オキサミン酸
オキサミン酸 · 2-アミノ-2-オキソ酢酸 · オキサミド酸 · オキサム酸 · オキサミン酸, · Oxamate · 2-aMino-2-oxoacetic acid · Oxalamic acid
識別子と物理属性
| CAS No. | 471-47-6 |
|---|---|
| 分子式 | C2H3NO3 |
| 平均分子量 | 89.05 g/mol |
| 単同位体質量 | 89.01129296 g/mol |
| SMILES | NC(=O)C(=O)O |
| InChIKey | SOWBFZRMHSNYGE-UHFFFAOYSA-N |
| PubChem CID | 974 |
| ChEMBL | CHEMBL15976 |
| ChEBI | CHEBI:18058 |
| EC No. | 207-443-0 |
| DTXSID | DTXSID6060052 |
| 現地名 | オキサミン酸 |
化学・物理的性質
| XLogP | -0.9 |
|---|---|
| 極性表面積 | 80.4 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 3 |
| 回転可能結合数 | 1 |
| 重原子数 | 6 |
| 形式電荷 | 0 |
| 複雑度 | 86.8 |
| 物質分類 | Nitrogen Compounds -> Amino Carboxylic Acids |
| 医薬品 | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Boiling point |
| 農薬 | Pesticides -> Insect RepellentsEnvironmental transformation -> Pesticide transformation products (metabolite, successor) |
| 蒸気圧 | 0.00000046 [mmHg] |
| Physical Description | Solid[Merck Index] White powder[Alfa Aesar MSDS] |
| 融点 | 207-210 °C (dec.) (lit.) |
| 沸点 | 165.08°C (rough estimate) |
| 密度 | 1.6193 (rough estimate) |
| 屈折率 | 1.4264 (estimate) |
| 貯蔵条件 | 2-8°C(protect from light) |
| 溶解度 | DMSO（微量）、メタノール（微量）、水（微量）108 mg/mL の水に溶けます。 |
| 外観・状態 | 結晶性粉末 |
| pKa（酸解離定数） | 1.60±0.20(Predicted) |
| 色 | 白い |
| Merck | 14,6917 |
| BRN | 1743294 |
| InChI | InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6) |
| InChIKey | SOWBFZRMHSNYGE-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C(N)=O |
| CAS データベース | 471-47-6(CAS DataBase Reference) |
| EPAの化学物質情報 | Oxamic acid (471-47-6) |
化学的特性
Oxamic acid is a white, water-soluble solid. It is the monoamide ofoxalic acid. It can react with metal carbonates to form oxamate. Oxamic acid inhibits lactate dehydrogenase A.
安全性と法規制
| GHS 分類 | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | Acetic acid, aminooxo-: Does not have an individual approval but may be used under an appropriate group standard |
| 有害性の概要 | See Oxamic acid.A skin and strong eye irritant[Alfa Aesar MSDS] See Oxamide. See Acetic acid. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| 税関コード | 29241990 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
解説
C2H3NO3(89.05)．H2N-CO-COOH．オキサミン酸ともいう．シュウ酸水素アンモニウムを加熱すると得られる．無色の粉末状結晶．融点210 ℃(分解)．水に難溶，エタノール，エーテルに不溶．緩効性の窒素肥料として用いられる．[CAS 471-47-6]森北出版「化学辞典（第2版）
説明
Oxamic acids also known to as oxalic acid monoamides have emerged as potent precursors for the generation of the carbamoyl radical. Oxamic acids can easily undergo decarboxylation through a single electron oxidation resulting in the generation of the reactive carbamoyl radical, which can then engage in diverse radical reactions or undergo a second single electron oxidation as originally unveiled by Minisci. Oxamic acids are thus versatile intermediates for the synthesis of nitrogen-containing organic molecules[1]. The oxidative decarboxylation of oxamic acids can be mediated through thermal, photochemical, electrochemical or photoelectrochemical means, generating carbamoyl radicals, which may further add to unsaturated systems to provide a broad range of important amides. Oxidative decarboxylation of oxamic acids also offers a straightforward entry for the preparation of urethanes, ureas, and thioureas.
使用
Oxamic acid is an ozone oxidation product and is used in the synthesis of hydroxybenzimidazoles preparation as potential anti tumor agents targeting human lactate dehydrogenase A.This compound is suitable for lactate dehydrogenase (LDH) related research.