CAS 66-84-2 (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride (HCID 2723635)

概要

See also: Glucosamine Hydrochloride (annotation moved to).

名称と識別子

優先名称: (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride
IUPAC: (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride
現地名: D-(+)-グルコサミン塩酸塩
英語名: D-Glucosamine hydrochloride
分子式: C6H14ClNO5
分子量: 215.63

名称と別名

1078691-95-82-Amino-2-deoxyglucose hydrochloride(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride2-Amino-2-deoxyglucose (hydrochloride)D(+)-Glucosamine hydrochloride(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochlorideCAS-66-84-2SMR000718786C6H14ClNO5EN300-57128Glucosamine hydrochloride; 2-Amino-2-deoxy-d-glucopyranose hydrochlorideNCGC00094688-01

名称をさらに表示

D-(+)-グルコサミン塩酸塩2-アミノ-2-デオキシ-D-グルコース·塩酸塩グルコサミン塩酸塩D-グルコサミン·塩酸塩酸キトサミングルコサミン·塩酸塩チトサミン塩酸塩塩酸チトサミン塩酸グルコサミンキトサミン塩酸塩塩酸D-グルコサミンD-グルコサミン塩酸塩D-グルコサミン·塩酸塩グルコサミンＨＣｌ塩酸(＋)グルコサミン2-アミノ-2-デオキシ-D-グルコピラノース塩酸塩D(+)‐グルコサミン塩酸塩(塩酸D(+)‐グルコサミン)D(+)-グルコサミン塩酸塩GLUコサミンE HCL, D-(+)-D-(+)-グルコサミン塩酸塩GLUCOSAMINE HYDROCHLORIDEGLUCOSAMINE HCLD-GLUCOSAMINE HCL2-AMINO-2-DEOXY-D-GLUCOSE HYDROCHLORIDEGlucosamine for system suitability CRSD-GLCN HCLD-Glucosamine Salt(+)-2-Amino-2-deoxy-D-glucose hydrochloride2-amino-2-deoxy-D-glucose hydrochloride (1:1)2-[15N]aMino-2-deoxy-d-[UL-13C6] glucose hydrochloride

GlcN.HClglucosamine HCl saltGlucosamine-HCl salt2-Amino-2-deoxy-D-glucopyranose Hydrochloride66-84-2 (HCl)glucosamine-hydrochloride2-Amino-2-deoxyglucose HClSCHEMBL21213

データベース識別子

CAS: 66-84-2
PubChem CID: 2723635
DTXSID: DTXSID5037236

物性

構造計算による物性

極性表面積: 116 Å²
水素結合供与体数: 6
水素結合受容体数: 6
回転可能結合数: 1
重原子数: 13
形式電荷: 0
複雑度: 155

実験および物理化学的性質

Solubility>32.3 [ug/mL] (The mean of the results at pH 7.4)

物理化学的性質

融点: 190 · 190-194 °C (dec.)(lit.)
比旋光度: 72.5 · 72.5 º (c=2, H2O, 5hrs.)
屈折率: 72 ° · 72 ° (C=1, H2O)
貯蔵温度: 2 · 2-8°C
溶解性: 2 O: · H2O: 0.1 g/mL 無色透明
外見: 結晶性
色: White
由来生物: Aspergillus nigermaize fruit
水溶解度: 溶ける
Merck: 14 · 14,4458
BRN: 4157370 · 4157370
安定性: 安定。強力な酸化剤とは相容れない。可燃性。
化粧品成分の機能: 帯電防止ヘアコンディショニング
InChI: InChI=1/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3-,4-,5-,6;/s3
InChIKey: QKPLRMLTKYXDST-LPRXMDNASA-N
SMILES: [C@H]1(CO)OC([C@H](N)[C@@H](O)[C@@H]1O)O.Cl |&1:0,5,7,9,r|
LogP: -2.375 · -2.375 (est)
CAS データベース: 66 · 66-84-2(CAS DataBase Reference)
EPAの化学物質情報: 2 · D-Glucose, 2-amino-2-deoxy-, hydrochloride (66-84-2)

化学的性質

化学的特性white powder

安全と法規制

安全データ

F: 3-10
wgk: 2
tsca: TSCA listed
rtecs: LZ6665000
hs_code: 29329985
risk_code: 21-36/38-46-62-63
hazard_code: F,Xi,Xn
hazard_note: Highly Flammable
safety_code: 24/25-53-36/37-26-25
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 3 件

解説グルコサミン,化学式 C6H13NO5 。ヘクソサミンの一種で，代表的な天然のアミノ糖。動植物，微生物の多糖類，特に糖蛋白質や糖脂質の構成成分であり，エビやカニの殻であるキチン質の構成単位である。キチン質を塩酸とともに煮沸すると塩酸塩として得られる。遊離のグルコサミンの結晶には2型ある。α体は融点 88℃。β体は針状晶，分解点 110℃。これらは水，熱メタノールに易溶，エーテル，クロロホルムに不溶である。

使用Novel application of D-Glucosamine hydrochloride to prepare medical agent for treating vertigo. Found in chitin, in mucoproteins, and in mucopolysaccharides. Antiarthritic. Recent studies show that its chondroprotective activity is related to its antiapoptic properties.

一般的な説明D-Glucosamine hydrochloride is frequently employed as a dietary supplement to support joint health and alleviate inflammation. It is recognized for its role in the biosynthesis of glycosaminoglycans and subsequently in the formation of cartilage and joint tissues.

調製方法 · 1 件

純化方法Crystallise the hydrochloride from 3M HCl, water, and finally water/EtOH/acetone as for galactosamine hydrochloride. [Purchase & Braun Org Synth 26 36 1946, Stacey & Webber Methods in Carbohydrate Chemistry I 228 1962, Academic Press.] The salt has also been purified by dissolving in the minimum volume of boiling H2O (charcoal), filtering and adding a large excess of 95% EtOH (~4 volumes) and stirring vigorously for several hours. Collect the crystals after 4-6hours to give anomer which mutarotates ] D +100o to +72o (equilibrium, c 1, H2O). A large amount of the -anomer stays in solution. This can be precipitated from the filtrate by adding excess Et2O. The mixture of -plus -anomers has [] D +68.8o (c 4.75, H2O, mutarotating to +70.1o)[Leaback Biochemical Preparations 10 118 1963]. Note that if Et2NH is used instead of Et3N, conversion to the -anomer can be complete (see above). [Stacey et al. Methods in Carbohydrate Chemistry I 3061962, Academic Press; Beilstein 4 IV 2018.]