N-メチル-D-グルカミン
N-メチル-D-グルカミン · 1-デオキシ-1-(メチルアミノ)-D-グルシトール · 1-メチルアミノ-1-デオキシ-D-グルシトール · 1-デオキシ-1-メチルアミノ-D-グルシトール · メグルミン · N-メチルグルカミン · 1-(メチルアミノ)-1-デオキシ-D-グルシトール · メチルグルカミン
識別子と物理属性
| CAS No. | 6284-40-8 |
|---|---|
| 分子式 | C7H17NO5 |
| 平均分子量 | 195.21 g/mol |
| 単同位体質量 | 195.11067264 g/mol |
| SMILES | CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO |
| InChIKey | MBBZMMPHUWSWHV-BDVNFPICSA-N |
| PubChem CID | 8567 |
| ChEMBL | CHEMBL1200570 |
| ChEBI | CHEBI:59732 |
| EC No. | 228-506-9 |
| DTXSID | DTXSID0023244 |
| 現地名 | N-メチル-D-グルカミン |
化学・物理的性質
| XLogP | -2.8 |
|---|---|
| 極性表面積 | 113 |
| 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 | 6 |
| 重原子数 | 13 |
| 形式電荷 | 0 |
| 複雑度 | 134 |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| 化粧品 | Hair conditioning |
| Human Drugs | FDA approved drugs -> Active ingredient |
| Animal Drugs | Pharmaceuticals -> UK Veterinary Medicines Directorate List |
| Physical Description | Dry PowderLiquid |
| Dissociation Constants | 9.6 |
| Collision Cross Section | 141.3 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID0023244]134.31 Ų [M+H-H2O]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]139 Ų [M+H]+ [CCS Type: TW |
| 融点 | 129-131.5 °C (lit.) |
| 比旋光度 | -16.5 º (c=10, H2O, on dry sub) |
| 沸点 | 331.88°C (rough estimate) |
| 密度 | 1.2669 (rough estimate) |
| 屈折率 | -16.5 ° (C=2, H2O) |
| 貯蔵条件 | 2-8°C |
| 溶解度 | H2O: 0.1 g/mL 無色透明100g/100mL（25℃） |
| 外観・状態 | 結晶性粉末 |
| pKa（酸解離定数） | pKa 9.39(H2O,t =30.0,I=0.05N2)(Approximate) |
| 色 | 白～ほぼ白 |
| pH | 11 (10g/l, H2O, 20℃) |
| 由来生物 | synthetic (organic) |
| Merck | 14,6078 |
| BRN | 385906 |
| 主な用途 | 医薬品（低分子化合物） |
| 化粧品成分の機能 | ヘアコンディショニング |
| InChI | 1S/C7H17NO5/c1-8-2-4(10)6(12)7(13)5(11)3-9/h4-13H,2-3H2,1H3/t4-,5+,6+,7+/m0/s1 |
| InChIKey | MBBZMMPHUWSWHV-VZFHVOOUSA-N |
| SMILES | CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO |
| LogP（分配係数） | -3.370 (est) |
| NISTの化学物質情報 | N-methylglucamine(6284-40-8) |
| EPAの化学物質情報 | Meglumine (6284-40-8) |
化学的特性
Meglumine occurs as a white to slightly yellow-colored crystalline powder; it is odorless or with a slight odor.
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 93.4% (425 of 455) of all reports.Not ClassifiedAggregated GHS information provided per 455 reports by companies from 7 notifications to the ECHA C&L Inventory. |
|---|---|
| 規制情報 | Chemical: D-Glucitol, 1-deoxy-1-(methylamino)-D-Glucitol, 1-deoxy-1-(methylamino)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of D-Glucitol, 1-deoxy-1-(methylamino)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 13-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/18480Meglumine: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Not Classified |
| F | 3-10-23 |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 毒性 | LD50 orally in Rabbit: > 5000 mg/kg |
| 税関コード | 29221980 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (2)-2412 |
| 安全措置（S） | 24/25 |
| 自然発火温度 | ~662 °F |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
イオン交換、キレート樹脂原料。有機合成原料。
使用
N-Methyl-D-glucamine is used in conjunction with iodinated organic compounds in contrast media viz. diatrizoate meglumine and iodipamide meglumine. It is useful in ion-exchange resins to chelate boron ions selectively. It is also used as an excipient in pharmaceuticals, in cosmetics and X-ray contrast media. It is also employed in the synthesis of surface active agents, pharmaceuticals and dyes.
一般的な説明
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.Meglumine is a glucose-derived secondary amine which is widely used as an excipient in pharmaceutical formulations.
製法・合成法
調製方法
Meglumine is prepared by the imination of glucose and monomethylamine, in an alcoholic solution, followed by catalytic hydrogenation.
純化方法
Crystallise N-methyl-D(-)-glucamine from MeOH. Its solubility in H2O is 10%. [Karrer & Herkenrath Helv Chim Acta 20 83 1957 also for other N-alkyl derivatives, Beilstein 4 IV 1914.]