Page last updated: 2024-12-05

4-nitro-3-cresol

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

Description

4-nitro-3-cresol is a nitro-substituted cresol, a derivative of phenol. It is a yellow solid with a melting point of 118-119 °C. The compound is synthesized by nitration of m-cresol with a mixture of nitric acid and sulfuric acid. 4-nitro-3-cresol is a key intermediate in the production of many organic chemicals, including pharmaceuticals, dyes, and pesticides. It is also used as a fungicide and a corrosion inhibitor. The compound has been shown to be toxic to aquatic organisms and can cause skin and eye irritation. 4-nitro-3-cresol is a potent inhibitor of the enzyme tyrosinase, which is involved in the production of melanin. This makes it a potential therapeutic agent for the treatment of hyperpigmentation disorders such as melasma and vitiligo. However, its potential toxicity and environmental impact warrant further investigation.'

4-nitro-3-cresol: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4-nitro-m-cresol : A C-nitro compound in which the nitro group is attached at C-4 of m-cresol. [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 CID17412
CHEBI ID38683
SCHEMBL ID214252
MeSH IDM0052649

Synonyms (53)

Synonym
einecs 219-952-5
brn 1868105
4-nitro-1-hydroxy-3-methylbenzene
nsc 69190
ai3-19030
4-nitro-3-cresol
CHEBI:38683
4-nitro-m-cresol
2581-34-2
4-nitro-5-methylphenol
wln: wnr dq b1
5-hydroxy-2-nitrotoluene
nsc-69190
m-cresol, 4-nitro-
nsc69190
p-nitro-m-cresol
2-nitro-5-hydroxytoluene
phenol, 3-methyl-4-nitro-
3-methyl-4-nitrophenol
4-nitro-3-methylphenol
inchi=1/c7h7no3/c1-5-4-6(9)2-3-7(5)8(10)11/h2-4,9h,1h
3-methyl-4-nitrophenol, 98%
3-methyl-4-nitrophenol, analytical standard
N-2650
AC-7840
N0351
AKOS000121313
4-06-00-02075 (beilstein handbook reference)
unii-2cc94832eu
2cc94832eu ,
BBL011500
4-nitro-meta-cresol
STL146612
FT-0616094
AE-562/43285825
methyl-4-nitrophenol, 3-
p-nitro-m-methylphenol
5-methyl-4-nitrophenol
SCHEMBL214252
3-methyl-4-nitro-phenol
DTXSID2062535
mfcd00007333
F0001-0858
Z85922875
fenitrothion tp
Q27117943
AS-11958
3-methyl-d3-4-nitrophenol--d3
EN300-18591
AMY7572
D70939
CS-W023077
AKOS040744799

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" 3-Methyl-4-nitrophenol at the applied dosage did not result in teratogenic or prenatal chromosome damage in contrast to the damaging effect of 4,6-dinitro-o-cresol which was previously reported."( The teratogenic, embryotoxic, and prenatal mutagenic effect of 3-methyl-4-nitrophenol in the mouse.
Berencsi, G; Huszta, E; Mazzag, E; Nehéz, M, 1985
)
0.27
" To assess potential nephrotoxicity of PNMC, male Sprague-Dawley (SD) rats were subcutaneously dosed with PNMC at 1, 10, and 100 mg/kg/day for five consecutive days."( Necrosis and apoptosis of renal tubular epithelial cells in rats exposed to 3-methyl-4-nitrophenol.
Bao, HH; Chang, L; Ding, Y; She, RP; Sun, Q; Tian, J; Yu, P; Yue, Z; Zhu, J, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
4-nitrophenolsA mononitrophenol that is 4-nitrophenol and its derivatives resulting from substitution of one or more of the hydrogens attached to the benzene ring by a non-nitro 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]

Research

Studies (52)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (15.38)18.7374
1990's2 (3.85)18.2507
2000's22 (42.31)29.6817
2010's16 (30.77)24.3611
2020's4 (7.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.01

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.01 (24.57)
Research Supply Index3.99 (2.92)
Research Growth Index4.99 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.01)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.89%)6.00%
Case Studies2 (3.77%)4.05%
Observational0 (0.00%)0.25%
Other50 (94.34%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]