1848-46-0

Usage

Uses

Used in Pharmaceutical Synthesis:
2-BENZYL-1,2-DIHYDRO-INDAZOL-3-ONE is used as a key intermediate in the synthesis of pharmaceuticals for its ability to facilitate the creation of diverse medicinal compounds through various chemical reactions.
Used in Agrochemical Production:
In the agrochemical industry, 2-BENZYL-1,2-DIHYDRO-INDAZOL-3-ONE is utilized as a building block for the development of agrochemicals, contributing to the advancement of products for agricultural applications.
Used in Organic Chemical Reactions:
2-BENZYL-1,2-DIHYDRO-INDAZOL-3-ONE is employed as a reactant in organic chemical reactions due to its capacity for oxidative addition, C-H activation, and cross-coupling, making it instrumental in the synthesis of complex organic molecules.

InChI:InChI=1/C14H12N2O/c17-14-12-8-4-5-9-13(12)15-16(14)10-11-6-2-1-3-7-11/h1-9,15H,10H2

Upstream product

• 7364-25-2 3-indazolinone 
• 100-39-0 benzyl bromide 
• 195611-39-3 1-(N-benzylamino)-2-nitrobenzylphosphonic acid 
• 195611-43-9 diethyl 1-(N-benzylamino)-2-nitrobenzylphosphonate 
• 95982-61-9 o-nitro-N-benzyl(benzylamine) 
• 16105-24-1 1-N-ethoxycarbonyl-3-hydroxy-1H-indazole 
• 612-25-9 2-Nitrobenzyl alcohol 
• 85600-11-9 N-Benzylammonium-N'-benzylcarbaminat 
• 552-16-9 ortho-nitrobenzoic acid 
• 100-46-9 benzylamine 
• 52745-10-5 N-(phenylmethyl)-2-nitrobenzamide 
• 100-52-7 benzaldehyde 
• 33906-30-8 2-hydrazinobenzoic acid hydrochloride 
• 4036-59-3 2-benzylidene-1-(2-carboxyphenyl)hydrazine 

Downstream Products

• 109632-72-6 2-Benzyl-1-methyl-1,2-dihydro-indazol-3-one 

Relevant academic research and scientific papers

Claimed 2,1-benzisoxazoles are indazalones

(Chemical Equation Presented) Claims, by two groups, to have prepared 2,1-benzisoxazole derivatives are corrected to show that the products are indazalones (5). In addition, a simple preparation of 3-oxysubstituted 2H-indazole, by an unrecognized method i

A B2(OH)4-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library

Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B2(OH)4-mediated reductive N-N b

Photocatalyst-free Synthesis of Indazolones under CO2 Atmosphere

A convenient photocatalyst-free method for the synthesis of redox-active 1,2-dihydro-3H-indazol-3-one derivatives from (2-nitroaryl)methanol and amines was developed. The reaction proceeded efficiently at room temperature by irradiation of UV light under CO2 atmosphere (1.0 atm, flow) without any photocatalysts or additives. This mild, operationally simple method shows wide functional tolerance. The carbamate formed in situ from CO2 and amine is proposed to be the key of this reaction. Some of these compounds synthesized by the present method were found to exhibit high anticancer activities, which can lower the viability of cancerous cell lines such as HeLa, MCF-7 and U87.

Preparation method for synthesizing indazolinone compound by carbon dioxide promotion and photocatalyst-free photo-induction

The invention discloses a preparation method for synthesizing an indazolinone compound by carbon dioxide promotion and photocatalyst-free photo-induction. A quinoline 2-nitrobenzyl alcohol compound and an amine derivative serve as raw materials, low-priced and easily available common bulbs serve as reaction light sources, carbon dioxide serves as a promoter, common organic solvents serve as reaction solvents, reaction is performed at a certain temperature for a certain time, the indazolinone compound can be prepared in a high-yield and high-selectivity manner, and high yield is obtained in gram-scale amplification reaction.

N-N Bond Formation between Primary Amines and Nitrosos: Direct Synthesis of 2-Substituted Indazolones with Mechanistic Insights

A concise, one-step route to indazolones from primary alkyl amines and o-nitrobenzyl alcohols is reported. The key step in this readily scalable indazolone forming process involves base-mediated in situ o-nitrobenzyl alcohol → o-nitrosobenzaldehyde conversion. Although this functional group interconversion is known to be useful for 2H-indazole synthesis, its reactivity was modulated for indazolone formation.

Photochemical Preparation of 1,2-Dihydro-3 H-indazol-3-ones in Aqueous Solvent at Room Temperature

o-Nitrosobenzaldehyde is a reactive intermediate useful in the synthesis of nitrogen heterocycles. Previous strategies for using o-nitrosobenzaldehyde involve its isolation via chromatography and/or formation under harsh conditions. Herein, this intermedi

Synthesis, biological evaluation and chemometric analysis of indazole derivatives. 1,2-Disubstituted 5-nitroindazolinones, new prototypes of antichagasic drug

Chagas disease chemotherapy, currently based on only two drugs, nifurtimox and benznidazole, is far from satisfactory and therefore the development of new antichagasic compounds remains an important goal. On the basis of antichagasic properties previously

Hypolipidemic Activity of Phthalimide Derivatives. 7. Structure-Activity Studies of Indazolone Analogues

The apparent benefit of limiting serum cholesterol and triglyceride levels either by dietary restriction or drug therapy has prompted work in our laboratories toward development of a suitable antihyperlipidemic agent.We have demonstrated the antihyperlipi