201227-38-5

Basic information

• Product Name: 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE
• Synonyms: 5-BROMO-1H-INDAZOLE-3-CARBOXALDEHYDE;5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE;5-BROMO INDAZOLE-3-CARBOXALDEHYDE;5-Bromo-1H-indazole-3-carboxyaldehyde;5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE, 95+%;1H-Indazole-3-carboxaldehyde, 5-broMo-;5-Bromo-1H-indazol-3-carbaldehyde
• CAS NO: 201227-38-5
• Molecular Formula: C₈H₅BrN₂O
• Molecular Weight: 225.04
• Product Categories: Indazole
• Mol File: 201227-38-5.mol

Chemical Properties

• Boiling Point: 414.059 °C at 760 mmHg
• Flash Point: 204.216 °C
• Appearance: /
• Density: 1.83 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.769
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 10.78±0.40(Predicted)
• CAS DataBase Reference: 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE(201227-38-5)
• EPA Substance Registry System: 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE(201227-38-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 201227-38-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-1H-indazole-3-carbaldehyde is used as a key intermediate for the synthesis of biologically active molecules, contributing to the development of new pharmaceutical compounds. Its reactivity with nucleophiles allows for the creation of a diverse array of chemical products, enhancing the scope of drug discovery and design.
Used in Organic Synthesis:
In the field of organic synthesis, 5-Bromo-1H-indazole-3-carbaldehyde is utilized as a starting material for the synthesis of heterocyclic compounds. These heterocyclic compounds are integral to the development of new organic molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Drug Research:
5-Bromo-1H-indazole-3-carbaldehyde plays a significant role in drug research, where it is employed to explore and develop new therapeutic agents. Its unique chemical properties and reactivity make it a valuable tool in the design and synthesis of novel drug candidates with potential therapeutic benefits.

InChI:InChI=1/C8H5BrN2O/c9-5-1-2-7-6(3-5)8(4-12)11-10-7/h1-4H,(H,10,11)

Upstream product

• 10075-50-0 5-bromo-1H-indole 

Downstream Products

• 936132-61-5 5-bromo-3-formyl-indazole-1-carboxylic acid tert-butyl ester 
• 936132-62-6 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-vinyl)-5-bromo-indazole-1-carboxylic acid tert-butyl ester 
• 677702-54-4 5-bromo-1-(2,4,6-trimethylbenzenesulphonyl)-1H-indazole-3-carbaldehyde 
• 705264-93-3 (5-bromo-1H-indazol-3-yl)methanol 
• 1326714-87-7 1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-3-carbonitrile 

Relevant articles and documents

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.