Page last updated: 2024-11-05

2,6-diisopropylnaphthalene

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

2,6-Diisopropylnaphthalene (DIPN) is a substituted naphthalene derivative, characterized by two isopropyl groups at the 2 and 6 positions. DIPN is a colorless solid, known for its high melting point and low vapor pressure. It is a crucial component in the synthesis of various organic compounds, including pharmaceuticals and polymers. DIPN has been investigated for its potential applications in the fields of organic electronics, particularly in the development of organic light-emitting diodes (OLEDs). Its high thermal stability and excellent charge transport properties make it a promising candidate for use in these devices. The synthesis of DIPN often involves Friedel-Crafts alkylation of naphthalene with isopropyl chloride in the presence of a suitable catalyst, typically aluminum chloride. Research on DIPN is focused on exploring its potential in various fields, including organic electronics, materials science, and catalysis. Its unique structural and electronic properties make it a valuable building block for the synthesis of advanced materials with diverse applications.'

Cross-References

ID SourceID
PubMed CID32241
CHEMBL ID3182870
CHEBI ID145669
MeSH IDM0070123

Synonyms (40)

Synonym
AKOS015838375
naphthalene, 2,6-bis(1-methylethyl)-
naphthalene,6-bis(1-methylethyl)-
24157-81-1
naphthalene,6-diisopropyl-
nsc166467
nsc-166467
2,6-diisopropylnaphthalene ,
2,6-di-iso-propylnaphthalene
NCGC00163959-01
naphthalene, 2,6-diisopropyl-
2,6-dipn
einecs 246-045-1
epa pesticide chemical code 055803
2,6-bis(1-methylethyl)naphthalene
nsc 166467
D1598
2,6-di(propan-2-yl)naphthalene
CHEBI:145669
amplify
NCGC00163959-02
dtxsid7035272 ,
cas-24157-81-1
dtxcid5015272
NCGC00254984-01
tox21_301083
1x71yeu9qb ,
unii-1x71yeu9qb
FT-0675955
2,6-diisopropyl naphthalene
diisopropylnaphthalene, 2,6-
W-107347
CHEMBL3182870
mfcd00021648
2,6-diisopropylnaphthalene, aldrichcpr
Q424809
2,6-bis(1-methylethyl)-naphthalene
AS-40344
A878004
CS-W014993

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" This has decisive toxicological implications, which could be demonstrated by comparing the lung-specific toxic effects of naphthalenes in mouse: the lack of ring oxidation correlates well with lack of lung toxicity while, vice versa, the extent of enzymatic oxidative attack at the aromatic ring structure results in a toxic pattern that is observed with naphthalene and its monomethyl derivatives."( Metabolism and toxicity of diisopropylnaphthalene as compared to naphthalene and monoalkyl naphthalenes: a minireview.
Höke, H; Zellerhoff, R, 1998
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant growth retardantnull
agrochemicalAn agrochemical is a substance that is used in agriculture or horticulture.
[role 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]

Drug Classes (1)

ClassDescription
naphthalenesAny benzenoid aromatic compound having a skeleton composed of two ortho-fused benzene rings.
[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 (10)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency15.89040.007215.758889.3584AID1224835
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency26.75430.001022.650876.6163AID1224838; AID1224839; AID1224893
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency37.09100.003041.611522,387.1992AID1159552; AID1159553; AID1159555
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency40.89440.001530.607315,848.9004AID1224848; AID1224849
farnesoid X nuclear receptorHomo sapiens (human)Potency61.64480.375827.485161.6524AID743220
pregnane X nuclear receptorHomo sapiens (human)Potency61.13060.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency20.78270.000229.305416,493.5996AID743080; AID743091
aryl hydrocarbon receptorHomo sapiens (human)Potency27.30600.000723.06741,258.9301AID743085
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_aHomo sapiens (human)Potency27.30600.001723.839378.1014AID743083
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency19.33120.000627.21521,122.0200AID720636
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (14)

TimeframeStudies, This Drug (%)All Drugs %
pre-19903 (21.43)18.7374
1990's2 (14.29)18.2507
2000's4 (28.57)29.6817
2010's5 (35.71)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: 30.25

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 Index30.25 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.67 (4.65)
Search Engine Demand Index36.71 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.25)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (6.67%)6.00%
Case Studies1 (6.67%)4.05%
Observational0 (0.00%)0.25%
Other13 (86.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]