キサンツレン酸
キサンツレン酸 · 4,8-ジヒドロキシキノリン-2-カルボン酸 · 4,8-ジヒドロキシキナルジン酸 · 4,8-ジヒドロキシ-2-キノリンカルボン酸 · 4,8‐ジヒドロキシキノリン‐2‐カルボン酸 · xanthurenate · 4,8-DIHYDROXYQUINOLINE-2-CARBOXYLIC ACID · NSC 401570
識別子と物理属性
| CAS No. | 59-00-7 |
|---|---|
| 分子式 | C10H7NO4 |
| 平均分子量 | 205.17 g/mol |
| 単同位体質量 | 205.0375077 g/mol |
| SMILES | O=C(O)c1cc(=O)c2cccc(O)c2[nH]1 |
| InChIKey | FBZONXHGGPHHIY-UHFFFAOYSA-N |
| PubChem CID | 5699 |
| ChEMBL | CHEMBL312535 |
| ChEBI | CHEBI:10072 |
| EC No. | 200-410-1 |
| DTXSID | DTXSID90207728 |
| 現地名 | キサンツレン酸 |
化学・物理的性質
| XLogP | 0.9 |
|---|---|
| 極性表面積 | 86.6 |
| 水素結合供与体数 | 3 |
| 水素結合受容体数 | 5 |
| 回転可能結合数 | 1 |
| 重原子数 | 15 |
| 形式電荷 | 0 |
| 複雑度 | 336 |
| 融点 | 289 °C297-298 °C (dec.)(lit.) |
| Physical Description | Solid |
| Collision Cross Section | 137.7 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]132.51 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)]140.4 Ų [M+H]+ [CCS Type: DTMethod: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]134.6 Ų [M-H]- |
| 沸点 | 343.83°C (rough estimate) |
| 密度 | 1.3849 (rough estimate) |
| 屈折率 | 1.5600 (estimate) |
| 貯蔵条件 | Sealed in dry,2-8°C |
| 溶解度 | DMSO(微熱)、水(微熱) |
| 外観・状態 | 粉 |
| pKa（酸解離定数） | 1.20±0.30(Predicted) |
| 色 | 黄土 |
| Merck | 14,10068 |
| BRN | 185954 |
| InChI | 1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15) |
| InChIKey | FBZONXHGGPHHIY-UHFFFAOYSA-N |
| SMILES | OC(=O)c1cc(O)c2cccc(O)c2n1 |
| CAS データベース | 59-00-7(CAS DataBase Reference) |
化学的特性
ochre powder
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 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 規制情報 | 2-Quinolinecarboxylic acid, 4,8-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 水環境危害等級（WGK） | 3 |
| RTECS 番号 | UZ9275000 |
| 税関コード | 29334900 |
| 危険文句（R） | 36/37/38 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36-37/39 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
使用
Xanthurenic acid can be used as a substrate for the synthesis of: Silica-gel functionalized xanthurenic acid (4, 8-dihydroxyquinoline-2-carboxylic acid) as an adsorbent for metal ions.N, N′-bis-((8-hydroxy-7-quinolinyl)methyl)-1,10-diaza-18-crown-6 ethers as fluorescent sensors of magnesium in living cells via one-pot Mannich reaction.Poly-xanthurenic acid (poly-Xa) for biosensing applications.
製法・合成法
純化方法
It is precipitated by the addition of 2N formic acid to its solution in hot 2M ammonia (charcoal). The solid is filtered off, dried in a vacuum at ~80o in the dark. UV (H2O) has nm ( M-1cm-1): 243 (30,000) and 342 (6,500). The methyl ester has m 262o (from MeOH). It forms Cu2+, Zn2+, Fe2+ and Fe3+ salts. [Beilstein 22 III/IV 2513.]