21901-41-7

Basic information

• Product Name: 2-Hydroxy-4-methyl-5-nitropyridine
• Synonyms: 4-METHYL-5-NITRO-2(1H)-PYRIDINONE;4-METHYL-5-NITRO-2-PYRIDINOL;4-METHYL-5-NITRO-2-PYRIDONE;5-NITRO-4-PICOLIN-2-OL;2-HYDROXY-5-NITRO-4-METHYL PYRIDINE;2-HYDROXY-5-NITRO-4-PICOLINE;2-HYDROXY-4-METHYL-5-NITROPYRIDINE;2-Hydroxy-4-Methyl-5-Nitropyri
• CAS NO: 21901-41-7
• Molecular Formula: C₆H₆N₂O₃
• Molecular Weight: 154.12
• EINECS: -0
• Product Categories: Pyridine;Miscellaneous;Pyridines;Building Blocks;C6;Chemical Synthesis;Heterocyclic Building Blocks;Heterocycle-Pyridine series;alcohol| nitro-compound
• Mol File: 21901-41-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 186-190 °C(lit.)
• Boiling Point: 277.46°C (rough estimate)
• Flash Point: 130.4 °C
• Appearance: Yellow to orange/Crystalline Powder
• Density: 1.4564 (rough estimate)
• Vapor Pressure: 0.00188mmHg at 25°C
• Refractive Index: 1.5100 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 8.10±0.10(Predicted)
• BRN: 136900
• CAS DataBase Reference: 2-Hydroxy-4-methyl-5-nitropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-4-methyl-5-nitropyridine(21901-41-7)
• EPA Substance Registry System: 2-Hydroxy-4-methyl-5-nitropyridine(21901-41-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36/37/39-36
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 21901-41-7(Hazardous Substances Data)

Usage

Description

2-Hydroxy-4-methyl-5-nitropyridine is an organic compound with the molecular formula C6H6N2O3. It features a pyridine ring with a hydroxyl group at the 2nd position, a methyl group at the 4th position, and a nitro group at the 5th position. The compound has been studied for its conformational stability and vibrational analysis, which are essential for understanding its structural properties and potential applications.

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-4-methyl-5-nitropyridine is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure with a hydroxyl, methyl, and nitro group on the pyridine ring makes it a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 2-Hydroxy-4-methyl-5-nitropyridine serves as a model compound for studying the effects of substituents on the conformational stability and vibrational behavior of pyridine derivatives. This knowledge can be applied to design and synthesize new molecules with desired properties and functions.
Used in Material Science:
The compound's structural properties make it a candidate for potential applications in material science, such as in the development of new polymers or as a component in the synthesis of advanced materials with specific properties, like improved stability or enhanced reactivity.

InChI:InChI=1/C6H6N2O3/c1-4-2-6(9)7-3-5(4)8(10)11/h3H,2H2,1H3

Upstream product

• 695-34-1 2-Amino-4-methylpyridine 
• 6635-90-1 2-Methoxy-4-methyl-5-nitropyridine 
• 21901-40-6 2-amino-5-nitro-4-picoline 

Downstream Products

• 23056-33-9 2-chloro-4-methyl-5-nitro-pyridine 
• 23056-47-5 2-bromo-4-methyl-5-nitropyridine 
• 1049706-72-0 3-bromo-4-methyl-5-nitro-1H-pyridin-2-one 
• 5334-39-4 3-methyl-4-nitro-1H-pyrazole 
• 1049706-74-2 3-bromo-2-(4-chloro-3-trifluoromethylphenoxy)-4-methyl-5-nitropyridine 
• 1049707-95-0 2-(4-chloro-3-trifluoromethylphenoxy)-4-methyl-5-nitropyridine 
• 1049707-96-1 6-(4-chloro-3-trifluoromethylphenoxy)-4-methylpyridin-3-ylamine 

Relevant articles and documents

Synthesis, docking study and kinase inhibitory activity of a number of new substituted pyrazolo[3,4-c]pyridines

A series of new pyrazolo[3,4-c]pyridines bearing various 1, 3, 5 or 1, 3, 7 pattern substitutions, were designed and synthesized. Some of them showed interesting inhibitory activity mainly against glycogen synthase kinase 3 (GSK3)α/β as well as against cdc2-like kinases 1 (CLK1) and dual-specificity tyrosine phosphorylation-regulated kinase 1A (DYRK1A), with good selectivity and remarkable structure-activity relationships (SARs), without being cytotoxic. Molecular simulations in correlation with biological data revealed the importance of the existence of N1-H as well as the absence of a bulky 7-substituent.

Novel pyrazolopyridine derivatives as potential angiogenesis inhibitors: Synthesis, biological evaluation and transcriptome-based mechanistic analysis

Modified purine derivatives exemplified by pyrazolopyrimidines have emerged as highly selective inhibitors of several angiogenic receptor tyrosine kinases. Herein, we designed and synthesized a new series of substituted pyrazolopyridines and explored their ability to influence crucial pro-angiogenic attributes of endothelial cells. Four of the synthesized compounds, possessing analogous substitution pattern, were found able to inhibit at low micromolar concentrations endothelial cell proliferation, migration and differentiation, constitutively or in response to Vascular Endothelial Growth Factor (VEGF) and to attenuate VEGF-induced phosphorylation of VEGF receptor-2 and downstream kinases AKT and ERK1/2. Administration of effective compounds in mice delayed the growth of syngeneic Lewis lung carcinoma transplants and reduced tumor microvessel density, without causing toxicity. Genome-wide microarray and gene ontology analyses of treated endothelial cells revealed derivative 18c as the most efficient modulator of gene expression and mitotic cell cycle/cell divisiong along with ? cholesterol biosynthesis? as the most significantly altered biological processes.

THE NITROPYRIDINYL ETHYLENEIMINE COMPOUND, THE PHARMACEUTICAL COMPOSITION CONTAINING IT, THE PREPARATION METHOD AND USE THEREOF

The present invention discloses a nitropyridinyl ethyleneimine compound as shown in the formula I and a preparation method of the same, as well as use of the compound in manufacture of a prodrug and in manufacture of a drug for treating a tumor.