28519-78-0

Basic information

• Product Name: 1H-Indazol-3-amine, 1-(phenylmethyl)-
• CAS NO: 28519-78-0
• Molecular Formula: C14H13N3
• Molecular Weight: 223.277
• Mol File: 28519-78-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1H-Indazol-3-amine, 1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indazol-3-amine, 1-(phenylmethyl)-(28519-78-0)
• EPA Substance Registry System: 1H-Indazol-3-amine, 1-(phenylmethyl)-(28519-78-0)

Safety Data

• Hazardous Substances Data: 28519-78-0(Hazardous Substances Data)

Usage

Chemical class

Indazole

Usage

Synthesis of pharmaceuticals and organic compounds

Biological and pharmacological activities

Potential applications in drug discovery and development

Phenylmethyl group

May contribute to interactions with biological targets, valuable building block in medicinal chemistry and drug design.

Upstream product

• 874-05-5 3-aminoindazole 
• 100-44-7 benzyl chloride 
• 185011-20-5 1-benzylideneamino-3-nitroindazole 
• 408322-05-4 1,3-diaminoindazole 
• 408322-07-6 3-amino-1-benzylideneaminoindazole 
• 1219024-53-9 2-(2-(diphenylmethylene)hydrazinyl)benzonitrile 
• 132475-60-6 2-bromobenzamidoxime 

Relevant articles and documents

Cascade Synthesis of Kinase-Privileged 3-Aminoindazoles via Intramolecular N-N Bond Formation

3-Aminoindazoles are privileged scaffolds for bioactive drug-like molecules. In this study, a microwave-assisted cascade reaction for the synthesis of N-1 substituted 3-aminoindazoles with yields up to 81% has been developed. Starting from 3-(2-bromoaryl)-1,2,4-oxadiazol-5(4H)-ones, the reaction exhibits a broad substrate scope including anilines, aliphatic amines, and sulfonamides and bypasses selectivity issues between N-1 and 3-amino group. Furthermore, the Differential Scanning Fluorimetry screen of a kinase panel demonstrated the value of targeting N-1 substituted 3-aminoindazoles as kinase-biased fragments.

Assembly of Primary (Hetero)Arylamines via CuI/Oxalic Diamide-Catalyzed Coupling of Aryl Chlorides and Ammonia

A general and practical catalytic system for aryl amination of aryl chlorides with aqueous or gaseous ammonia has been developed, with CuI as the catalyst and bisaryl oxalic diamides as the ligands. The reaction proceeds at 105-120°C to provide a diverse set of primary (hetero)aryl amines in high yields with various functional groups.

Two-step synthesis of substituted 3-aminoindazoles from 2-bromobenzonitriles

A general two-step synthesis of substituted 3-aminoindazoles from 2-bromobenzonitriles involving a palladium-catalyzed arylation of benzophenone hydrazone followed by an acidic deprotection/cyclization sequence is described. This procedure offers a general and efficient alternative to the typical S NAr reaction of hydrazine with o-fluorobenzonitriles.