2-Nitropyridin-3-ol
2-Nitro-pyridin-3-ol · NSC 97501 · 2-nitro-3-pyridino · TIMTEC-BB SBB004168 · 2-NITRO-3-PYRIDINOL · 3-Hydroxy-2-nitropyr · 3-PYRIDINOL, 2-NITRO- · Crizotinib Impurity 8
Identifikatoren & physikalische Daten
| CAS No. | 15128-82-2 |
|---|---|
| Summenformel | C5H4N2O3 |
| Durchschnittliche Molmasse | 140,1 g/mol |
| Monoisotopische Masse | 140,02219199 g/mol |
| SMILES | O=[N+]([O-])c1ncccc1O |
| InChIKey | QBPDSKPWYWIHGA-UHFFFAOYSA-N |
| PubChem CID | 27057 |
| EC No. | 239-191-2 |
| DTXSID | DTXSID6022264 |
| Lokaler Name | 2-Nitropyridin-3-ol |
Chemische & physikalische Eigenschaften
| XLogP | 1,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 78,9 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 133 |
| SpringerMaterials Properties | Chemical shift |
| Schmelzpunkt | 69-71 °C (lit.) |
| Siedepunkt | 256.56°C (rough estimate) |
| Dichte | 1.5657 (rough estimate) |
| Brechungsindex | 1.4800 (estimate) |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly, Heated) |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 0.31±0.22(Predicted) |
| Farbe | Yellow |
| BRN | 124473 |
| InChI | InChI=1S/C5H4N2O3/c8-4-2-1-3-6-5(4)7(9)10/h1-3,8H |
| InChIKey | QBPDSKPWYWIHGA-UHFFFAOYSA-N |
| SMILES | C1([N+]([O-])=O)=NC=CC=C1O |
| CAS Datenbank | 15128-82-2(CAS DataBase Reference) |
| EPA chemische Informationen | 3-Hydroxy-2-nitropyridine (15128-82-2) |
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 63 reports by companies from 8 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 |
| Zollcode | 29333990 |
| RTECS-Nr. | UU7715000 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04089, |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-37/39-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
3-Hydroxy-2-nitropyridine may be used in the synthesis of novel sulfonates that are potent inhibitors of cell proliferation and tubulin polymerization.
Herstellung & Synthese
synthetische
Synthesis of 3-hydroxy-2-nitropyridine: add 10g of 3-hydroxypyridine, 80ml of ethyl acetate, 4.2g of KNO3 and 21ml of acetic anhydride into a 250mL three-necked flask, and heat at 45°C with magnetic stirring After the reaction is completed, it is cooled to room temperature, filtered with suction, washed with a small amount of ethyl acetate for 1 to 2 times, the filtrate is taken to adjust the pH to neutrality with saturated NaOH solution, and extracted with ethyl acetate for 3 to 4 times. , take the extract and add activated carbon and heat under reflux for 1 hour, cool and filter, take the filtrate, dry with anhydrous magnesium sulfate, filter, concentrate on a rotary evaporator, and dry in a drying oven. 11.9 g of 3-hydroxy-2-nitropyridine was obtained with a yield of 81%.