Compounds > ethylene glycol diethyl ether
Page last updated: 2024-12-05

ethylene glycol diethyl ether

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

Ethylene glycol diethyl ether, also known as diethylene glycol diethyl ether or bis(2-ethoxyethyl) ether, is a colorless, flammable liquid with a mild, ether-like odor. It is a solvent commonly used in various industrial applications. Its synthesis involves the reaction of ethylene glycol with diethyl sulfate or ethyl bromide. Ethylene glycol diethyl ether is used as a solvent in paints, coatings, inks, and adhesives. It is also employed in the manufacture of plastics, resins, and other chemical products. The compound is studied for its potential environmental impact, as it can be toxic to aquatic organisms and may persist in the environment. Due to its low volatility and high boiling point, it can evaporate slowly and potentially contribute to air pollution. Research efforts focus on understanding its environmental fate and developing safer alternatives. Its effects on human health are still under investigation, and it is crucial to handle this compound with caution.'

Cross-References

ID SourceID
PubMed CID12375
CHEMBL ID1877517
SCHEMBL ID22247
MeSH IDM0207962

Synonyms (46)

Synonym
ethane, 1,2-diethoxy-
diethyl cellosolve
NCGC00091756-01
ethylene glycol diethyl ether
629-14-1
brn 1732917
hisolve eme
egdee
glyme-1
2-ethoxyethyl ethyl ether
einecs 211-076-1
hsdb 71
diethylether ethylenglykolu [czech]
1,2-ethanediol, diethyl ether
3,6-dioxaoctane
un1153
ai3-19760
1,2-diethoxyethane
ethylene glycol diethyl ether, technical, >=90% (gc)
D0456
diethyl glycol
NCGC00091756-02
cas-629-14-1
dtxcid305285
tox21_200656
dtxsid5025285 ,
NCGC00258210-01
ethyleneglycol diethyl ether
diethylether ethylenglykolu
f99o7f0cyh ,
unii-f99o7f0cyh
ethylene glycol diethyl ether [un1153] [flammable liquid]
FT-0626328
AKOS015899579
ethylene glycol diethyl ether [hsdb]
SCHEMBL22247
1,2 diethoxyethane
ethyl glyme
un 1153
J-503818
CHEMBL1877517
mfcd00009253
ethylene glycol diethyl ether, 98%
Q1223259
?ethylene glycol diethyl ether
53609-62-4

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The no-observed adverse effect level (NOAEL) for developmental toxicity was 50 mg/kg/day."( The developmental toxicity of ethylene glycol diethyl ether in mice and rabbits.
George, JD; Kimmel, CA; Marr, MC; Morrissey, RE; Price, CJ; Schwetz, BA, 1992)		0.57
"The aim of this study is to define chemical categories that can be applied to regulatory read-across assessments for repeated-dose toxicity, by classifying toxic substances based on their structures and mechanism of actions (MoAs)."( Formation and evaluation of mechanism-based chemical categories for regulatory read-across assessment of repeated-dose toxicity: A case of hemolytic anemia.
Hirose, A; Katsutani, N; Kawamura, T; Matsumoto, M; Miura, M; Ohata, H; Tsujii, S; Yamada, T, 2022)		0.72

Dosage Studied

ExcerptRelevanceReference
"Timed-pregnant CD-1 outbred Albino Swiss mice and New Zealand White rabbits were dosed by gavage with ethylene glycol diethyl ether (EGdiEE) in distilled water during major organogenesis."( The developmental toxicity of ethylene glycol diethyl ether in mice and rabbits.
George, JD; Kimmel, CA; Marr, MC; Morrissey, RE; Price, CJ; Schwetz, BA, 1992)		0.79
"Many dose-response studies collect data on correlated outcomes."( Semiparametric Bayesian joint modeling of a binary and continuous outcome with applications in toxicological risk assessment.
Hwang, BS; Pennell, ML, 2014)		0.4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency0.02860.006038.004119,952.5996AID1159521
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency2.23870.000214.376460.0339AID588532
Nuclear receptor ROR-gammaHomo sapiens (human)Potency4.21630.026622.448266.8242AID651802
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
xenobiotic metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of glucose metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of steroid metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
intracellular receptor signaling pathwayNuclear receptor ROR-gammaHomo sapiens (human)
circadian regulation of gene expressionNuclear receptor ROR-gammaHomo sapiens (human)
cellular response to sterolNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of circadian rhythmNuclear receptor ROR-gammaHomo sapiens (human)
regulation of fat cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of DNA-templated transcriptionNuclear receptor ROR-gammaHomo sapiens (human)
adipose tissue developmentNuclear receptor ROR-gammaHomo sapiens (human)
T-helper 17 cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
protein bindingNuclear receptor ROR-gammaHomo sapiens (human)
oxysterol bindingNuclear receptor ROR-gammaHomo sapiens (human)
zinc ion bindingNuclear receptor ROR-gammaHomo sapiens (human)
ligand-activated transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
sequence-specific double-stranded DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
nuclear receptor activityNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
nucleoplasmNuclear receptor ROR-gammaHomo sapiens (human)
nuclear bodyNuclear receptor ROR-gammaHomo sapiens (human)
chromatinNuclear receptor ROR-gammaHomo sapiens (human)
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (16.67)18.7374
1990's1 (8.33)18.2507
2000's4 (33.33)29.6817
2010's2 (16.67)24.3611
2020's3 (25.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.75

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 Index32.75 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.10 (4.65)
Search Engine Demand Index37.30 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.75)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (8.33%)4.05%
Observational0 (0.00%)0.25%
Other11 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
catechol
[no description available]		2.2110catecholsallelochemical;
genotoxin;
plant metabolite
dimethyl sulfoxide
Dimethyl Sulfoxide: A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during CRYOPRESERVATION. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.. dimethyl sulfoxide : A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.		2.0110sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
1-anilino-8-naphthalenesulfonate
1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.		2.4720aminonaphthalene;
naphthalenesulfonic acid		fluorescent probe
ether
Ether: A mobile, very volatile, highly flammable liquid used as an inhalation anesthetic and as a solvent for waxes, fats, oils, perfumes, alkaloids, and gums. It is mildly irritating to skin and mucous membranes.. ether : An organooxygen compound with formula ROR, where R is not hydrogen.. diethyl ether : An ether in which the oxygen atom is linked to two ethyl groups.		2.610ether;
volatile organic compound		inhalation anaesthetic;
non-polar solvent;
refrigerant
dimethylformamide
Dimethylformamide: A formamide in which the amino hydrogens are replaced by methyl groups.. N,N-dimethylformamide : A member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.		2.0110formamides;
volatile organic compound		geroprotector;
hepatotoxic agent;
polar aprotic solvent
propylene glycol methyl ether
propylene glycol methyl ether: RN given refers to unspecified methoxypropanol; structure		2.610
1,2-dimethoxyethane
1,2-dimethoxyethane: RN given refers to cpd with specified locants for methoxy moieties. 1,2-dimethoxyethane : A diether that is the 1,2-dimethyl ether of ethane-1,2-diol.		2.0110diethernon-polar solvent
n-butoxyethanol
n-butoxyethanol: RN given refers to parent cpd; structure. 2-butoxyethanol : A primary alcohol that is ethanol in which one of the methyl hydrogens is replaced by a butoxy group. A high-boiling (171degreeC) colourless liquid, it is used as a solvent for paints and inks, as well as in some dry cleaning solutions.		1.9310glycol ether;
primary alcohol		protic solvent
methoxyacetic acid
methoxyacetic acid: RN given refers to parent cpd. methoxyacetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a methoxy group.		2.0310ether;
monocarboxylic acid		antineoplastic agent;
apoptosis inducer;
human xenobiotic metabolite;
mutagen
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.0310benzenes;
phenyl acetates
1,4-dioxane
1,4-dioxane: dehydrating agent; polar solvent miscible both with water & most organic solvents. dioxane : Any member of the class of dioxanes that is a cyclohexane in which two carbon atoms are replaced by oxygen atoms.. 1,4-dioxane : A dioxane with oxygen atoms at positions 1 and 4.		2.0110dioxane;
volatile organic compound		carcinogenic agent;
metabolite;
NMR chemical shift reference compound;
non-polar solvent
evodiamine
[no description available]		2.610beta-carbolines
lithium
Lithium: An element in the alkali metals family. It has the atomic symbol Li, atomic number 3, and atomic weight [6.938; 6.997]. Salts of lithium are used in treating BIPOLAR DISORDER.		2.0310alkali metal atom
hymecromone
Hymecromone: A coumarin derivative possessing properties as a spasmolytic, choleretic and light-protective agent. It is also used in ANALYTICAL CHEMISTRY TECHNIQUES for the determination of NITRIC ACID.		2.0110hydroxycoumarinantineoplastic agent;
hyaluronic acid synthesis inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
Anemia, Hemolytic, Acquired
[description not available]		02.4110
Anemia, Hemolytic
A condition of inadequate circulating red blood cells (ANEMIA) or insufficient HEMOGLOBIN due to premature destruction of red blood cells (ERYTHROCYTES).		02.4110
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		02.7130
Abnormalities, Congenital
[description not available]		02.0410
Abnormalities, Drug-Induced
Congenital abnormalities caused by medicinal substances or drugs of abuse given to or taken by the mother, or to which she is inadvertently exposed during the manufacture of such substances. The concept excludes abnormalities resulting from exposure to non-medicinal chemicals in the environment.		01.9810