315203-37-3

Basic information

• Product Name: 6-NITRO INDAZOLE-3-CARBOXALDEHYDE
• Synonyms: 6-NITRO INDAZOLE-3-CARBOXALDEHYDE;6-NITRO-1H-INDAZOLE-3-CARBALDEHYDE;6-NITRO-1H-INDAZOLE-3-CARBOXALDEHYDE;6-Nitro-1H-indazole-3-carboxyaldehyde;6-NITRO-3-CARBOXALDEHYDE;1H-Indazole-3-carboxaldehyde, 6-nitro-;6-nitro-2H-indazole-3-carbaldehyde;6-NITRO INDAZOLE-3-CARBOXALDEHYD
• CAS NO: 315203-37-3
• Molecular Formula: C₈H₅N₃O₃
• Molecular Weight: 191.14
• Mol File: 315203-37-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 463.463 °C at 760 mmHg
• Flash Point: 234.094 °C
• Appearance: /
• Density: 1.612 g/cm³
• Vapor Pressure: 8.37E-13mmHg at 25°C
• Refractive Index: 1.779
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6-NITRO INDAZOLE-3-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-NITRO INDAZOLE-3-CARBOXALDEHYDE(315203-37-3)
• EPA Substance Registry System: 6-NITRO INDAZOLE-3-CARBOXALDEHYDE(315203-37-3)

Safety Data

• Hazardous Substances Data: 315203-37-3(Hazardous Substances Data)

Usage

General Description

6-Nitro indazole-3-carboxaldehyde is a chemical compound with the formula C9H6N3O3. It is a yellow crystalline powder that is used in organic synthesis and as a building block in the production of pharmaceuticals and agrochemicals. 6-NITRO INDAZOLE-3-CARBOXALDEHYDE is commonly employed as a reagent in the preparation of various organic compounds and has applications in the pharmaceutical industry. Its nitro group and indazole ring structure make it a useful intermediate in the synthesis of biologically active compounds, making it a valuable tool in medicinal chemistry research. Overall, 6-nitro indazole-3-carboxaldehyde has important roles in chemical synthesis and the development of new drugs and agrochemicals.

InChI:InChI=1/C8H5N3O4/c12-8(13)7-5-2-1-4(11(14)15)3-6(5)9-10-7/h1-3H,(H,9,10)(H,12,13)

Upstream product

• 4769-96-4 6-nitroindole 
• 7597-18-4 6-nitroindazole 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 372963-38-7 1-(2,6-dichlorobenzyl)-6-nitro-3-(pyrrolidin-1-ylmethyl)-1H-indazole 
• 908247-68-7 (6-amino-1H-indazol-3-yl)methanol 
• 79173-62-9 3-methyl-1H-indazol-6-amine 
• 1214900-04-5 3-methyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazol-6-amine 
• 886230-75-7 (Ε)-6-nitro-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)indazole 
• 886230-76-8 (Ε)-6-amino-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)indazole 

Relevant articles and documents

Axitinib intermediate synthesis method

The invention relates to an axitinib intermediate synthesis method, and belongs to the field of chemical synthesis, wherein a target compound is obtained through a Vilsmeier reaction, pyranyl protection, a wittig reaction, a reduction reaction and an iodo reaction. According to the present invention, the palladium catalytic reaction is replaced with the wittig reaction, such that the use of the expensive palladium catalyst can be avoided, the post-treatment can be conveniently performed, and the production cost is saved.

An optimized procedure for direct access to 1: H -indazole-3-carboxaldehyde derivatives by nitrosation of indoles

Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes.

Discovery and optimization of a novel series of thrombin receptor (PAR-1) antagonists: Potent, selective peptide mimetics based on indole and indazole templates [2]

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