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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

Molecular Formula C5H12O3
Molecular Weight 120.147
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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 CARBITOL™ solvent. DEGME is an ethylene-series or E-series glycol ether. It is primarily used as a de-icing additive for aviation fuel.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
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.
Substance Class Chemical
Record UNII
465DDJ8G8K
Record Status Validated (UNII)
Record Version