U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C5H12O3
Molecular Weight 120.147
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIETHYLENE GLYCOL MONOMETHYL ETHER

SMILES

COCCOCCO

InChI

InChIKey=SBASXUCJHJRPEV-UHFFFAOYSA-N
InChI=1S/C5H12O3/c1-7-4-5-8-3-2-6/h6H,2-5H2,1H3

HIDE SMILES / InChI
Diethylene glycol monomethyl ether is a ether-alcohol derivative. The ether being relatively unreactive. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert alcohols to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides. Diethylene glycol monomethyl ether (DEGME) is sold by Dow under the tradename Methyl CARBITOLâ„¢ solvent. DEGME is an ethylene-series or E-series glycol ether. It is primarily used as a de-icing additive for aviation fuel.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL612867
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Identification of rat urinary and biliary metabolites of esonarimod, a novel antirheumatic drug, using liquid chromatography/electrospray ionization tandem mass spectrometry with postcolumn addition of 2-(2-methoxyethoxy)ethanol, a signal-enhancing modifier.
2001 Jun
Carbonic anhydrase inhibitors: two-prong versus mono-prong inhibitors of isoforms I, II, IX, and XII exemplified by photochromic cis-1,2-alpha-dithienylethene derivatives.
2009 Mar 1
Patents

Sample Use Guides

Wistar rats: In a preliminary dose-finding study with non-pregnant rats, Diethylene glycol monomethyl ether (diEGME) treatment at doses up to 4,000 mg/kg/day on 11 consecutive days decreased relative weights of thymus and pituitary gland, white and red blood cell counts, hemoglobin concentrations and hematocrit levels. In pregnant rats, treatment at doses of > 3,000 mg/kg/day (over gestation days 7-17) caused total resorption of all litters. In teratology and postnatal studies, pregnant rats were treated with diEGME at doses of 0, 200, 600, and 1,800 mg/kg/day from day 7 through 17 of gestation. At 200 mg/kg, there were no adverse effects on either dams, fetuses, or neonates. At 600 mg/kg, dams were not affected, but fetal body weights were decreased, and fetal thymus and ossification were adversely affected. At 1,800 mg/kg, maternal thymus weights and food consumption were decreased, and visceral malformations of the cardiovascular system were seen in 28.0% of the fetuses.
Route of Administration: Oral
When Diethylene glycol monomethyl ether (DEGME), EGME or MAA was added to chick limb bud micromass cultures at the highest concentration tested (100uL/mL), proteoglycan content was significantly reduced when compared to controls. After treatment with either DEGME or EGME at concentrations less than 100 uL/mL, there was no concentration dependent change for proteoglycans and the only significant decreases were seen at 100uL/mL. For DEGME, only the 100 uL/mL concentration significantly reduced cell proliferation when compared to control cultures. For the time course studies, at the highest concentration tested (100 uL/mL), both DEGME and EGME had significant effects on proteoglycan abundance (AG absorbance) and cell proliferation (CV absorbance) by the end of the first 24 h period.
Name Type Language
DIETHYLENE GLYCOL MONOMETHYL ETHER
HSDB   MI  
Systematic Name English
POLY-SOLV DM
Brand Name English
NSC-2261
Code English
EKTASOLVE DM
Brand Name English
DIETHYLENE GLYCOL MONOMETHYL ETHER [MI]
Common Name English
2-(2-METHOXY ETHOXY) ETHANOL
Systematic Name English
ETHANOL, 2-(2-METHOXYETHOXY)-
Systematic Name English
METHOXYDIGLYCOL [INCI]
Common Name English
METHOXYDIGLYCOL
INCI  
INCI  
Official Name English
MECB
Common Name English
DIETHYLENE GLYCOL MONOMETHYL ETHER [HSDB]
Common Name English
DOWANOL DM
Brand Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 42204
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
Code System Code Type Description
RXCUI
1538383
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY RxNorm
WIKIPEDIA
Diethylene glycol monomethyl ether
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY
CHEBI
44836
Created by admin on Fri Dec 15 15:09:38 GMT 2023 , Edited by admin on Fri Dec 15 15:09:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID3025049
Created by admin on Fri Dec 15 15:09:38 GMT 2023 , Edited by admin on Fri Dec 15 15:09:38 GMT 2023
PRIMARY
FDA UNII
465DDJ8G8K
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY
MERCK INDEX
m4406
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY Merck Index
CAS
111-77-3
Created by admin on Fri Dec 15 15:09:38 GMT 2023 , Edited by admin on Fri Dec 15 15:09:38 GMT 2023
PRIMARY
NSC
2261
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY
PUBCHEM
8134
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-906-6
Created by admin on Fri Dec 15 15:09:38 GMT 2023 , Edited by admin on Fri Dec 15 15:09:38 GMT 2023
PRIMARY
HSDB
96
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY
MESH
C048214
Created by admin on Fri Dec 15 15:09:39 GMT 2023 , Edited by admin on Fri Dec 15 15:09:39 GMT 2023
PRIMARY
DAILYMED
465DDJ8G8K
Created by admin on Fri Dec 15 15:09:38 GMT 2023 , Edited by admin on Fri Dec 15 15:09:38 GMT 2023
PRIMARY