4-(アミノメチル)フェノール
4-(アミノメチル)フェノール · 4-ヒドロキシベンジルアミン · 4-ヒドロキシベンジルアミン臭化水素酸塩 · 4-ヒドロキシベンゼンメタンアミン · 4-(AMINOMETHYL)PHENOL · 4-HOBA · AI320348 · AI3 20348
識別子と物理属性
| CAS No. | 696-60-6 |
|---|---|
| 分子式 | C7H9NO |
| 平均分子量 | 123.15 g/mol |
| 単同位体質量 | 123.06841391 g/mol |
| SMILES | NCc1ccc(O)cc1 |
| InChIKey | RQJDUEKERVZLLU-UHFFFAOYSA-N |
| PubChem CID | 97472 |
| ChEMBL | CHEMBL202519 |
| ChEBI | CHEBI:173335 |
| EC No. | 671-027-9 |
| DTXSID | DTXSID00219872 |
| 現地名 | 4-(アミノメチル)フェノール |
化学・物理的性質
| XLogP | 0 |
|---|---|
| 極性表面積 | 46.3 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 2 |
| 回転可能結合数 | 1 |
| 重原子数 | 9 |
| 形式電荷 | 0 |
| 複雑度 | 77 |
| 融点 | 114 - 115 °C123-128 °C |
| Physical Description | Solid |
| 沸点 | 262.4±15.0 °C(Predicted) |
| 密度 | 1.141±0.06 g/cm3(Predicted) |
| 貯蔵条件 | under inert gas (nitrogen or Argon) at 2–8 °C |
| 溶解度 | DMSO（微量）、水（微量、加温） |
| pKa（酸解離定数） | 8.93±0.26(Predicted) |
| 外観・状態 | 粉 |
| 色 | オフホワイトからペールイエロー |
| InChI | InChI=1S/C7H9NO/c8-5-6-1-3-7(9)4-2-6/h1-4,9H,5,8H2 |
| InChIKey | RQJDUEKERVZLLU-UHFFFAOYSA-N |
| SMILES | C1(O)=CC=C(CN)C=C1 |
| LogP（分配係数） | 0.350 (est) |
| CAS データベース | 696-60-6(CAS DataBase Reference) |
化学的特性
4-Hydroxybenzylamine, also known as tyramine and p-hydroxyphenethylamine, is a white or off-white or light green solid. Tyramine, a compound originally isolated from ergot alkaloids and decomposed animal tissues, is an important synthetic drug intermediate.
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 48 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| 水環境危害等級（WGK） | 3 |
| 輸送番号（UN） | 2735 |
| 税関コード | 29214990 |
| 危険文句（R） | 34-36/37/38 |
| 危険表示 | Xi |
| hazard_note | Irritant |
| 安全措置（S） | 26-36/37/39-24/25 |
| 危険等級 | IRRITANT, CORROSIVEEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
説明
4-HOBA is an isomer of the isoketal scavenger 2-HOBA that has reduced efficacy as an isoketal scavenger. Unlike 2-HOBA, 4-HOBA has no effect on hypertension induced by angiotensin II in mice. 4-HOBA has been used as a negative control for the activity of 2-HOBA and related compounds in a mouse model of hypertension.
使用
4-Hydroxybenzylamine (cas# 696-60-6) is a compound useful in organic synthesis.
製法・合成法
製造方法
Synthesis of 4-Hydroxybenzylamine:Ammonia is passed into 500 ml of ethanol at 10° C. until saturation is reached, 122.1 g=1 mole of p-hydroxybenzaldehyde, 20 g of Raney nickel and 0.1 ml of concentrated sulfuric acid are added and the mixture is stirred in an autoclave for 6 hours at room temperature and under a hydrogen pressure of 100 atmospheres. After releasing the pressure, the catalyst is filtered off and the filtrate is boiled up with active charcoal, filtered and concentrated. The residue is recrystallized from a mixture of ethanol and ether. This gives 104 g (85% of theory), melting point: 104° C.Literature source US04391805