153813-70-8

Basic information

• Product Name: 3-NITROISONICOTINALDEHYDE
• Synonyms: 3-NITROISONICOTINALDEHYDE;3-NITROPYRIDINE-4-CARBOXALDEHYDE;3-NITRO-4-PYRIDINECARBOXALDEHYDE;2-forMyl-3-nitropyridine-4-carboxylic acid;4-Pyridinecarboxaldehyde, 3-nitro-
• CAS NO: 153813-70-8
• Molecular Formula: C₆H₄N₂O₃
• Molecular Weight: 152.11
• Product Categories: Aldehydes;Pyridines
• Mol File: 153813-70-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 53-54 °C
• Boiling Point: 310.047 °C at 760 mmHg
• Flash Point: 141.312 °C
• Appearance: /
• Density: 1.433 g/cm³
• Vapor Pressure: 0.000615mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: -0.78±0.18(Predicted)
• CAS DataBase Reference: 3-NITROISONICOTINALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITROISONICOTINALDEHYDE(153813-70-8)
• EPA Substance Registry System: 3-NITROISONICOTINALDEHYDE(153813-70-8)

Safety Data

• Hazardous Substances Data: 153813-70-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 219, 1994 DOI: 10.1016/S0040-4039(00)76515-4

InChI:InChI=1/C6H4N2O3/c9-4-5-1-2-7-3-6(5)8(10)11/h1-4H

Upstream product

• 5832-44-0 3-nitro-4-methylpyridine 
• 872-85-5 pyridine-4-carbaldehyde 
• 64679-69-2 dimethyl-[2-(3-nitro-pyridin-4-yl)-vinyl]-amine 
• 908847-23-4 (E)-N,N-dimethyl-2-(3-nitropyridin-4-yl)ethenamine 

Downstream Products

• 109017-19-8 N-(3-amino-4-picolylidene)-p-toluidine 
• 161871-64-3 (R,S)-3-nitro-4-(1-hydroxyethyl)pyridine 
• 1266122-30-8 2-(4-bromophenyl)-3-methoxy-2H-pyrazoloxazine[3,4-c]pyridine 
• 1344141-44-1 3-(3-nitropyridine-4-ylmethylamino)-N-(4-trifluoromethoxyphenyl)thiophene-2-carboxamide 
• 1344141-46-3 3-(3-aminopyridin-4-ylmethylamino)-N-(4-trifluoromethoxyphenyl)thiophene-2-carboxamide 

Relevant articles and documents

Inhibition of c-KIT, VEGFR-2 (KDR), and ABCG2 by analogues of OSI-930

The quinoline domain of OSI-930, a dual inhibitor of receptor tyrosine kinases (RTKs) c-Kit and KDR, was modified in an effort to further understand the SAR of OSI-930, and the binding site characteristics of c-Kit and KDR. A series of 16 compounds with h

HETEROCYCLIC AMIDE DERIVATIVES WHICH POSSES GLYCOGEN PHOSPHORYLASE INHIBITORY ACTIVITY

Heterocyclic amides of formula (1) wherein: B is selected from R4 and R 5 together are either -S-C(R 6)=C(R 7)_ or _C(R7)=C(R6)_SA is a pyridylene ring; m is 0, 1 or 2; n is 0 or 1; R 2 is for example selected from (I -4C)alkyl, hydroxy(l -4C)alkyl, dihydroxy(2-4C)alkyl and (1 -4C)aIkoxy(1 -4C)alkyl. or a pharmaceutically acceptable salt possess glycogen phosphorylase inhibitory activity and accordingly have value in the treatment of disease states associated with increased glycogen phosphorylase activity. Processes for the manufacture of said heterocyclic amide derivatives, intermediates in said processes and pharmaceutical compositions containing the heterocyclic amide derivatives are described.

The synthesis of β-nitropyridine compounds

Pyridine and a number of substituted pyridines have been nitrated by reaction with N2O5 followed by reaction with an aqueous solution of SO2xH2O or NaHSO3. The dependence of the yields on the pH of the aqueous reaction medium, on the concentration of SO2xH2O-HSO3-, on addition of methanol to the aqueous phase, and on the reaction temperature were investigated. The yields obtained with NaHSO3 were: 3-nitropyridine 77%, 2-methyl-5-nitro-pyridine 36%, 3-methyl-5-nitropyridinc 24%, 3-acetyl-5-nitropyridine 18%, 5-nitropyridine-3-carboxylic acid 15%, 3-chloro-5-nitropyridine 11%, 4-methyl-3-nitropyridine 39%, 4-acetyl-3-nitropyridine 67%, 4-cyano-3-nitropyridine 45%, 4-phenyl-3-nitropyridine 68%, 4-formyl-3-nitropyridine 62% (from reaction in liquid SO2), 3-nitropyridine-4-carboxylic acid 48%, methyl 3-nitropyridine-4-carboxylate 75%, 2,3-dimethyl-5-nitropyridine 37%, 2,4-dimethyl-5-nitropyridine 64%, 3-nitroquinoline 10% and 4-nitroisoquinoline 42%.