Compounds > 2-acetylnaphthalene
Page last updated: 2024-12-05

2-acetylnaphthalene

Description

2-acetylnaphthalene, also known as 2-naphthoylmethyl ketone, is an organic compound with the formula C12H10O. It is a pale yellow solid that is soluble in organic solvents such as ethanol and diethyl ether. The compound is synthesized through the Friedel-Crafts acylation of naphthalene with acetyl chloride. 2-acetylnaphthalene is a versatile building block in organic synthesis, particularly for the preparation of substituted naphthalenes and heterocyclic compounds. It has shown potential applications in the development of organic dyes and pigments. Its photophysical properties have been studied for its potential use in organic light-emitting diodes (OLEDs). Research on this compound focuses on its synthesis, reactivity, and potential applications in materials science.'

2-acetylnaphthalene : A naphthyl ketone that is naphthalene substituted at position 2 by an acetyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID7122
CHEMBL ID3183700
CHEBI ID52364
SCHEMBL ID43058
MeSH IDM0488755

Synonyms (100)

Synonym
1333-52-4
einecs 215-594-9
hgy15vje1u ,
1-(naphthyl)ethan-1-one
unii-hgy15vje1u
.beta.-acetonaphthone
acetonaphthone
ethanone, 1-(2-naphthalenyl)-
methyl 2-naphthyl ketone
nsc-7658
.beta.-acetonaphthalene
nsc7658
2-naphthyl methyl ketone
2'-acetonaphthone
1-(2-naphthalenyl)ethanone
ketone, methyl 2-naphthyl
oranger cyrstals
methyl .beta.-naphthyl ketone
2-acetylnaphthalene
.beta.-acetylnaphthalene
.beta.-methyl naphthyl ketone
93-08-3
2-acetonaphthone
.beta.-naphthyl methyl ketone
wln: l66j cv1
2-acetyl naphthalene
AC-907/25014303
ai3-00642
beta-acetylnaphthalene
oranger crystals
beta-acetonaphthalene
beta-naphthyl methyl ketone
nsc 7658
einecs 202-216-2
fema no. 2723
cetone d
ccris 6558
brn 0774965
methyl beta-naphthyl ketone
inchi=1/c12h10o/c1-9(13)11-7-6-10-4-2-3-5-12(10)8-11/h2-8h,1h
1-(2-naphthyl)ethanone
1-(naphthalen-2-yl)ethanone
STK370453
methyl beta-naphthyl ketone, >=99%, fcc, fg
2-acetonaphthone, 99%
CHEBI:52364 ,
beta-acetonaphthone
A0053
1-naphthalen-2-ylethanone
AKOS000119679
A844438
21d49lop2t ,
ec 202-216-2
4-07-00-01294 (beilstein handbook reference)
unii-21d49lop2t
NCGC00257541-01
tox21_302186
cas-93-08-3
dtxsid2041389 ,
dtxcid0021389
FT-0610939
S12359
methyl .beta.-naphthyl ketone [fhfi]
2-acetonaphthone [inci]
methyl beta-naphthyl ketone [fcc]
beta.-naphthyl methyl ketone
beta.-acetylnaphthalene
1-(naphthalen-3-yl)ethanone
methyl beta-naphthylketone
2-acetyl-naphthalene
2-acetylnaphthlene
1-naphthalen-2-yl-ethanone
2-acetyl napthalene
1-(naphthalen-2-yl)ethan-1-one
SCHEMBL43058
W-100256
1-(2-naphthyl)ethanone #
AC-26572
CHEMBL3183700
mfcd00004108
F1995-0259
2-acetonaphthone, analytical standard
beta -acetylnaphthalene
beta -acetonaphthalene
1-(naphthalenyl)-ethanone
1-(2-naphthalenyl)-ethanone
beta -acetonaphthone
beta -methyl naphthyl ketone
beta -naphthyl methyl ketone
methyl beta -naphthyl ketone
CS-B1305
2-acetonaphthanone
Q27123397
AS-14446
EN300-20021
AMY38256
methyl 2-naphthyl ketone 2-acetylnaphthalene
HY-Y1819
Z104476442
PD158455

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
"Stable-isotope trapping combined with mass spectrometry (MS) neutral loss scanning has recently been developed as a high-throughput method for the in vitro screening of major reactive metabolites."( Rapid detection and characterization of minor reactive metabolites using stable-isotope trapping in combination with tandem mass spectrometry.
Caldwell, GW; Huebert, N; Maher, N; Torres, R; Yan, Z, 2005)		0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
naphthyl ketoneAn aromatic ketone in which the keto unit is bound to at least one naphthyl group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency89.35840.007215.758889.3584AID1224835
AR proteinHomo sapiens (human)Potency28.67570.000221.22318,912.5098AID1259243; AID1259247
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency46.52680.001022.650876.6163AID1224838; AID1224893
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency68.58960.003041.611522,387.1992AID1159553
estrogen nuclear receptor alphaHomo sapiens (human)Potency59.92060.000229.305416,493.5996AID743069; AID743078
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (60.00)29.6817
2010's2 (40.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.18

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index27.18 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.30 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.18)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetone
methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).		2.0610ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
benzaldehyde
[no description available]		2.0310benzaldehydesEC 3.1.1.3 (triacylglycerol lipase) inhibitor;
EC 3.5.5.1 (nitrilase) inhibitor;
flavouring agent;
fragrance;
odorant receptor agonist;
plant metabolite
chlorine
chloride : A halide anion formed when chlorine picks up an electron to form an an anion.		2.0610halide anion;
monoatomic chlorine		cofactor;
Escherichia coli metabolite;
human metabolite
imidazole
imidazole: RN given refers to parent cpd. 1H-imidazole : An imidazole tautomer which has the migrating hydrogen at position 1.		2.0510imidazole
naphazoline
Naphazoline: An adrenergic vasoconstrictor agent used as a decongestant.		2.0510naphthalenes
troglitazone
Troglitazone: A chroman and thiazolidinedione derivative that acts as a PEROXISOME PROLIFERATOR-ACTIVATED RECEPTORS (PPAR) agonist. It was formerly used in the treatment of TYPE 2 DIABETES MELLITUS, but has been withdrawn due to hepatotoxicity.		2.0210chromanes;
thiazolidinone		anticoagulant;
anticonvulsant;
antineoplastic agent;
antioxidant;
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
hypoglycemic agent;
platelet aggregation inhibitor;
vasodilator agent
anisole
anisole : A monomethoxybenzene that is benzene substituted by a methoxy group.		2.0310monomethoxybenzeneplant metabolite
thiazoles
[no description available]		2.02101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
aluminum chloride
Aluminum Chloride: A compound with the chemical formula AlCl3; the anhydrous salt is used as a catalyst in organic chemical synthesis, and hydrated salts are used topically as antiperspirants, and for the management of HYPERHYDROSIS.		2.0610aluminium coordination entityLewis acid
acetylacetone
acetylacetone : A beta-diketone that is pentane in which the hydrogens at positions 2 and 4 are replaced by oxo groups.		2.0310beta-diketone
nafimidone alcohol
nafimidone alcohol: nafimidone metabolite; structure given in first source		2.0510
clozapine
Clozapine: A tricylic dibenzodiazepine, classified as an atypical antipsychotic agent. It binds several types of central nervous system receptors, and displays a unique pharmacological profile. Clozapine is a serotonin antagonist, with strong binding to 5-HT 2A/2C receptor subtype. It also displays strong affinity to several dopaminergic receptors, but shows only weak antagonism at the dopamine D2 receptor, a receptor commonly thought to modulate neuroleptic activity. Agranulocytosis is a major adverse effect associated with administration of this agent.. clozapine : A benzodiazepine that is 5H-dibenzo[b,e][1,4]diazepine substituted by a chloro group at position 8 and a 4-methylpiperazin-1-yl group at position 11. It is a second generation antipsychotic used in the treatment of psychiatric disorders like schizophrenia.		2.0210benzodiazepine;
N-arylpiperazine;
N-methylpiperazine;
organochlorine compound		adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
GABA antagonist;
histamine antagonist;
muscarinic antagonist;
second generation antipsychotic;
serotonergic antagonist;
xenobiotic
ConditionIndicatedRelationship StrengthStudiesTrials
Absence Seizure
[description not available]		02.0510
Seizures
Clinical or subclinical disturbances of cortical function due to a sudden, abnormal, excessive, and disorganized discharge of brain cells. Clinical manifestations include abnormal motor, sensory and psychic phenomena. Recurrent seizures are usually referred to as EPILEPSY or seizure disorder.		02.0510
Dehydration
The condition that results from excessive loss of water from a living organism.		02.0610
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.4320
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