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N,N-Dimethylglycine

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CAS:1118-68-9
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N,N-Dimethylglycine manufacturers

  • N,N-Dimethylglycine
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  • N,N-Dimethylglycine
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  • CAS:1118-68-9
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  • Purity: 99.8%
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  • N,N-Dimethylglycine
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  • 2023-11-30
  • CAS:1118-68-9
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N,N-Dimethylglycine Basic information
Product Name:N,N-Dimethylglycine
Synonyms:N,N-DIMETHYLAMINOACETIC ACID;N,N-DIMETHYLGLYCINE;RARECHEM AL BO 0104;Glycine,N,N-dimethyl-;n,n-dimethyl-glycin;n-methylsarcosine;N,N-DIMETHYLGLYCINE FREE BASE;2-dimethylaminoacetic acid
CAS:1118-68-9
MF:C4H9NO2
MW:103.12
EINECS:214-267-8
Product Categories:Pyridines;Miscellaneous Biochemicals;bc0001
Mol File:1118-68-9.mol
N,N-Dimethylglycine Structure
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)
pka9.89(at 25℃)
form Crystalline Powder
color White to slightly yellow
Water Solubility soluble
Sensitive Hygroscopic
Merck 14,3244
BRN 1700261
InChIKeyFFDGPVCHZBVARC-UHFFFAOYSA-N
CAS DataBase Reference1118-68-9(CAS DataBase Reference)
EPA Substance Registry SystemGlycine, N,N-dimethyl- (1118-68-9)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 24/25-36/37-26
WGK Germany 3
RTECS MB9865000
3
TSCA Yes
HazardClass IRRITANT
HS Code 29224999
Toxicityrat,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.
MSDS Information
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N,N-Dimethylglycine Usage And Synthesis
DescriptionN,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 Propertieswhite to slightly yellow crystalline powder
UsesN,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.
PreparationN,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.
DefinitionChEBI: 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.
ApplicationN, 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.
General DescriptionN,N-Dimethylglycine is a type of quaternary ammonium compound which exhibits a variety of biological effects.
Biochem/physiol ActionsN,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).
ReferencesJ. 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
Tag:N,N-Dimethylglycine(1118-68-9) Related Product Information
Sarcosine Ethyl 2-(Chlorosulfonyl)acetate 4-Aminophenylacetic acid 3-Dimethylaminopropylamine Glycine 4-Hydroxy-D-(-)-2-phenylglycine N,N-Dimethylformamide dimethyl acetal Sodium hydroxymethylglycinate Ascoric Acid Ethylenediaminetetraacetic acid disodium salt Thymolphthalein Complexone Diethylenetriaminepentaacetic acid Creatine 1,2-Diaminopropane-N,N,N',N'-tetraacetic acid 1,2-Cyclohexylenedinitrilotetraacetic acid 1,3-DIAMINO-2-PROPANOL-N,N,N',N'-TETRAACETIC ACID Ethylenebis(oxyethylenenitrilo)tetraacetic acid Acetic anhydride Dimethylglycine