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Buy cost-effective 99% pure N,N-Dimethylglycine 1118-68-9 now
- Molecular Formula: C4H9NO2
- Molecular Weight: 103.121
- Appearance/Colour: white to slightly yellow crystalline powder
- Vapor Pressure: 0.556mmHg at 25°C
- Melting Point: 178-182 °C(lit.)
- Refractive Index: 1.448
- Boiling Point: 175.2 °C at 760 mmHg
- PKA: 9.89(at 25℃)
- Flash Point: 59.8 °C
- PSA: 40.54000
- Density: 1.069 g/cm3
- LogP: -0.36740
N,N-Dimethylglycine(Cas 1118-68-9) Usage
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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. |
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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). |
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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. |
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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. |
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General Description |
N,N-Dimethylglycine is a type of quaternary ammonium compound which exhibits a variety of biological effects. |
InChI:InChI=1/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)
1118-68-9 Relevant articles
Novel Tween 20 derivatives enable the formation of efficient pH-sensitive drug delivery vehicles for human hepatoblastoma
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, p. 3021 - 3025 (2010)
We describe the synthesis, the physicoch...
An Anomalous Eschweiler-Clarke Reaction
Rahal, Said,Badache, Leila
, p. 3847 - 3848 (1991)
Reaction of β-alanine 1 with formaldehyd...
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Pearson,Bruton
, p. 864 (1951)
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Nardi,D. et al.
, p. 990 - 992 (1971)
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Properties of monolayers of normal alkyl betaines at the air-water interface.
Evans,Pilpel
, p. 1228 - 1232 (1969)
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Electroactivated alkylation of amines with alcohols: Via both direct and indirect borrowing hydrogen mechanisms
Appiagyei, Benjamin,Bhatia, Souful,Keeney, Gabriela L.,Dolmetsch, Troy,Jackson, James E.
supporting information, p. 860 - 869 (2020/02/21)
A green, efficient N-alkylation of amine...
A New Microbial Pathway for Organophosphonate Degradation Catalyzed by Two Previously Misannotated Non-Heme-Iron Oxygenases
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, p. 1627 - 1647 (2019/03/19)
The assignment of biochemical functions ...
Characterization of N,N-dimethyl amino acids by electrospray ionization-tandem mass spectrometry
Naresh Chary,Sudarshana Reddy,Kumar, Ch. Dinesh,Srinivas,Prabhakar
, p. 771 - 781 (2015/08/18)
Methylation is an essential metabolic pr...
Novel Isobaric Tandem Mass Tags for Quantitative Proteomics and Peptidomics
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Sheet 4, (2013/04/10)
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1118-68-9 Process route
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6027-13-0
L-homocysteine
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107-43-7
betaine
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1118-68-9
dimethylaminoacetic acid
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63-68-3,26062-47-5,58576-49-1
L-methionine
| Conditions | Yield |
|---|---|
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in Gegenwart von Leber-Praeparaten;
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107-97-1,25951-24-0
sarcosine
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50-00-0,30525-89-4,61233-19-0
formaldehyd
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1118-68-9
dimethylaminoacetic acid
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-
74-89-5
methylamine
| Conditions | Yield |
|---|---|
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With
Carbonate buffer;
Product distribution;
controlled potential electrolysis: glassy-carbon plate electrode, pH 10;
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1118-68-9 Upstream products
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108-01-0
2-(N,N-dimethylamino)ethanol
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6027-13-0
L-homocysteine
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107-43-7
betaine
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926-64-7
N,N-Dimethylamino acetonitrile
1118-68-9 Downstream products
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20858-86-0
pangamic acid
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127-19-5
N,N-dimethyl acetamide
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26920-62-7
(Carboxylatomethyl)docosyldimethylammonium
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30450-79-4
O-(N,N-Dimethylglycyl)glykolsaeure-benzylester
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