43067-41-0

Usage

Uses

Used in Pharmaceutical Industry:
5,7-Dimethyl-1H-indazole is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with diverse therapeutic applications. Its unique chemical structure allows for the creation of molecules with specific biological activities, making it a valuable component in medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 5,7-Dimethyl-1H-indazole is utilized as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its incorporation into these products can enhance their effectiveness in controlling pests and weeds, thereby contributing to increased crop yields and agricultural productivity.
Used in Industrial Product Synthesis:
5,7-Dimethyl-1H-indazole is employed as a building block in the synthesis of a range of industrial products, including dyes, pigments, and other specialty chemicals. Its versatility in chemical reactions enables the creation of a variety of compounds with specific properties tailored to different applications.
Used as an Antimicrobial Agent:
5,7-Dimethyl-1H-indazole is used as an antimicrobial agent for its potential to inhibit the growth of various microorganisms. This property makes it a candidate for use in applications where controlling microbial contamination is crucial, such as in the development of antimicrobial coatings or in the formulation of disinfectants.
Used as an Anti-Inflammatory Agent:
Due to its anti-inflammatory potential, 5,7-Dimethyl-1H-indazole is considered for use in the development of anti-inflammatory drugs. Its ability to modulate inflammatory responses could contribute to the treatment of various conditions characterized by inflammation, offering a new avenue for therapeutic intervention.

InChI:InChI=1/C9H10N2/c1-6-3-7(2)9-8(4-6)5-10-11-9/h3-5H,1-2H3,(H,10,11)

Upstream product

• 75-89-8 2,2,2-trifluoroethanol 
• 333-20-0 potassium thioacyanate 
• 19080-14-9 (Z)-2,4,6-Trimethylphenylazo tert-butylsulfide 
• 67-64-1 acetone 
• 64-17-5 ethanol 
• 14213-00-4 2,4,6-trimethylaniline azide 
• 1379655-58-9 [MesBC₄Ph₄(C₆H₆)] 

Downstream Products

• 93832-50-9 2,5,6-trifluoro-4-(2,4,6-trimethylphenylazo)pyrimidine 
• 857800-75-0 1-acetyl-5,7-dimethyl-1H-indazole 
• 1414526-78-5 C₂₇H₁₀BF₁₅N₂ 
• 847906-31-4 3-iodo-5,7-dimethyl-1H-indazole 

Relevant academic research and scientific papers

Formation of BN Isosteres of Azo Dyes by Ring Expansion of Boroles with Azides

Herein, we present the results of our investigations on the effect of ortho substitution of aryl azides on the ring-expansion reaction of boroles, five-membered unsaturated boron heterocycles. These studies led to the isolation of the first 1,2-azaborinin

Anomalous Staudinger reaction at intramolecular frustrated P-B Lewis pair frameworks

The FLP-mesityl azide addition products 5, formed by FLP-addition to the terminal azide nitrogen atom, undergo N-N bond cleavage in an unusual variant of the Staudinger reaction upon thermolysis or photolysis to give an internally borane stabilized [P]NH

Behaviour of Arylazo tert-Butyl Sulfides with Ketone Enolates. Competition between SRN1 α-Arylation and Azocoupling Reactions.

(Z)-Arylazo tert-butyl sulfides 1a-i react, in DMSO and at room temperature, with potassium acetone enolate to give good yields of 1-aryl-2-propanones via spontaneous SRN1 dark reactions. α-Phenylation of pincolone and acetophenone enolates by 1a likewise occurs in excellent yields.In agreement with the involvement of an electron-transfer catalyzed chain process, the reaction of the 4-bromo derivative 1n with pinacolone enolate gives mainly the bis-substitution product 13.With azosulfides 1j-m the arylation pathway competes with a base-induced thiol elimination eventually leading, depending on the structure of the azosulfide, to indazoles 8 or 11 and/or to 2-oxopropanal arylhydrazones 9, 10 or 12.

Dediazoniation of Arenediazonium Ions. Part XIX. Effect of Thiocyanate Ion in the Reactions of 2,4,6-Trimethylbenzenediazonium Tetrafluoroborate in 2,2,2-trifluoroethanol

The dediazoniation of 2,4,6-trimethylbenzenediazonium tetrafluoroborate (1) in 2,2,2-trifluoroethanol (TFE) was studied in the presence of potassium thiocyanate.The effect of added salt on the dediazoniation rate, the Nα-Nβ rearrangement (Eqn. 2), the exchange of the 15N-labelled diazo group with molecular nitrogen (Eqn. 3), and the reaction products was determinated.With 0.3M KSCN a dediazoniation-rate increase of 16.5percent was achieved, and the amounts of rearranged and exchanged product were reduced to 88percent and 70percent, respectively, of the values found in pure TFE.The dediazoniation products formed are ArF (3), ArOCH2CF3 (4), ArSCN (5), ArNCS (6) and traces of 5,7-dimethylindazole (7).All the data are in agreement with, and support the previously proposed mechanism (Eqn. 1) of heterolytic dediazoniation of arenediazonium salts.