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N,N-Dimethylglycine

HCID 673
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
1118-68-9
표준 SMILES
CN(C)CC(=O)O
InChIKey
FFDGPVCHZBVARC-UHFFFAOYSA-N
분자식
C4H9NO2
평균 분자량
103.12 g/mol
단동위원소 질량
103.06332853

개요

N,N-dimethylglycine is an N-methylglycine that is glycine carrying two N-methyl substituents. It has a role as a mouse metabolite, a human metabolite and a Daphnia magna metabolite. It is a N-methyl-amino acid and a member of N-methylglycines. It is a tautomer of a N,N-dimethylglycine zwitterion.

이름 및 식별자

우선 이름
N,N-Dimethylglycine
IUPAC
2-(dimethylamino)acetic acid
영어명
N,N-Dimethylglycine
분자식
C4H9NO2
분자량
103.12

이름 및 동의어

N,N-dimethylglycine1118-68-9dimethylglycine2-(dimethylamino)acetic acid(Dimethylamino)acetic acidN-Methylsarcosineglycine, N,N-dimethyl-N,N-Dimethylaminoacetic acid7797M4CPPADTXSID6074336CHEBI:17724RefChem:57349
이름 더 보기
DMGN-Me-Sar-OHAKOS BB-5614N-DiMethylglycineN,N-DimthylglycineN. N-methylglycinen,n-dimethyl-glycin
DTXCID1033244214-267-82-(dimethylazaniumyl)acetateN,N-Dimethyl GlycineMFCD00004283dimethyl glycineBRN 1700261EINECS 214-267-8

데이터베이스 식별자

CAS
1118-68-9
PubChem CID
673
DTXSID
DTXSID6074336
ChEMBL
CHEMBL1232274
ChEBI
CHEBI:17724
UNII
7797M4CPPA
EC Number
214-267-8
Nikkaji
J135.420E

물성

구조 계산 물성

XLogP
-2.9
극성 표면적
40.5 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
3
회전 가능 결합 수
2
무거운 원자 수
7
형식 전하
0
복잡도
70.1

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LogP-2.91
Melting Point185.5 °C
Physical DescriptionSolid
Dissociation Constants2.04
Collision Cross Section · 3건

119.7 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

116 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine]

123.1 Ų [M+H]+

물리화학적 성질

녹는점
178 · 178-182 °C(lit.)
끓는 점
193.35 °C · 193.35°C (rough estimate)
밀도
1 g/cm3 · 1 g/cm3
굴절률
1.4674 · 1.4674 (estimate)
저장 조건
Keep in dark place,Sealed in dry,Room Temperature
용해도
메탄올(약간 용해됨), 물(약간 용해됨)
산도 계수 (pKa)
9.89 · 9.89(at 25℃)
물리적 상태

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 53.2% (58 of 109) of all reports.

Warning

H302 (46.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 109 reports by companies from 4 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 3건

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

REACH registered substance: N,N-dimethylglycine (EC: 214-267-8)

Dimethylglycine: Non hazardous

Hazard Classes and CategoriesAcute Tox. 4 (46.8%)

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
MB9865000
독성
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.
HS 번호
2922499990
risk_code
22-36/37/38
hazard_code
Xn,Xi
safety_code
24/25-36/37-26
위험 등급
IRRITANT
기존화학 물질
KE-11416
F 고인화성물질
3
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite Pathways3-Phosphoglycerate dehydrogenase deficiency

용도 및 제조

General Manufacturing InformationGlycine, N,N-dimethyl-: ACTIVE
응용 분야 · 4건

개요N,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.

역사N,N-Dimethylglycine was discovered in 1943. It is found in some but not all formulations of pangamic acid (vitamin B15). Pangamic acid has been sold as a dietary supplement in the United States at least since the late 1970s, when the lay press celebrated its benefits. Although pangamic acid is also known as vitamin B16, it is not actually a vitamin because no deficiency state has been identified, and it has no known nutritional value.

용도N,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.

관련 반응

1,037건
반응 기록 만들기
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HRID 42270반응물로uspto-grants-2013_09
HRID 50595 반응식
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HRID 60418 반응식
HRID 60418반응물로uspto-grants-2016_09
HRID 60422 반응식
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HRID 60426 반응식
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결정성 분말
색상
흰색에서 약간 노란색
수용성
녹는
Merck
14 · 14,3244
BRN
1700261 · 1700261
InChI
1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)
InChIKey
FFDGPVCHZBVARC-UHFFFAOYSA-N
SMILES
CN(C)CC(O)=O
EPA
Glycine, N,N-dimethyl- (1118-68-9)

화학적 성질

white to slightly yellow crystalline powder

일반 설명N,N-Dimethylglycine is a type of quaternary ammonium compound which exhibits a variety of biological effects.

제조 방법 · 1건

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.

상·하류 제품 정보

상류 원료

디메틸아미노아세토니트릴N-메틸히드록실아민 수화염화물N,N-Dimethylglycine methyl esterDiethyl 2-(dimethylamino)malonate디메틸글리신에틸에스테르N N-dimethylaminoacetic acid sodium saltN-Methyl-2-dimethylaminoacetohydroxamic acid글리옥실산수화물글리신사르코신

하류 제품

4-(이미다졸-1-일)페놀N,N-Dimethylglycine hydrochloride디메티오닌
추가 설명 · 1건

정의ChEBI: 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.