N,N-Dimethylglycin

Bezeichnung:N,N-Dimethylglycin

CAS-Nr1118-68-9

Englisch Name:N,N-Dimethylglycine

CBNumberCB4440420

SummenformelC4H9NO2

Molgewicht103.12

MOL-Datei1118-68-9.mol

Synonyma

N,N-Dimethylglycin

N,N-Dimethylglycin physikalisch-chemischer Eigenschaften

Schmelzpunkt	178-182 °C(lit.)
Siedepunkt	193.35°C (rough estimate)
Dichte	1 g/cm³
Brechungsindex	1.4674 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Methanol (Slightly), Water (Slightly)
pka	9.89(at 25℃)
Aggregatzustand	Crystalline Powder
Farbe	White to slightly yellow
Wasserlöslichkeit	soluble
Sensitive	Hygroscopic
Merck	14,3244
BRN	1700261
InChIKey	FFDGPVCHZBVARC-UHFFFAOYSA-N
CAS Datenbank	1118-68-9(CAS DataBase Reference)
EPA chemische Informationen	Glycine, N,N-dimethyl- (1118-68-9)

Sicherheit

Kennzeichnung gefährlicher	Xn,Xi
R-Sätze:	22-36/37/38
S-Sätze:	24/25-36/37-26
WGK Germany	3
RTECS-Nr.	MB9865000
F	3
TSCA	Yes
HazardClass	IRRITANT
HS Code	29224999
Toxizität	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.

Gefahreninformationscode (GHS)

N,N-Dimethylglycine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
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.
Chemische Eigenschaften
white to slightly yellow crystalline powder
Verwenden
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.
synthetische
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.
Allgemeine Beschreibung
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).
Einzelnachweise
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 Upstream-Materialien And Downstream Produkte

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