.
2003-04-22
Spectral studies and structure of a 2-hydroxyacetophenone 3-hexamethyleneiminyl thiosemicarbazonate(-2) copper(II) complex containing 1,10-phenanthroline.
2003-04
Group I metabotropic glutamate receptor activation produces prolonged epileptiform neuronal synchronization and alters evoked population responses in the hippocampus.
2003-03
Interactions between adenosine and metabotropic glutamate receptors in the rat hippocampal slice.
2003-03
Acute activation of the spinal cord metabotropic glutamate subtype-5 receptor leads to cold hypersensitivity in the rat.
2003-03
Group I metabotropic glutamate receptor-mediated calcium signalling and immediate early gene expression in cultured rat striatal neurons.
2003-02
Mechanisms underlying the inhibition of long-term potentiation by preconditioning stimulation in the hippocampus in vitro.
2003
The role of Ca2+ in the generation of spontaneous astrocytic Ca2+ oscillations.
2003
Dual modulation of gabaergic transmission by metabotropic glutamate receptors in rat ventral tegmental area.
2003
Effect of microgravity on plasma catecholamine responses to stressors during space flight.
2001-07
Patents
Name Type Language
NSC-171232
Preferred Name English
2-HYDROXYACETOPHENONE
Systematic Name English
2-PHENYL-2-OXOETHANOL
Systematic Name English
.ALPHA.-HYDROXYACETOPHENONE
Systematic Name English
ACETOPHENONE, 2-HYDROXY-
Systematic Name English
ACETOPHENONE, .ALPHA.-HYDROXY-
Systematic Name English
ETHANONE, 2-HYDROXY-1-PHENYL-
Systematic Name English
METHANOL, BENZOYL-
Systematic Name English
(HYDROXYACETYL)BENZENE
Systematic Name English
PHENACYL ALCOHOL
Systematic Name English
.OMEGA.-HYDROXYACETOPHENONE
Systematic Name English
GLYCOLOPHENONE
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION 2-HYDROXYACETOPHENONE
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
Code System Code Type Description
CHEBI
28341
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
NSC
171232
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
RXCUI
1919492
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
CAS
582-24-1
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
PUBCHEM
68490
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
DAILYMED
DQ1N9R01IA
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID7060388
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-480-8
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY
FDA UNII
DQ1N9R01IA
Created by admin on Mon Mar 31 19:29:16 GMT 2025 , Edited by admin on Mon Mar 31 19:29:16 GMT 2025
PRIMARY