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| | N,N-Dimethylglycine Basic information |
| | N,N-Dimethylglycine Chemical Properties |
| Melting point | 178-182 °C(lit.) | | Boiling point | 193.35°C (rough estimate) | | density | 1 g/cm3 | | refractive index | 1.4674 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | Methanol (Slightly), Water (Slightly) | | pka | 9.89(at 25℃) | | form | Crystalline Powder | | color | White to slightly yellow | | Water Solubility | soluble | | Sensitive | Hygroscopic | | Merck | 14,3244 | | BRN | 1700261 | | InChIKey | FFDGPVCHZBVARC-UHFFFAOYSA-N | | CAS DataBase Reference | 1118-68-9(CAS DataBase Reference) | | EPA Substance Registry System | Glycine, N,N-dimethyl- (1118-68-9) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36/37/38 | | Safety Statements | 24/25-36/37-26 | | WGK Germany | 3 | | RTECS | MB9865000 | | F | 3 | | TSCA | Yes | | HazardClass | IRRITANT | | HS Code | 29224999 | | Toxicity | rat,LD50,oral,> 650mg/kg (650mg/kg),BEHAVIORAL: ATAXIABLOOD: CHANGES IN SPLEENGASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA",Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 199, 1992. |
| | N,N-Dimethylglycine Usage And Synthesis |
| Description | N,N-Dimethylglycine (DMG) is a N-methylated product of the amino acid glycine. It is found in beans and liver. It can be formed from trimethylglycine upon the loss of one of its methyl groups. It is also a byproduct of the metabolism of choline. When DMG was first discovered, it was referred to as vitamin B16, but, unlike true B vitamins, deficiency of DMG in the diet does not lead to any ill-effects meaning it does not meet the definition of a vitamin. It is used in comparative analysis with other N-methylated glycines. N,N-Dimethylglycine is used in the development of glycine-based ionic liquids and emulsifiers, and as a substrate to identify, differentiate and characterize amino acid methyltransferase(s). It is potentially useful as a biomarker of protein degradation in COPD patients. | | Chemical Properties | white to slightly yellow crystalline powder | | Uses | N,N-Dimethylglycine is used as an athletic performance enhancer and immunostimulant. It is also used in the treatment of autism, epilepsy and mitochondrial disease. It is also employed as a biomarker of protein degradation in chronic obstructive lung disease (COPD) patients. Further, it is used as a substrate to identify, differentiate and characterize amino acid methyltransferase. It plays an important role for the development of glycine-based ionic liquids and emulsifiers. | | Application | N, N-dimethylglycine (DMG) is a tertiary amino acid that naturally occurs as an intermediate metabolite in choline-to-glycine metabolism. It has been suggested for use as an athletic performance enhancer, immunostimulant, and a treatment for autism, epilepsy, or mitochondrial disease . Published studies on the subject have shown little to no difference between DMG treatment and placebo in autism spectrum disorders. | | Definition | ChEBI: N,N-dimethylglycine is an N-methylglycine that is glycine carrying two N-methyl substituents. It has a role as a human metabolite, a Daphnia magna metabolite and a mouse metabolite. It is a N-methyl-amino acid and a member of N-methylglycines. It is a tautomer of a N,N-dimethylglycine zwitterion. | | Preparation | N,N-Dimethylglycine is commercially available as the free form amino acid, and as the hydrochloride salt [2491-06-7 ]. DMG may be prepared by the alkylation of glycine via the Eschweiler–Clarke reaction. In this reaction, glycine is treated with aqueous formaldehyde in formic acid that serves as both solvent and reductant. Hydrochloric acid is added thereafter to give the hydrochloride salt. The free amino acid may been obtained by neutralization of the acid salt, which has been performed with silver oxide.
H2NCH2COOH + 2 CH2O + 2 HCOOH →(CH3)2NCH2COOH + 2 CO2 + 2 H2O. | | General Description | N,N-Dimethylglycine is a type of quaternary ammonium compound which exhibits a variety of biological effects. | | Biochem/physiol Actions | N,N-Dimethylglycine (DMG) is a natural N-methylated glycine that is used in comparative analysis with other N-methylated glycines such as sarcosine and βine. N,N-Dimethylglycine is used in the development of glycine-based ionic liquids and emulsifiers. N,N-Dimethylglycine is potentially useful as a biomarker of protein degradation in COPD patients. DMG is used as a substrate to identify, differentiate and characterize amino acid methyltransferase(s). | | References | J. K. Kern, V. S. Miller, L. Cauller, R. Kendall, J. Mehta, M. Dodd, Effectiveness of N,N-Dimethylglycine in Autism and Pervasive Developmental Disorder, Journal of Child Neurology, 2001, vol. 16, pp. 169-173 |
| | N,N-Dimethylglycine Preparation Products And Raw materials |
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