4-AMINO-3-HYDROXY PYRIDINE

Bezeichnung:4-AMINO-3-HYDROXY PYRIDINE

CAS-Nr52334-53-9

Englisch Name:4-AMINO-3-HYDROXY PYRIDINE

CBNumberCB7286124

SummenformelC5H6N2O

Molgewicht110.11

MOL-Datei52334-53-9.mol

4-AMINO-3-HYDROXY PYRIDINE physikalisch-chemischer Eigenschaften

Schmelzpunkt	222-223°C
Siedepunkt	447.4±30.0 °C(Predicted)
Dichte	1.320±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
pka	10.78±0.12(Predicted)
Aggregatzustand	Solid
Farbe	White to light brown
InChI	1S/C5H6N2O.ClH/c6-4-1-2-7-3-5(4)8;/h1-3,8H,(H2,6,7);1H
InChIKey	KBMSTKGEAGODPN-UHFFFAOYSA-N
SMILES	Cl.Nc1ccncc1O
CAS Datenbank	52334-53-9(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,T,Xn
R-Sätze:	36/37/38-22
S-Sätze:	26-36/37/39
Hazard Note	Irritant
HazardClass	IRRITANT, TOXIC
HS Code	2933399990
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral

Gefahreninformationscode (GHS)

4-AMINO-3-HYDROXY PYRIDINE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Verwenden
4-Amino-3-hydroxypyridine is a hydroxylated impurity as well as a metabolite of the potassium channel blocker Fampridine (D113500).
Definition
ChEBI: 3-Hydroxy-4-aminopyridine is an aminopyridine.
Synthese

52334-90-4

52334-53-9

Example 5 Synthesis of 4-amino-3-hydroxypyridine: 3-methoxy-4-aminopyridine (200 mg, 1.6 mmol) was dissolved in dichloromethane (15 mL) under argon protection and stirred at -70°C. Boron tribromide (10 mL, 1 M solution in dichloromethane, 6 eq.) was added slowly over 10 min. After stirring under cooling conditions for 15 minutes, the reaction mixture was gradually warmed to room temperature and continued to stir overnight. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was mixed with methanol and saturated sodium bicarbonate solution and stirred for 25 minutes. The mixture was filtered and the filtrate was evaporated. The residue was stirred with a solvent mixture of dichloromethane/methanol/ammonia (75/25/2, v/v/v), filtered, and purified by silica gel column chromatography using the same solvent mixture as eluent to give 145 mg (81% yield) of the target product 4-amino-3-hydroxypyridine with a melting point of 205°C (literature value: 188°-191°C). The structure of the product was confirmed by proton NMR spectroscopy. Elemental analysis results: Calculated values (C5H6N2O-0.2H2O): C, 52.81; H, 5.67; N, 24.63. Measured values: C, 53.02; H, 5.63; N, 24.40.
Einzelnachweise
[1] Patent: US5652363, 1997, A

4-AMINO-3-HYDROXY PYRIDINE Upstream-Materialien And Downstream Produkte

4-AMINO-3-HYDROXY PYRIDINE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Send Inquriy