Disease relevance of Diglycol methyl ether

• Thus, the testicular toxicity reported for bis(2-methoxyethyl) ether could be explained by the presence of a minor metabolite, methoxyacetic acid [1].
• Embryo-fetal toxicity was evident as a concentration-related decrease in fetal weight at diglyme concentrations as high as 100 ppm (and with 2ME) [2].

Psychiatry related information on Diglycol methyl ether

• To assess the potential developmental toxicity of this chemical, groups of pregnant Crl:CD BR rats were exposed to either 0 (control, room air only), 25, 100, or 400 ppm diglyme by inhalation for 6 hrs/day for Days 7 through 16 or gestation (day on which the copulation plug was detected was designation Day 1 G) [2].

High impact information on Diglycol methyl ether

• The decarboxylation rate of the tetramethylguanidinium salt of 3-carboxy-6-nitrobenzisoxazole in 24 pure solvents and 36 dimethyl sulfoxide binary mixtures with diglyme, acetonitrile, benzene, dichloromethane, chloroform, and methanol was analyzed in the light of the SPP, SA, and SB pure solvent scales [3].
• Both EGME and diglyme induced mouse sperm head morphological changes, male rat weak dominant lethal mutations and marked, but reversible, loss of male rat fertility [4].
• The role of enzyme induction on metabolite formation of bis(2-methoxyethyl) ether in the rat [5].
• Testicular LDH-X activity, a pachytene spermatocyte marker enzyme, was significantly decreased in animals by the eighteenth day of treatment with diglyme [6].
• Using ethanolamine and 2-hydroxy-2-phenylethyl-amine as nucleophiles and phenyl acetic acid as the acyl donor, the increase in the diglyme concentration from 50 to 90% (v/v) permitted improvement of not only the yield (reaching values higher than 99% in both cases) but also the reaction rates (by 360- or 3-fold, respectively) [7].

Biological context of Diglycol methyl ether

• Subchronic inhalation toxicity of diglyme [8].
• The no-observed-effect level (NOEL) for repeated inhalation exposure to diglyme in female rats is 370 ppm [8].
• Based on the observation of germ cell damage, spermatozoa population in the epidymal tubules, reversibility of spermatogenesis after various PE periods, testicular toxicity induced by 300 ppm 2-ME was more severe than that seen at 370 ppm diglyme but was slightly less remarkable than that of 1100 ppm diglyme [9].
• An embryotoxic oral dose of bis(2-methoxyethyl) ether (DGDME), 3.73 mmol/kg body wt (500 mg/kg), administered on the 11th day of gestation to pregnant CD-1 mice was metabolized predominantly by O-demethylation to 2-(2-methoxyethoxy)ethanol with subsequent oxidation to (2-methoxyethoxy)acetic acid [10].

Anatomical context of Diglycol methyl ether

• The metabolism of the reproductive and developmental toxicant bis(2-methoxyethyl)ether (diglyme) was studied in isolated rat hepatocytes and in the intact rat [11].
• At 370 ppm diglyme, affected germ cells were similar to those seen at 110 ppm diglyme, but round spermatids at spermatogenic stages I-VII were also affected [9].
• There were no fetuses derived from the 400 ppm diglyme-treated dams [2].

Associations of Diglycol methyl ether with other chemical compounds

• Comparative metabolism of bis(2-methoxyethyl)ether in isolated rat hepatocytes and in the intact rat: effects of ethanol on in vitro metabolism [11].

Gene context of Diglycol methyl ether

• Most but not all testes in rats exposed to 300 ppm 2-ME or 1100 ppm diglyme had normal morphology after 84 days PE [9].
• For example at a 1 g/l diglyme concentration a stoichiometric H2O2 addition resulted in TOC degradation of 60% to 70% after 30 minutes under the investigated conditions [12].
• Diglyme (CAS No. 111-96-6), a biorefractive ether with teratogenic properties is of considerable importance as a solvent in the synthetic chemical industry [12].

References