6332-56-5

Basic information

• Product Name: 3-Nitro-2-pyridinol
• Synonyms: 2-HYDROXY-3-NITROPYRIDINE;3-NITROPYRIDIN-2-OL;3-NITRO-2-PYRIDONE;3-NITRO-2-PYRIDINOL;3-NITRO-2-HYDROXYPYRIDINE;3-NITRO-2(1H)-PYRIDONE;3-NITRO-2(1H)-PYRIDINONE;AURORA KA-2996
• CAS NO: 6332-56-5
• Molecular Formula: C₅H₄N₂O₃
• Molecular Weight: 140.1
• EINECS: 228-709-2
• Product Categories: NITRO;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Pyridines;Pyridines derivates
• Mol File: 6332-56-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 212 °C (dec.)(lit.)
• Boiling Point: 256.56°C (rough estimate)
• Flash Point: 176.9 °C
• Appearance: yellow/
• Density: 1.5657 (rough estimate)
• Vapor Pressure: 1.24E-05mmHg at 25°C
• Refractive Index: 1.4800 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.37±0.10(Predicted)
• BRN: 124474
• CAS DataBase Reference: 3-Nitro-2-pyridinol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitro-2-pyridinol(6332-56-5)
• EPA Substance Registry System: 3-Nitro-2-pyridinol(6332-56-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36-45-36/37/39
• WGK Germany: 3
• RTECS: UU7718000
• F: 10
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• Hazardous Substances Data: 6332-56-5(Hazardous Substances Data)

Usage

Chemical Properties

yellow to yellow-brown cryst. powder or needles

Uses

2-Hydroxy-3-nitropyridine was used in the synthesis of:3-nitro-2-pyridyl β-D-galactoside3-nitro-2-pyridyl N-acetyl-β-D-glucosaminide5-amino-6-chloro-3-iodopyridine

Synthesis Reference(s)

Tetrahedron Letters, 12, p. 2211, 1971 DOI: 10.1016/S0040-4039(01)96822-4

General Description

2-Hydroxy-3-nitropyridine reacts with phosphorus pentachloride and phosphoryl chloride to yield 2-chloro-3-nitropyridine.

InChI:InChI=1/C5H4N2O3/c8-5-4(7(9)10)2-1-3-6-5/h1-3H,(H,6,8)

Upstream product

• 27808-52-2 1,2,5-Oxadiazolo<3,4-b>pyridin-1-oxid 
• 142-08-5 2-Pyridone 
• 4214-75-9 2-amino-3-nitropyridine 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 4093-88-3 2-(methylamino)-3-nitropyridine 
• 142-08-5 2-hydroxypyridin 

Downstream Products

• 32896-91-6 1-methyl-3-nitropyridin-2(1H)-one 
• 33630-99-8 2-hydroxy-3-aminopyridine 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 19755-53-4 2-bromo-3-nitropyridine 
• 2980-33-8 2-hydroxy-3,5-dinitropyridine 
• 15862-34-7 5-bromo-3-nitro-2-pyridone 
• 356578-31-9 3-nitro-N-p-methoxybenzyl-2-pyridone 
• 147283-76-9 ethyl 3-nitro-2-oxo-1,2-dihydro-1-pyridylacetate 
• 25391-59-7 5-iodo-3-nitro-pyridin-2-ol 
• 147268-16-4 2-[3-Benzyloxycarbonylamino-5-(3-trifluoroacetylaminobenzyl)-2-oxo-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide 
• 1128105-82-7 C₁₂H₉FN₂O₃ 
• 1376386-32-1 C₁₂H₉BrN₂O₃ 
• 147283-83-8 2-[3-benzyloxycarbonylamino-5-(3-trifluoroacetylaminobenzyl)-2-oxo-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-2-hydroxy-1-isopropylpropyl)acetamide 
• 147269-74-7 2-[3-benzyloxycarbonylamino-5-(4-methoxycarbonylbenzyl)-2-oxo-1,2-dihydro-1-pyridyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide 

Relevant articles and documents

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Synthesis and evaluation of 8-amino-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives as glycogen synthase kinase-3 (GSK-3) inhibitors

New potent glycogen synthase kinase-3 (GSK-3) inhibitors, 8-amino-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives, were designed by modeling, synthesized and evaluated in vitro. Compound 17c showed good potency in enzyme and cell-based assays (IC50 = 111 nM, EC50 = 1.78 μM). Moreover, it has demonstrated desirable water solubility, PK profile, and moderate brain penetration.

Synthesis and photochromic properties of 2-(3-nitro-2-pyridylmethyl)benzazoles

2-(3-Nitro-2-pyridylmethyl)benzazoles were synthesized, and their photochromic properties were studied by flash photolysis. Introduction of a nitropyridyl instead of the nitrophenyl moiety into the 2-methyl group insignificantly increases the basicity of the methylene group. Nitropyridyl-substituted benzazoles give rise to three detectable photoinduced forms: the corresponding union at pH > 10, azamerocyanine at pH ≈ 4, and monomethinecyanine at pH ≈ 1. Irradiation of solutions of weakly basic henzoxazole and benzothiazole derivatives at pH ≈ 4 results in formation of neutral chelate structures in which the hydrogen atom is linked simultaneously to two nitrogen atoms: one in the pyridine ring, and the second, in the azole ring.