3682-71-1

Basic information

• Product Name: 2-phenylindazole
• Synonyms: 2-phenylindazole;2-PHENYL-2H-INDAZOLE
• CAS NO: 3682-71-1
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.2319
• Mol File: 3682-71-1.mol
• Article Data: 69

Chemical Properties

• Melting Point: 81-82 °C
• Boiling Point: 178-182 °C(Press: 6 Torr)
• Appearance: /
• Density: 1.13±0.1 g/cm3(Predicted)
• PKA: 0.16±0.30(Predicted)
• CAS DataBase Reference: 2-phenylindazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylindazole(3682-71-1)
• EPA Substance Registry System: 2-phenylindazole(3682-71-1)

Safety Data

• Hazardous Substances Data: 3682-71-1(Hazardous Substances Data)

Usage

General Description

2-phenylindazole, also known as indazolone, is a chemical compound with a molecular formula C14H11N. It is a heterocyclic aromatic organic compound containing a benzene ring fused to an indazole ring. 2-phenylindazole is used in the synthesis of pharmaceuticals, agrochemicals, and organic materials. It has been studied for its potential therapeutic applications, including as an anti-inflammatory, analgesic, and anti-cancer agent. Additionally, 2-phenylindazole has been found to have antioxidant and antiviral properties. 2-phenylindazole is of interest to researchers and industries for its diverse potential uses and biological activities.

Upstream product

• 33331-19-0 N-(2-nitrobenzyl)aniline 
• 56222-13-0 N-(2-Phenylaminomethyl-phenyl)-hydroxylamine 
• 137720-83-3 (E)-2-(phenyldiazenyl)phenylmethanol 
• 32286-81-0 2-phenyl-4,5,6,7-tetrahydro-2H-indazole 
• 17064-77-6 N-(2-nitrobenzylidene)aniline 
• 60418-20-4 indazolo<3,2-b>benzothiazole 
• 70704-39-1 3-chloro-2-phenyl-2H-indazole 
• 6319-21-7 2-(hydroxymethyl)azobenzene 
• 10359-18-9 N-(4-nitrobenzyl)aniline 
• 271-44-3 benzimidazole 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 60109-75-3 2-phenylindazoline 
• 262364-62-5 1-o-bromobenzyl-1-phenylhydrazine 
• 1624-50-6 (Ε)-N-(2-nitrobenzylidene)aniline 

Downstream Products

• 91002-55-0 3-Bromo-2-phenyl-2H-indazole 
• 61063-06-7 7-nitro-2-phenyl-2H-indazole 
• 60109-75-3 2-phenylindazoline 
• 20887-06-3 N-(2-aminobenzyl)aniline 
• 3682-56-2 2-phenylazo-benzoic acid 
• 1201938-12-6 3-(2-chloropyridin-4-yl)-2-phenyl-2H-indazole 
• 1201938-08-0 3-(4-chlorophenyl)-2-phenyl-2H-indazole 
• 54184-69-9 2,3-diphenyl-2H-indazole 
• 1201938-10-4 3-(3-chlorophenyl)-2-phenyl-2H-indazole 
• 1201938-09-1 2-phenyl-3-(2-methylphenyl)-2H-indazole 
• 1201938-14-8 1-(4-(2-phenyl-2H-indazol-3yl)phenyl)ethanone 
• 1201938-07-9 ethyl 4-(2-phenyl-2H-indazol-3-yl)benzoate 
• 1201938-06-8 3-(4-bromophenyl)-2-phenyl-2H-indazole 
• 1201938-13-7 3-(4-cyanophenyl)-2-phenyl-2H-indazole 

Relevant articles and documents

Synthesis and Antitumor Activity Evaluation of Cyclometalated 2H-Indazole Ruthenium(II) and Iridium(III) Complexes

In this work, a series of novel C?N cyclometalated 2H-indazole Ru(II) and Ir(III) complexes were synthesized, wherein chelating ligands with substituents like H, and isopropyl group in the R4 position of the phenyl ring of the 2H-indazole chela

Ionic diamine rhodium complex catalyzed reductive N-heterocyclization of N-(2-nitroarylidene)amines

Ionic diamine rhodium complexes catalyze the reductive N-heterocyclization of N-(2-nitroarylidene)amines under carbon monoxide to afford the corresponding 2H-indazoles in up to 75% yields.

Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles

A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.

Direct C3 Carbamoylation of 2H-Indazoles

We developed a novel method for direct C3 carbamoylation of 2H-indazoles using oxamic acids as carbamoyl radical sources. In the presence of ammonium persulfate, carbamoyl radicals were generated from oxamic acids, then used for further reactions with 2H-indazoles to afford the desired products. The reaction proceeds under metal- and catalyst-free conditions. This simple process allows for the efficient synthesis of C3 carbamoylated 2H-indazoles, which are important scaffolds in organic synthesis.

Manganese-Catalyzed Electrochemical Tandem Azidation-Coarctate Reaction: Easy Access to 2-Azo-benzonitriles

A one-pot cascade transformation consisting of an electrochemically driven azidation of 2H-indazole followed by coarctate fragmentation is developed to synthesize the 2-azo-benzonitrile motif. This manganese-catalyzed transformation is external-chemical-oxidant-free and operates at ambient temperature under air. This methodology exhibits good functional group tolerance, affording a broad range of substrate scopes of up to 89% isolated yield. Diverse derivatization of the 2-azo-benzonitrile product resulted in other valuable scaffolds.