6343-98-2

Basic information

• Product Name: (5-nitropyridin-2-yl)hydrazine
• Synonyms: (5-nitropyridin-2-yl)hydrazine;2-Hydrazinyl-5-nitropyridine;(5-nitro-2-pyridyl)hydrazine;6-hydrazino-N-hydroxy-3-pyridinamine oxide;6-hydrazino-N-hydroxy-pyridin-3-amine oxide;6-hydrazinyl-N-hydroxy-pyridin-3-amine oxide;6-hydrazinyl-N-hydroxypyridin-3-amine oxide;N-(6-hydrazino-3-pyridyl)-N-oxidohydroxylamine
• CAS NO: 6343-98-2
• Molecular Formula: C₅H₆N₄O₂
• Molecular Weight: 154.13
• Mol File: 6343-98-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 205-206 °C (decomp)
• Boiling Point: 373.8ºC at 760 mmHg
• Flash Point: 179.9ºC
• Appearance: /
• Density: 1.524g/cm3
• Vapor Pressure: 8.75E-06mmHg at 25°C
• Refractive Index: 1.707
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 4.13±0.70(Predicted)
• CAS DataBase Reference: (5-nitropyridin-2-yl)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (5-nitropyridin-2-yl)hydrazine(6343-98-2)
• EPA Substance Registry System: (5-nitropyridin-2-yl)hydrazine(6343-98-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6343-98-2(Hazardous Substances Data)

Usage

General Description

(5-nitropyridin-2-yl)hydrazine is a chemical compound with the molecular formula C5H5N5O2. It is a yellow to orange solid and is commonly used in organic synthesis and as a building block in the production of pharmaceuticals and agrochemicals. The compound has two functional groups, a nitro group and a hydrazine group, which make it a versatile building block for the preparation of various organic compounds. It can be used in the synthesis of heterocyclic compounds and can also act as a ligand in coordination chemistry. Additionally, (5-nitropyridin-2-yl)hydrazine has potential applications in medicinal chemistry and is being studied for its biological properties. Overall, this compound has promising applications in various fields of chemistry and holds potential for the development of new materials and drugs.

InChI:InChI=1/C5H6N4O2/c6-8-5-2-1-4(3-7-5)9(10)11/h1-3H,6H2,(H,7,8)

Upstream product

• 5446-92-4 2-methoxy-5-nitropyridine 
• 4548-45-2 2-chloro-5-nitropyridine 
• 31594-45-3 2-ethoxy-5-nitropyridine 

Downstream Products

• 15367-19-8 2-Benzylidenhydrazino-5-nitro-pyridin 
• 35235-73-5 6-nitro-[1,2,3,4]tetrazolo[1,5-a]pyridine 
• 31053-00-6 2-Acetylhydrazid-5-nitropyridin 
• 73012-65-4 (1R)-O⁵-benzoyl-1-(6-nitro-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-D-1,4-anhydro-arabinitol 
• 132499-94-6 NPHQTS 
• 132499-97-9 BINPHTS 
• 88713-46-6 (benzoyloxy-2 ethoxymethyl)-2 nitro-6-s-triazolo<1,5-a>pyridine 
• 76211-93-3 2-(3',5'-diphenylpyrazol-1'-yl)-5-nitropyridine 
• 78796-90-4 2-(3',4'-di-O-benzoyl-2',6'-dideoxy-L-arabino-hex-1'-enopyranosyl)-6-nitro<1,2,4>triazolo<1,5-a>pyridine 
• 78796-89-1 2-(2',3',4'-tri-O-benzoyl-6'-deoxy-α-L-manno-hexopyranosyl)-6-nitro<1,2,4>triazolo<1,5-a>pyridine 
• 76211-92-2 2-(3',5'-dimethylpyrazol-1'-yl)-5-nitropyridine 
• 110973-62-1 6-nitro-3-phenyl-[1,2,4]triazolo[4,3-a]pyridine 
• 31040-14-9 6-nitro-[1,2,4]triazolo[1,5-a]pyridine 
• 7169-92-8 2-Methyl-6-nitro-s-triazolo<1,5-a>pyridin 

Relevant articles and documents

Synthesis of Hydrazinylpyridines via Nucleophilic Aromatic Substitution and Further Transformation to Bicyclo[22.2]octenes Fused with Two N -Aminosuccinimide Moieties

Efficient and reliable synthesis of substituted hydrazinylpyridines in thick-wall ACE tubes via nucleophilic substitution of a chlorine substituent in different chloropyridines is presented. Hydrazine hydrate and alkylhydrazines were used as nucleophiles and simple alcohols and diethyl ether were the only organic solvents necessary, making the process environmentally and user friendly, potentially reaching 100% atomic efficiency. In the next step, transformations of succinic anhydride moieties fused to the bicyclo[2.2.2]octene framework into succinimide moieties via nucleophilic substitution of oxygens were conducted. As nucleophiles two of the synthesized hydrazinylpyridines (2-hydrazinyl-3-nitropyridine and 2-hydrazinyl-5-nitropyridine) and also hydrazine hydrate, phenylhydrazine, and 4-nitrophenylhydrazine were used. Reactions were again carried out in ACE tubes and only simple alcohols, diethyl ether, and acetone were needed as solvents. One of the prepared bicyclo[2.2.2]octene adducts displayed water solubility thus being a promising candidate for future studies as a novel bidentate ligand for various metal cations in aqueous solutions or acting as an unprecedented halogen bond acceptor.

PLATINUM COMPOUNDS FOR BINDING GUANINE QUADRAPLEXES

Compounds are described and characterized that bind guanine quadruplexes of DNA or RNA. Binding data and inhibition of growth data of five cancer cell lines are presented.

Keeping it small, polar, and non-flat: diversely functionalized building blocks containing the privileged 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]- and [1,5-a]pyridine cores

Six sets of functionalized building blocks based on 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine as well as 5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-a]pyridine cores have been prepared. These compounds are non-flat, bicyclic heterocycles that are likely to find utility as privileged motifs for lead-like compound design. One set of building blocks, (5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-6-ylmethyl)amines, proved useful as a scaffold for developing compounds that stimulate glucagon-like peptide-1 (GLP-1) secretion and are novel anti-diabetes drug leads.