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N,N-ジメチルグリシン

N,N-Dimethylglycine

HCID 673
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
1118-68-9
標準SMILES
CN(C)CC(=O)O
InChIKey
FFDGPVCHZBVARC-UHFFFAOYSA-N
分子式
C4H9NO2
平均分子量
103.12 g/mol
単同位体質量
103.06332853

概要

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.

名称と識別子

優先名称
N,N-Dimethylglycine
IUPAC
2-(dimethylamino)acetic acid
現地名
N,N-ジメチルグリシン
英語名
N,N-Dimethylglycine
分子式
C4H9NO2
分子量
103.12

名称と別名

N,N-dimethylglycine1118-68-9dimethylglycine2-(dimethylamino)acetic acid(Dimethylamino)acetic acidN-Methylsarcosineglycine, N,N-dimethyl-N,N-Dimethylaminoacetic acid7797M4CPPADTXSID6074336CHEBI:17724RefChem:57349
名称をさらに表示
N,N-ジメチルグリシンジメチルアミノ酢酸ジメチルグリシン(ジメチルアミノ)酢酸N,N-ジメチルアミノ酢酸N,N‐ジメチルグリシンN,N-ジメチルグリシン, フリーベースN,N-ジメチルグリシン, フリーベース, 99%2-(ジメチルアミノ)酢酸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

データベース識別子

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

物性

構造計算による物性補完中

XLogP
-2.9
極性表面積
40.5 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
2
重原子数
7
形式電荷
0
複雑度
70.1

実験および物理化学的性質

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

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]+

物理化学的性質

融点
178 · 178-182 °C(lit.)
沸点
193.35 °C · 193.35°C (rough estimate)
比重(密度)
1 g/cm3 · 1 g/cm3
屈折率
1.4674 · 1.4674 (estimate)
貯蔵温度
Keep in dark place,Sealed in dry,Room Temperature
溶解性
メタノール(微量)、水(微量)
酸解離定数(Pka)
9.89 · 9.89(at 25℃)
外見

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Regulatory Information · 3 件

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%)

安全データ

F
3
wgk
3
tsca
TSCA listed
rtecs
MB9865000
毒性
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_code
29224999
risk_code
22-36/37/38
hazard_code
Xn,Xi
safety_code
24/25-36/37-26
hazard_class
IRRITANT
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite Pathways3-Phosphoglycerate dehydrogenase deficiency

用途と製造

General Manufacturing InformationGlycine, N,N-dimethyl-: ACTIVE
応用分野 · 4 件

説明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.

来歴N,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.

使用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.

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1 / 130 ページ

化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
結晶性粉末
色
白色~やや黄色
水溶解度
溶ける
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
CAS データベース
1118 · 1118-68-9(CAS DataBase Reference)
EPAの化学物質情報
Glycine, N,N-dimethyl- (1118-68-9)

化学的性質

化学的特性white to slightly yellow crystalline powder

一般的な説明N,N-Dimethylglycine is a type of quaternary ammonium compound which exhibits a variety of biological effects.

調製方法 · 1 件

製造方法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.

上流・下流製品情報

上流原料

(ジメチルアミノ)アセトニトリルN-メチルヒドロキシルアミン 塩酸塩N,N-ジメチルグリシンメチル2-(ジメチルアミノ)マロン酸ジエチルN,N-ジメチルグリシンエチルN,N-ジメチルグリシンナトリウムN-メチル-2-ジメチルアミノアセトヒドロキサム酸glyoxylic acid hydrateグリシンサルコシン

下流製品

4-(1H-イミダゾール-1-イル)フェノールN,N-ジメチルグリシン塩酸塩D-メチオニン
補足説明 · 1 件

定義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.