5203-80-5

Basic information

• Product Name: 1-Acetyl-1H-indazol-3-ol acetate
• Synonyms: 1-Acetyl-1H-indazol-3-ol acetate;Acetic acid 1-acetyl-1H-indazol-3-yl ester
• CAS NO: 5203-80-5
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.21
• Mol File: 5203-80-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 110 °C
• Boiling Point: 385.3±34.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• PKA: -3.00±0.50(Predicted)
• CAS DataBase Reference: 1-Acetyl-1H-indazol-3-ol acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Acetyl-1H-indazol-3-ol acetate(5203-80-5)
• EPA Substance Registry System: 1-Acetyl-1H-indazol-3-ol acetate(5203-80-5)

Safety Data

• Hazardous Substances Data: 5203-80-5(Hazardous Substances Data)

Usage

Structure

Acetate ester of 1-acetyl-1H-indazol-3-ol, a derivative of the heterocyclic indazole structure

Potential function

Inhibitor of histone deacetylase

Enzyme target

Histone deacetylase, an enzyme involved in the regulation of gene expression and cell growth

Potential application

Anti-cancer properties, as histone deacetylase inhibitors have shown promise in the treatment of various cancers

Other potential applications

Pharmacological activities and potential applications in drug development and research

Upstream product

• 5203-85-0 1,2-Diacetyl-1,2-dihydro-3H-indazol-3-one 
• 108-24-7 acetic anhydride 
• 7384-18-1 1-Acetyl-1,2-dihydro-3H-indazol-3-one 
• 102787-68-8 1,2-Dihydro-1,2-dipropionyl-3H-indazol-3-one 
• 7364-25-2 3-indazolinone 
• 102787-71-3 1-Acetyl-1,2-dihydro-2-propionyl-3H-indazol-3-one 
• 75-36-5 acetyl chloride 
• 102787-80-4 1-ethanoyl-3-propanoyloxyindazole 
• 612-42-0 phenylglycine-o-carboxylic acid 
• 121163-57-3 N-carboxymethyl-N-nitroso-anthranilic acid 
• 7384-19-2 2-Acetyl-1,2-dihydro-3H-indazol-3-one 
• 26537-65-5 3-(o-Carboxyphenyl)sydnone 
• 5326-27-2 2-hydrazino-benzoic acid 
• 102787-73-5 1-Acetyl-2-butyryl-1,2-dihydro-indazol-3-one 

Relevant articles and documents

Kinetically deduced existence of C=O·····C close contacts. Pericyclic rearrangement of 1,2-diacetyl-1,2-dihydro-3H-indazol-3-one

First-order kinetics of the title rearrangement to 3-acetoxy-1-acetylindazole (2a), complete exchange of O-acyl groups in cross-experiments, insensitivity to change in reaction medium, lack of electronic substituent effects and activation parameters are considered as evidence in favour of a pericyclic mechanism through C=O·····C close contacts.

NEW CONVENIENT METHODS FOR THE SYNTHESIS OF 1,2-DIHYDRO-3H-INDAZOL-3-ONE AND ITS 1-ACYL DERIVATIVES

The acid hydrolysis of the readily obtainable 3-(o-carboxyphenyl)sydnones (6a-d) afforded 3-indazolones (3a-d) in yields over 90 percent. By transacylation between 1-acyl-3-acyloxyindazoles (11a-d) and 3-indazolones (3a, c), the corresponding 1-acyl-3-indazolones 10a-d resulted in pure state and yields also over 90 percent.