15367-16-5

Basic information

• Product Name: 2-HYDRAZINO-3-NITROPYRIDINE
• Synonyms: 1-(3-NITRO-2-PYRIDYL)HYDRAZINE;2-HYDRAZINO-3-NITROPYRIDINE;(3-NITRO-PYRIDIN-2-YL)-HYDRAZINE;2-Hydrazino-3-nitropyrdine;2-HYDRAZINYL-3-NITROPYRIDINE;(3-nitro-2-pyridyl)hydrazine
• CAS NO: 15367-16-5
• Molecular Formula: C₅H₆N₄O₂
• Molecular Weight: 154.13
• Product Categories: Pyridines
• Mol File: 15367-16-5.mol
• Article Data: 17

Chemical Properties

• Melting Point: 173-175°C
• Boiling Point: 341 °C at 760 mmHg
• Flash Point: 160 °C
• Appearance: /
• Density: 1.524 g/cm³
• Vapor Pressure: 8.28E-05mmHg at 25°C
• Refractive Index: 1.707
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-HYDRAZINO-3-NITROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDRAZINO-3-NITROPYRIDINE(15367-16-5)
• EPA Substance Registry System: 2-HYDRAZINO-3-NITROPYRIDINE(15367-16-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 15367-16-5(Hazardous Substances Data)

Usage

Description

2-Hydrazino-3-nitropyridine, with the molecular formula C5H5N5O2, is a yellow crystalline solid that serves as a crucial intermediate in the synthesis of pharmaceuticals and agrochemicals. This chemical compound is recognized for its explosive properties, classifying it as a high-energy material, and is utilized as a precursor in the production of energetic materials and propellants. Given its reactive nature and potential hazards, stringent safety protocols are essential for its handling and storage.

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-Hydrazino-3-nitropyridine is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to contribute to the development of new and effective compounds.
Used in Energetic Materials Production:
2-Hydrazino-3-nitropyridine is utilized as a precursor in the production of energetic materials due to its high-energy content, which is valuable in creating propellants and other explosive substances.
Used in Propellant Formulation:
In the field of propellant formulation, 2-Hydrazino-3-nitropyridine is used as a component to enhance the energy release and performance of propellants, given its explosive properties and reactivity.
Safety Considerations:
Due to the explosive nature of 2-Hydrazino-3-nitropyridine, it is used with strict adherence to safety protocols to prevent accidents and ensure the safe handling and storage of this high-energy material.

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

Upstream product

• 6332-56-5 2-hydroxy-3-nitropyridine 
• 142-08-5 2-hydroxypyridin 
• 1480-87-1 2-fluoro-3-nitropyridine 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 4214-75-9 2-amino-3-nitropyridine 

Downstream Products

• 59696-94-5 (1S)-O⁵-benzoyl-1-(8-nitro-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-D-1,4-anhydro-ribitol 
• 73012-62-1 (1R)-O⁵-benzoyl-1-(8-nitro-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-D-1,4-anhydro-arabinitol 
• 132454-30-9 N-(3-Nitro-2-pyridyl) N'-(4'-thia-cyclohexylidene)hydrazine 
• 21126-92-1 N-[1-(5-Nitro-furan-2-yl)-meth-(Z)-ylidene]-N'-(3-nitro-pyridin-2-yl)-hydrazine 
• 101458-28-0 3,3'-dinitro-2,2'-hydrazobipyridine 
• 110606-59-2 ethyl 2-(3-nitro-2-pyridylhydrazono)propionate 
• 110606-60-5 ethyl 2-(3-nitro-2-pyridylhydrazono)phenylacetate 
• 31040-09-2 8-nitro-1,2,4-triazolo[4,3-a]pyridine 
• 76211-91-1 3-nitro-2-(pyrazol-1-yl)-pyridine 
• 88713-42-2 (benzoyloxy-2 ethoxymethyl)-2 nitro-8-s-triazolo<1,5-a>pyridine 
• 78796-82-4 2-(3',4'-di-O-benzoyl-2',6'-dideoxy-L-arabino-hex-1'-enopyranosyl)-8-nitro<1,2,4>triazolo<1,5-a>pyridine 
• 78796-81-3 2-(2',3',4'-tri-O-benzoyl-6'-deoxy-α-L-manno-hexopyranosyl)-8-nitro<1,2,4>triazolo<1,5-a>pyridine 
• 126274-28-0 3-nitro-pirid-2-il-idrazone dell'acetacetilpirrolidina 
• 132454-31-0 N-(3-Nitro-2-pyridyl) N'-cyclopentylidene hydrazine 

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.

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.

Synthesis and pharmacological activity of N-hetaryl-3(5)-nitropyridines

Abstract Previously undescribed 2-, 4or 6-substituted hetaryl-3(5)-nitropyridines were synthesized by the interaction of a number of chlorosubstituted 3(5)-nitropyridines with some diazoles or 3-chloropyridazin-6one. In addition, pyrazolyl-3-nitropyridines were prepared by both the above method and cyclization of hydrazinopyridines, which, in turn, were synthesized by the treatment of chlorosubstituted 3-nitropyridines with hydrazine. It has been shown that these compounds have a moderate antibacterial activity against some pathogenic Gram-positive and Gram-negative bacteria (Staphylococcus aureus and Escherichia coli) and a strong protistocidal effect on protozoa species Colpoda steinii surpassing in this respect clinically used reference drugs.