Page last updated: 2024-12-05

4-nitrophenylacetic acid

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

Description

4-Nitrophenylacetic acid (4-NPA) is a synthetic organic compound used in various research and industrial applications. Its synthesis often involves the nitration of phenylacetic acid with a mixture of nitric acid and sulfuric acid. 4-NPA is known to exhibit biological activity, particularly as a substrate for the enzyme peroxidase, and is often used in studies of enzyme kinetics and mechanisms. The compound's potential for inhibiting the growth of certain bacteria and fungi makes it relevant for research on antimicrobial agents. 4-NPA has also been explored as a starting material in the synthesis of other organic compounds, including pharmaceuticals. Its unique structure and properties make it a subject of ongoing research in fields such as biochemistry, medicinal chemistry, and materials science.'

4-nitrophenylacetic acid: don't confuse with 4-Nitrophenyl acetate, which is the ester of phenol and acetic acid [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

(4-nitrophenyl)acetic acid : A member of the class of phenylacetic acids that is phenylacetic acid in which the phenyl grup is substituted at the para- position by a nitro 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 CID4661
CHEBI ID40443
SCHEMBL ID76204
SCHEMBL ID13941612
MeSH IDM0302637

Synonyms (64)

Synonym
4-nitrophenylaceticacid
ai3-15093
ccris 2338
einecs 203-168-5
4-nitrophenylacetic acid
nsc 5398
2-(p-nitrophenyl)acetic acid
(p-nitrophenyl)acetic acid
BB 0244245
nsc-5398
p-nitrophenylacetic acid
nsc5398
4-nitrobenzeneacetic acid
104-03-0
benzeneacetic acid, 4-nitro-
(4-nitrophenyl)acetic acid
acetic acid, (p-nitrophenyl)-
OPREA1_127303
inchi=1/c8h7no4/c10-8(11)5-6-1-3-7(4-2-6)9(12)13/h1-4h,5h2,(h,10,11
SR-01000631614-1
4-nitrophenylacetic acid, reagentplus(r), 99%
1AJN ,
2-(4-nitrophenyl)acetic acid
STK054869
AC-2513
AKOS000104752
DB07331
N0227
AE-641/02392058
unii-klb4p626re
klb4p626re ,
BBL012452
CCG-41548
FT-0619270
AM20060474
S12333
p-nitro-.alpha.-toluic acid
4-nitrophenylacetic acid [mi]
SCHEMBL76204
SCHEMBL13941612
DTXSID6059289
CHEBI:40443
4-nitrophenyl acetic acid
(p-nitrophenyl) acetic acid
(4-nitro-phenyl)-acetic acid
(4-nitrophenyl)-acetic acid
STR00634
4-nitrobenzencacetic acid
W-108829
4-nitrophenylacetate acid
HMS3604G17
F2191-0048
mfcd00007383
4-nitrophenylacetic acid, vetec(tm) reagent grade, 98%
CS-D1370
bdbm237235
SY001731
4-nitro-benzeneacetic acid,
Q27096559
p-nitrophenyl acetic acid
4-nitrophenylaetic acid
EN300-20166
Z104477118
AKOS040744590

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" The overall hydrolytic activity in the liver microsomes toward both 1-naphthyl- and para-nitrophenylacetate was markedly increased in the nonlethal dosage groups, but markedly decreased in the lethal dosage group."( Regulation of rat carboxylesterase expression by 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD): a dose-dependent decrease in mRNA levels but a biphasic change in protein levels and activity.
Li, Y; Matoney, L; Yan, B; Yang, D; Yuan, X, 2001
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
C-nitro compoundA nitro compound having the nitro group (-NO2) attached to a carbon atom.
phenylacetic acidsAny monocarboxylic acid that is phenylacetic acid or its substituted derivatives.
[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 (14)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain B, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain A, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain B, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain A, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain B, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain A, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain B, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain A, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain B, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain A, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain B, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain A, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
Chain B, Penicillin AmidohydrolaseEscherichia coliKi2,320.000082.00002,297.80005,850.0000AID977610
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB1998Journal of molecular biology, Nov-27, Volume: 284, Issue:2
Ligand-induced conformational change in penicillin acylase.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (28)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (14.29)18.2507
2000's15 (53.57)29.6817
2010's8 (28.57)24.3611
2020's1 (3.57)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.70

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 Index32.70 (24.57)
Research Supply Index3.37 (2.92)
Research Growth Index4.69 (4.65)
Search Engine Demand Index39.50 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.70)

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%
Other28 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]