Page last updated: 2024-11-05

2-ethoxyethanol

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

Description

2-ethoxyethanol : A hydroxyether that is the ethyl ether derivative of ethylene glycol. [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 CID8076
CHEMBL ID119596
CHEBI ID46788
MeSH IDM0075980

Synonyms (124)

Synonym
BIDD:ER0296
inchi=1/c4h10o2/c1-2-6-4-3-5/h5h,2-4h2,1h
einecs 203-804-1
nsc 8837
etoksyetylowy alkohol [polish]
ethylene glycol monoethyl ether [un1171] [flammable liquid]
2-ethoxyethyl alcohol
bikanol e 1
dowanol 8
beta-ethoxyethanol
athylenglykol-monoathylather [german]
solvulose
ektasolve ee
un1171
eter monoetilico del etilenglicol [spanish]
ccris 2294
ai3-01236
ether monoethylique de l'ethylene-glycol [french]
celosolv [czech]
egee
ethyl ethylene glycol
solvid
rcra waste no. u359
ethoxyethanol, 2-
hsdb 54
jeffersol ee
ethyl cellosolve
nci-c54853
dowanol ee
ethylene glycol monoethyl ether
emkanol
ethylene glycol ethyl ether
ethanol, 2-ethoxy-
ethyl glycol
glycol monoethyl ether
ether monoethylique de l'ethylene-glycol
cellosolve solvent
wln: q2o2
ethylethylene glycol
2-ethoxyethanol
nsc-8837
cellosolve
etoksyetylowy alkohol
hydroxy ether
oxitol
.beta.-ethoxyethanol
plastiazan 60
110-80-5
nsc8837
etx ,
NCGC00091522-01
ethylene glycol monoethyl ether (egmee)
DB02249
CHEBI:46788 ,
2ee ,
hoch2ch2oc2h5
CHEMBL119596
E0047
AKOS000119042
NCGC00091522-03
NCGC00091522-02
ethylene glycol-monoethyl ether
ethoxyethanol
NCGC00259246-01
dtxsid7024087 ,
tox21_201697
NCGC00254064-01
dtxcid604087
tox21_300031
cas-110-80-5
2-ethoxyethan-1-ol
STL282734
unii-idk7c2hs09
celosolv
idk7c2hs09 ,
eter monoetilico del etilenglicol
athylenglykol-monoathylather
ec 203-804-1
ethylene glycol monoethyl ether [un1171] [flammable liquid]
FT-0626330
ethylene glycol monoethyl ether [hsdb]
2-ethoxyethanol [usp-rs]
ethoxyethanol [inci]
2-ethoxyethanol [mi]
ethylene glycol monoethyl ether [ii]
ethyl-2-hydroxyethyl ether
ethyl icinol
ee solvent
glycol ether ee
2ethoxyethanol
2-ethoxy-ethanol
ethylene glycol monoethylether
ethyleneglycol monoethyl ether
ethylene glycol mono ethyl ether
2-ethoxy ethanol
1-ethoxy-2-ethanol
2-ethyoxyethanol
etoch2ch2oh
ethyleneglycol monoethylether
dimethylene glycol monoethyl ether
2-ethoxyetanol
ethoxyethyl alcohol
J-509307
F1908-0123
2-ethoxyethanol, analytical standard
2-ethoxyethanol (cellosolve)
mfcd00002869
2-ethoxyethanol, saj special grade, >=99.0%
2-ethoxyethanol, saj first grade, >=97.0%
2-ethoxyethanol, spectrophotometric grade, >=99%
2-ethoxyethanol, reagentplus(r), 99%
2-ethoxyethanol, ~99% (gc)
2-ethoxyethanol, pharmaceutical secondary standard; certified reference material
2-ethoxyethanol, for synthesis, 99.0%
2-ethoxyethanol, lr, >=99%
2-ehoxyethanol
BP-31042
ethyl 2-hydroxyethyl ether
cellosolve(r)
bikanol e1
Q209381
EN300-19199
PD008106
Z104473122

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Ethylene glycol monoethyl ether (EGEE) produced embryo lethality and malformations, and decreased fetal weight at a dose level which was not maternally toxic in the teratology probe."( A comparison of developmental toxicity evident at term to postnatal growth and survival using ethylene glycol monoethyl ether, ethylene glycol monobutyl ether and ethanol.
Lewis, SC; Traul, KA; Wier, PJ, 1987
)
0.27
" When animals were pretreated with inhibitors of alcohol metabolism followed by a testicular toxic dose of EGME (500 mg/kg), an inhibitor of alcohol dehydrogenase (pyrazole) offered complete protection."( Testicular toxicity produced by ethylene glycol monomethyl and monoethyl ethers in the rat.
Creasy, DM; Foster, JR; Foster, PM; Gray, TJ, 1984
)
0.27
" The results would suggest that occupational physicians should advise pregnant workers in the chemical industry of the adverse effects of ethanol during pregnancy and of the possible interactions with other chemicals and should encourage them to be especially cautious with ethanol consumption since they may be at greater risk."( Reproductive toxicity of the industrial solvent 2-ethoxyethanol in rats and interactive effects of ethanol.
Brightwell, WS; Nelson, BK; O'Donohue, TL; Setzer, JV, 1984
)
0.52
" In the present work, we examined potential adverse effects of EGEs on some selected brain structures."( Potential neurotoxic effect of ethylene glycol ethers mixtures.
Budziszewska, B; Krzyżanowska, W; Pomierny, B; Pomierny-Chamioło, L; Regulska, M; Smaga, I; Starek, A; Starek-Swiechowicz, B, 2013
)
0.39
"The obtained results suggested that EGEs exerted adverse effects on the CNS cells and may contribute in pathogenesis of neurodegenerative disorders."( Potential neurotoxic effect of ethylene glycol ethers mixtures.
Budziszewska, B; Krzyżanowska, W; Pomierny, B; Pomierny-Chamioło, L; Regulska, M; Smaga, I; Starek, A; Starek-Swiechowicz, B, 2013
)
0.39

Bioavailability

ExcerptReferenceRelevance
" The results show that glycol ethers are very well absorbed through the skin."( Occupational chronic exposure to organic solvents. XIV. Examinations concerning the evaluation of a limit value for 2-ethoxyethanol and 2-ethoxyethyl acetate and the genotoxic effects of these glycol ethers.
Angerer, J; Letzel, S; Rüdiger, HW; Söhnlein, B; Weltle, D, 1993
)
0.5

Dosage Studied

ExcerptRelevanceReference
" Urinary excretion of ethoxyacetic acid (EAA) and its glycine conjugate was followed up to 60 h after dosing and compared to data of experimentally exposed human volunteers."( Comparative urinary excretion of ethoxyacetic acid in man and rat after single low doses of ethylene glycol monoethyl ether.
Groeseneken, D; Masschelein, R; Van Vlem, E; Veulemans, H, 1988
)
0.27
" Adult male F344 rats (n = 20/group) of proven fertility were dosed po with 0, 50, 100, or 200 mg EGME/kg/day for 5 days."( Effects of ethylene glycol monomethyl ether (EGME) on mating performance and epididymal sperm parameters in F344 rats.
Chapin, RE; Dutton, SL; Lamb, JC; Ross, MD, 1985
)
0.27
" dosing (5 times one injection per hour) with EE (4 mmol/kg) or ME (5 mmol/kg) plus ethanol (8 or 10 mmol/kg) each resulted in an almost complete accumulation of both ether compounds in the blood."( Ethanol-induced accumulation of ethylene glycol monoalkyl ethers in rats.
Balge, F; Freundt, KJ; Römer, KG, 1985
)
0.27
" Moreover, most of the males exhibited recovery following this acute dosing regimen."( Male reproductive toxicity and recovery associated with acute ethoxyethanol exposure in rats.
McGinnis, PM; Niewenhuis, RJ; Oudiz, DJ; Zenick, H, 1984
)
0.27
"The testicular effects of daily oral dosing with two glycol ethers--either ethylene glycol monomethyl ether (EGM) or monoethyl ether (EGE) were studied in the prepubertal rat by histological examination of the testes."( The morphological development of glycol ether-induced testicular atrophy in the rat.
Creasy, DM; Foster, PM, 1984
)
0.27
" Treatment of animals with EGE resulted in a similar lesion; however, to obtain damage of equivalent severity, a larger dosage for a longer period was required."( Testicular toxicity of ethylene glycol monomethyl and monoethyl ethers in the rat.
Cook, MW; Creasy, DM; Foster, JR; Foster, PM; Gangolli, SD; Thomas, LV, 1983
)
0.27
" Minor liver and kidney damage was also seen in short-term studies of rats injected subcutaneously with Ethoxyethanol, but was absent in dogs dosed intravenously."( Final report on the safety assessment of ethoxyethanol and ethoxyethanol acetate.
Johnson, W, 2002
)
0.31
"To clarify the molecular mechanism of ethylene glycol monomethyl ether (EGME)-induced testicular toxicity, the potential for EGME-related changes in transcript levels of genes including spermatocyte-specific genes was evaluated in the testis of rats given single dosing of EGME at 200, 600, or 2000 mg/kg."( Transcriptional profile of ethylene glycol monomethyl ether-induced testicular toxicity in rats.
Ando, Y; Iida, H; Ito, K; Kuwata, C; Matsuyama, T; Mori, K; Yabe, K, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
protic solventA polar solvent that is capable of acting as a hydron (proton) donor.
teratogenic agentA role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
[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 (2)

ClassDescription
primary alcoholA primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.
glycol etherA hydroxyether which contains both an ether and alcohol functional groups. It is one of the most versatile classes of organic solvents which are commonly used in paints, cleaners, adhesives, pharmaceuticals and cosmetics.
[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 (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency62.81290.000714.592883.7951AID1259369
AR proteinHomo sapiens (human)Potency54.94100.000221.22318,912.5098AID743035
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency35.48130.011212.4002100.0000AID1030
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency35.32230.003041.611522,387.1992AID1159555
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID23443Partition coefficient (logP)1985Journal of medicinal chemistry, Mar, Volume: 28, Issue:3
Use of physicochemical parameters in distance geometry and related three-dimensional quantitative structure-activity relationships: a demonstration using Escherichia coli dihydrofolate reductase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (123)

TimeframeStudies, This Drug (%)All Drugs %
pre-199065 (52.85)18.7374
1990's19 (15.45)18.2507
2000's20 (16.26)29.6817
2010's19 (15.45)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: 50.89

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 very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index50.89 (24.57)
Research Supply Index4.90 (2.92)
Research Growth Index4.35 (4.65)
Search Engine Demand Index80.92 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (50.89)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews8 (6.02%)6.00%
Case Studies3 (2.26%)4.05%
Observational0 (0.00%)0.25%
Other122 (91.73%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]