Page last updated: 2024-11-05

3-acetylpyridine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3-Acetylpyridine, also known as nicotinyl methyl ketone, is a heterocyclic compound that has attracted significant attention in research due to its diverse pharmacological activities. It is synthesized through various methods, including the Friedel-Crafts acylation of pyridine with acetyl chloride. 3-Acetylpyridine has demonstrated anti-inflammatory, analgesic, and anticonvulsant properties, suggesting its potential as a therapeutic agent. It is also a precursor to several other biologically active compounds. 3-Acetylpyridine is studied for its potential role in Alzheimer's disease and other neurological disorders, as well as for its use in organic synthesis and materials science.'

3-acetylpyridine: inhibits tremors [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9589
CHEMBL ID3187172
CHEBI ID166501
SCHEMBL ID1699
MeSH IDM0056668

Synonyms (85)

Synonym
AC-5339
CHEBI:166501
NCIOPEN2_001469
1-(3-pyridenyl)ethanone
fema no. 3424
beta-acetylpyridine
einecs 206-496-7
brn 0107751
nsc 761
ai3-50031
AE-641/00369001
1-(3-pyridinyl)ethanone
1-pyridin-3-ylethanone
pyridine,3-acetyl
inchi=1/c7h7no/c1-6(9)7-3-2-4-8-5-7/h2-5h,1h
c7h7no
3-pyridyl methyl ketone
methyl 3-pyridyl ketone
nsc-761
wln: t6nj cv1
3-acetylpyridine
.beta.-acetylpyridine
3-acetopyridine
ethanone, 1-(3-pyridinyl)-
nsc761
ketone, methyl 3-pyridyl
pyridine, 3-acetyl-
350-03-8
methyl pyridyl ketone
methyl .beta.-pyridyl ketone
3-acetylpyridine, 98%
3-acetylpyridine, >=98%, fg
A0112
mp silica tlc
AKOS000119797
A6142
1-pyridin-3-yl-ethanone
NCGC00255769-01
cas-350-03-8
dtxcid5024421
dtxsid7044421 ,
tox21_302119
1-(pyridin-3-yl)ethan-1-one
bdbm92857
nicotinamidase inhibitor, 24
00qt8fx306 ,
5-21-07-00394 (beilstein handbook reference)
unii-00qt8fx306
FT-0614891
1-(pyridin-3-yl)ethanone ,
PS-5322
AM20051106
AB00750
3-acetyl pyridine
SCHEMBL1699
methyl pyridyl ketone [mi]
3-acetylpyridine [fcc]
3-acetylpyridine [fhfi]
3-acetylpridine
1-(3-pyridyl)ethanone
1-(3-pyridinyl)-ethanone
3-acetyl-pyridine
1-(pyridin-3-yl) ethanone
3-pyridinyl methyl ketone
3-(acetyl) pyridine
Q-100423
CHEMBL3187172
mfcd00006396
CS-W008604
F2108-0105
3-acetylpyridine, analytical standard
imatinib impurity h, europepharmacopoeia (ep) reference standard
imatinib mesilate imp. h (ep); 1-(pyridin-3-yl)ethan-1-one; 3-acetylpyridine; imatinib mesilate impurity h; imatinib impurity h
1-(pyridin-3-yl)ethan-1-one (3-acetylpyridine)
fema 3424
methyl beta -pyridyl ketone
beta -acetylpyridine
1-(3-pyridinyl)ethanone, 9ci
imatinib impurity h
1-(3-pyridinyl)ethanone pound>>methyl 3-pyridyl ketone pound>>1-(pyridin-3-yl)ethanone
BCP30667
STL185599
Q27231372
EN300-19608
Z104474436

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Glucocorticoids, the adrenocortical hormones secreted during stress, can be cumulatively toxic to hippocampal neurons, and this steroid-induced neuron loss has a role in functional impairments of the senescent hippocampus."( Glucocorticoid toxicity in the hippocampus: temporal aspects of neuronal vulnerability.
Sapolsky, RM, 1985
)
0.27
"Zinc neurotoxicity has been demonstrated in ischemic, seizure, hypoglycemic, and trauma-induced neuronal death where Zn(2+) is thought to be synaptically released and taken up in neighbouring neurons, reaching toxic concentrations."( Zinc neurotoxicity is dependent on intracellular NAD levels and the sirtuin pathway.
Cai, AL; Sheline, CT; Zipfel, GJ, 2006
)
0.33

Dosage Studied

ExcerptRelevanceReference
" Neither drug effected seizures in control rats, however, both GDEE and MK-801 produced a leftward shift in the strychnine-seizure dose-response curve in 3AP inferior olive-lesioned rats."( The effects of inferior olive lesion on strychnine seizure.
Anderson, MC; Chung, EY; Van Woert, MH, 1990
)
0.28
" An intermediate dosage decreased cerebral glucose utilization in the inferior olivary nuclei, but increased it in the fastigial, interpositus, red, dentate, vestibular, posterior mamillary, and habenular nuclei."( Oxidative metabolism and acetylcholine synthesis during acetylpyridine treatment.
Blass, JP; Gibson, GE, 1985
)
0.27
"Young adult mice of the ddN-F26 strain were given a single intraperitoneal injection of 3-acetylpyridine (3-AP) at a dosage of 200 mg/kg body weight."( Learning deficits on avoidance task and hippocampal lesions in area CA3 following intraperitoneal administration of 3-acetylpyridine.
Murakami, TH; Ozaki, HS; Shimada, M, 1983
)
0.7
" This dosage of 3-AP, which has been used routinely to achieve olivary ablations in the adult rat, is inappropriate for the total destruction of the inferior olivary complex in weanling rats (21-23 days)."( Sensitivity of rat inferior olivary neurons to 3-acetylpyridine.
Anderson, WA; Flumerfelt, BA, 1984
)
0.52
" The intraperitoneal administration of 3-AP, at a dosage of 65 mg/Kg, determines in this animal stridulous breathing, coughing and ataxy."( Neurotoxic effects of 3-acetylpyridine (3-AP) in the hamster (mesocricetus auratus).
Acone, F; Farina, V; Palmieri, G; Panu, R; Sanna, L; Zedda, M,
)
0.45
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
aromatic ketoneA ketone in which the carbonyl group is attached to an aromatic ring.
[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 (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency27.30600.003041.611522,387.1992AID1159552
aryl hydrocarbon receptorHomo sapiens (human)Potency76.95880.000723.06741,258.9301AID743085
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
NicotinamidaseSaccharomyces cerevisiae S288CKi149.33330.01100.33061.4000AID1799844
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID1799844GDH-Coupled Nicotinamidase Assay from Article 10.1021/bi1012518: \\Characterization of nicotinamidases: steady state kinetic parameters, classwide inhibition by nicotinaldehydes, and catalytic mechanism.\\2010Biochemistry, Dec-14, Volume: 49, Issue:49
Characterization of nicotinamidases: steady state kinetic parameters, classwide inhibition by nicotinaldehydes, and catalytic mechanism.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (213)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990100 (46.95)18.7374
1990's61 (28.64)18.2507
2000's27 (12.68)29.6817
2010's17 (7.98)24.3611
2020's8 (3.76)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 33.29

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 Index33.29 (24.57)
Research Supply Index5.42 (2.92)
Research Growth Index4.35 (4.65)
Search Engine Demand Index45.55 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (33.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.45%)5.53%
Reviews1 (0.45%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other222 (99.11%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]