2-Nitropyridin-3-ol

3-Hydroxy-2-nitropyridine

HCID 27057CAS 15128-82-2

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: O=[N+]([O-])c1ncccc1O
InChIKey: QBPDSKPWYWIHGA-UHFFFAOYSA-N
Summenformel: C5H4N2O3
Durchschnittliche Molmasse: 140,1 g/mol
Monoisotopische Masse: 140,02219199

Überblick

structure in first source

Namen und Bezeichner

Bevorzugter Name: 3-Hydroxy-2-nitropyridine
IUPAC: 2-nitropyridin-3-ol
Lokaler Name: 2-Nitropyridin-3-ol
Englischer Name: 3-Hydroxy-2-nitropyridine
Summenformel: C5H4N2O3
Molmasse: 140.1

Namen und Synonyme

3-Hydroxy-2-nitropyridine15128-82-22-Nitro-3-pyridinol3-PYRIDINOL, 2-NITRO-UU357X85YBNSC-97501DTXSID6022264RefChem:502346DTXCID002264239-191-2604-788-22-Nitropyridin-3-ol

Weitere Namen anzeigen

2-nitro-3-pyridinoTIMTEC-BB SBB0041683-Hydroxy-2-nitropyrCrizotinib Impurity 82-nitro-3-pyridinolate3-Hydroxy-2-Nitropyrine

2-Nitro-3-hydroxypyridine15128-08-2MFCD00006258UNII-UU357X85YBNSC 975012-Nitro-pyridin-3-olAKOS000120717BP-11548

Datenbank-Bezeichner

CAS: 15128-82-2
PubChem CID: 27057
DTXSID: DTXSID6022264
UNII: UU357X85YB
EC Number: 239-191-2、604-788-2
Nikkaji: J3.776A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,2
Polarare Oberfläche (TPSA): 78,9 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 0
Schwere Atome: 10
Formalladung: 0
Komplexität: 133

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesChemical shift

Physikochemische Eigenschaften

Schmelzpunkt: 69 · 69-71 °C (lit.)
Siedepunkt: 256.56 °C · 256.56°C (rough estimate)
Dichte: 1.5657 · 1.5657 (rough estimate)
Brechungsindex: 1.48 · 1.4800 (estimate)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: DMSO (Slightly), Methanol (Slightly, Heated)
Aggregatzustand: Crystalline Powder
pka: 0.31 · 0.31±0.22(Predicted)
Farbe: Yellow
BRN: 124473 · 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 · 15128-82-2(CAS DataBase Reference)
EPA chemische Informationen: 3 · 3-Hydroxy-2-nitropyridine (15128-82-2)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29333990
RTECS-Nr.: UU7715000
risk_code: 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,
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-37/39-36
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen

Verwenden3-Hydroxy-2-nitropyridine may be used in the synthesis of novel sulfonates that are potent inhibitors of cell proliferation and tubulin polymerization.

Darstellung · 1 Eintrag

synthetischeSynthesis 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%.