169789-37-1

Basic information

• Product Name: 5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE
• Synonyms: 5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE;5-METHOXY-1H-INDAZOLE-3-CARBOXALDEHYDE;5-Methoxy-1H-indazole-3-carboxyaldehyde;5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE, 95+%;3-Formyl-5-methoxy-1H-indazole
• CAS NO: 169789-37-1
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.17
• EINECS: 604-604-1
• Product Categories: Indazole
• Mol File: 169789-37-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 214-216 °C
• Boiling Point: 226.154 °C at 760 mmHg
• Flash Point: 90.575 °C
• Appearance: /
• Density: 1.347 g/cm³
• Vapor Pressure: 0.083mmHg at 25°C
• Refractive Index: 1.691
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 11.65±0.40(Predicted)
• CAS DataBase Reference: 5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE(169789-37-1)
• EPA Substance Registry System: 5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE(169789-37-1)

Safety Data

• Hazardous Substances Data: 169789-37-1(Hazardous Substances Data)

Usage

General Description

5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE is a chemical compound with the molecular formula C10H9NO2. It is an aldehyde derivative of indazole, a heterocyclic compound containing a ring structure composed of nitrogen and carbon atoms. The presence of the methoxy group (CH3O-) in the molecule gives it a slightly polar nature, making it soluble in polar solvents like ethanol and methanol. This chemical is commonly used in organic synthesis and pharmaceutical research. It may also have potential applications in the development of new drugs and medications due to its unique structural properties.

InChI:InChI=1/C9H8N2O2/c1-13-6-2-3-8-7(4-6)9(5-12)11-10-8/h2-5H,1H3,(H,10,11)

Upstream product

• 169789-36-0 5-methoxy-1H-indazole-3-methanol 
• 90417-53-1 5-methoxy-1H-indazole-3-carboxylic acid 
• 1006-94-6 5-methoxylindole 
• 94444-96-9 5-methoxy-1H-indazole 
• 924881-60-7 N,5-dimethoxy-N-methyl-1H-indazole-3-carboxamide 
• 90915-65-4 methyl 5-methoxy-1H-indazole-3-carboxylate 
• 39755-95-8 5-methoxyisatine 

Downstream Products

• 882803-11-4 5-hydroxy-1H-indazole-3-carbaldehyde 
• 936132-63-7 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-vinyl)-5-methoxy-indazole-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Design and synthesis of a new indazole library: direct conversion of?N-methoxy-N-methylamides (Weinreb amides) to 3-keto and 3-formylindazoles

Nucleophilic addition of Grignard or lithiated reagents on the new Weinreb amides 3 and 4 afforded efficiently the corresponding ketones and allowed the design and synthesis of a new indazole library. These 3-ketoindazoles were obtained by a direct and or

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.

New practical access to 2-azatryptophans and dehydro derivatives via the Wittig-Horner reaction

The Wittig-Horner reaction of protected 3-formylindazoles 1 with (±)-N-(benzyloxycarbonyl)-α-phosphonoglycine trimethyl ester 2 has been developed as a new practical synthesis of dehydro 2-azatryptophans and amino acid derivatives. The preparation of 5-br