ChemicalBook >> CAS DataBase List >>N,N-Dimethylglycine

N,N-Dimethylglycine

CAS No.
1118-68-9
Chemical Name:
N,N-Dimethylglycine
Synonyms
DMG;DIMETHYLGLYCINE;AKOS BB-5614;n-methylsarcosine;N-DiMethylglycine;N,N-Dimthylglycine;RARECHEM AL BO 0104;N,N-DIMETHYLGLYCINE;n,n-dimethyl-glycin;DMG Dimethylglycine
CBNumber:
CB4440420
Molecular Formula:
C4H9NO2
Molecular Weight:
103.12
MDL Number:
MFCD00004283
MOL File:
1118-68-9.mol
MSDS File:
SDS
Last updated:2024-04-03 17:07:09

N,N-Dimethylglycine 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)
EWG's Food Scores 1
FDA UNII 7797M4CPPA
EPA Substance Registry System Glycine, N,N-dimethyl- (1118-68-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312a-P330-P501a-P264-P270-P301+P312+P330-P501
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
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.
NFPA 704
1
2 1

N,N-Dimethylglycine price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 05022 N,N-Dimethylglycine for HPLC derivatization, ≥99% (NT) 1118-68-9 1g $59.8 2022-05-15 Buy
Sigma-Aldrich 05022 N,N-Dimethylglycine for HPLC derivatization, ≥99% (NT) 1118-68-9 10x1g $469 2022-05-15 Buy
TCI Chemical D3585 N,N-Dimethylglycine >98.0%(T) 1118-68-9 5g $57 2024-03-01 Buy
TCI Chemical D3585 N,N-Dimethylglycine >98.0%(T) 1118-68-9 25g $166 2024-03-01 Buy
Alfa Aesar A19670 N,N-Dimethylglycine, 98+% 1118-68-9 5g $76.4 2024-03-01 Buy
Product number Packaging Price Buy
05022 1g $59.8 Buy
05022 10x1g $469 Buy
D3585 5g $57 Buy
D3585 25g $166 Buy
A19670 5g $76.4 Buy

N,N-Dimethylglycine Chemical Properties,Uses,Production

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.

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.

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.

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.

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

67-56-1
56-40-6
1118-68-9
Synthesis of N,N-Dimethylglycine from Methanol and Glycine
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View Lastest Price from N,N-Dimethylglycine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N,N-Dimethylglycine pictures 2024-04-12 N,N-Dimethylglycine
1118-68-9
US $3.00-1.00 / kg 1kg 99.9% 10 tons Shanghai Aosiris new Material Technology Co., LTD
N,N-Dimethylglycine pictures 2024-03-12 N,N-Dimethylglycine
1118-68-9
US $35.00-25.00 / kg 1kg 99.8% 200tons/year Sigma Audley
N,N-Dimethylglycine pictures 2023-11-30 N,N-Dimethylglycine
1118-68-9
US $60.00-30.00 / KG 1KG 99% HPLC 5Tons ZhenYiBio Technology Inc
  • N,N-Dimethylglycine pictures
  • N,N-Dimethylglycine
    1118-68-9
  • US $3.00-1.00 / kg
  • 99.9%
  • Shanghai Aosiris new Material Technology Co., LTD
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 N,N-Dimthylglycine N,N-Dimethylglycine, 98+% N,N-Dimethylglycine,99% N-DiMethylglycine N,N-DiMethylglycine, 97% 5GR (Dimethylamino)acetic acid, N-Methylsarcosine N,N-Dimethylglycine ,97% N,N-Dimethylglycine N,N-Dimethylglycine 2-(dimethylazaniumyl)acetate DIMETHYLGLYCINE(N,N-) (DIMETHYLAMINO)ACETIC ACID AKOS BB-5614 DMG Dimethylglycine Dimethylglycine Powder N,N-Dimethylglycine> N,N-Dimethylglycine USP/EP/BP Dimethyl glycine DMG Distributor Vitamin B16 / N, N-Dimethylglycine CAS 1118-68-9 Dimethylglycine Powder DIMETHYLGLYCINE DMG 1118-68-9 CH32NCH2COOH CH32NCH2CO2H CARBOXYLIC ACID DID - DIN Metabolomics Metabolic Libraries Analytical Standards BioChemical Analytical Chromatography Product Catalog Amino Acid Library Alphabetic Pyridines Miscellaneous Biochemicals bc0001