4-Hydroxybenzylamine
4-(AMINOMETHYL)PHENOL · 4-HOBA · AI320348 · AI3 20348 · AI3-20348 · NSC 125720 · RARECHEM AL BW 0048 · 4-HYDROXYBENZYLAMINE
Identifikatoren & physikalische Daten
| CAS No. | 696-60-6 |
|---|---|
| Summenformel | C7H9NO |
| Durchschnittliche Molmasse | 123,15 g/mol |
| Monoisotopische Masse | 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 |
Chemische & physikalische Eigenschaften
| XLogP | 0 |
|---|---|
| Polarare Oberfläche (TPSA) | 46,3 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 77 |
| Schmelzpunkt | 114 - 115 °C123-128 °C |
| Physical Description | Solid |
| Siedepunkt | 262.4±15.0 °C(Predicted) |
| Dichte | 1.141±0.06 g/cm3(Predicted) |
| Lagerbedingungen | under inert gas (nitrogen or Argon) at 2–8 °C |
| Löslichkeit | DMSO (Slightly), Water (Slightly, Heated) |
| pKa (Säurekonstante) | 8.93±0.26(Predicted) |
| Aggregatzustand | Powder |
| Farbe | Off-white to pale yellow |
| 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 (Verteilungskoeffizient) | 0.350 (est) |
| CAS Datenbank | 696-60-6(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | 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%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | 2735 |
| Zollcode | 29214990 |
| R-Sätze (R) | 34-36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36/37/39-24/25 |
| Gefahrenklasse | IRRITANT, CORROSIVEEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
4-Hydroxybenzylamine (cas# 696-60-6) is a compound useful in organic synthesis.
Herstellung & Synthese
synthetische
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