Page last updated: 2024-12-05

2-nitronaphthalene

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

Description

2-Nitronaphthalene is a yellow crystalline solid that is a key intermediate in the synthesis of various dyes, pigments, and pharmaceuticals. It is typically synthesized through the nitration of naphthalene using concentrated nitric acid in the presence of a strong acid catalyst. While its primary use lies in industrial applications, research on 2-nitronaphthalene focuses on its potential environmental impact. This compound is considered a pollutant and its presence in water bodies can pose risks to aquatic life. Studies aim to understand its biodegradation pathways, toxicity to various organisms, and potential for remediation from contaminated environments.'

2-nitronaphthalene : A mononitronaphthalene carrying a nitro group at position 2. [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 CID11392
CHEMBL ID353064
CHEBI ID50637
SCHEMBL ID57616
MeSH IDM0139081

Synonyms (34)

Synonym
v5nb52b64q ,
unii-v5nb52b64q
4-05-00-01675 (beilstein handbook reference)
.beta.-nitronaphthalene
einecs 209-474-5
ccris 1206
brn 2046354
beta-nitronaphthalene
ai3-22413
inchi=1/c10h7no2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7
naphthalene, 2-nitro-
2-nitronaphthalene
CHEBI:50637 ,
581-89-5
2-nitro-naphthalene
CHEMBL353064
A831777
C19474
AKOS006229777
FT-0632433
AE-562/43461399
2-nitronaphthalene [iarc]
nitronaphthalene, 2-
SCHEMBL57616
AM807227
2-nitro naphthalene
DTXSID2073198
2-nitronaphthalene, bcr(r) certified reference material
2-nitronaphthalene 10 microg/ml in cyclohexane
mfcd00004055
AS-49439
Q2617910
YSWG292
I10256

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The most toxic was 1-nitronaphthalene with no mice surviving doses greater than 1 mmol kg-1."( Comparative cytotoxicity of naphthalene and its monomethyl- and mononitro-derivatives in the mouse lung.
Dearden, LC; Do, DH; Kim, TS; Rasmussen, RE, 1986
)
0.27
" From these experiments, we conclude that retinol pretreatment decreases the severity of 2-nitronaphthalene and paraquat-induced pulmonary toxicity, apparently by inhibiting the inflammatory responses associated with the progression of toxic injury."( Modulation of chemical-induced lung and liver toxicity by all-trans-retinol in the male Sprague-Dawley rat.
Sauer, JM; Sipes, IG, 1995
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
mononitronaphthaleneA nitronaphthalene carrying a single nitro group at unspecified position.
[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]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID200690Mutagenic activity in an Ames test on Salmonella Typhimurium TA98; Activity is log of revertants/nmol1991Journal of medicinal chemistry, Feb, Volume: 34, Issue:2
Structure-activity relationship of mutagenic aromatic and heteroaromatic nitro compounds. Correlation with molecular orbital energies and hydrophobicity.
AID23442Partition coefficient (logP)1991Journal of medicinal chemistry, Feb, Volume: 34, Issue:2
Structure-activity relationship of mutagenic aromatic and heteroaromatic nitro compounds. Correlation with molecular orbital energies and hydrophobicity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (25.00)18.7374
1990's5 (41.67)18.2507
2000's2 (16.67)29.6817
2010's1 (8.33)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.61

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 Index30.61 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.71 (4.65)
Search Engine Demand Index32.00 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.61)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]