1072944-89-8

Usage

Uses

Used in Pharmaceutical Industry:
5-AMINO-1-(3-BROMOPHENYL)-3-METHYL-1H-PYRAZOLE-4-CARBONITRILE is used as a reactant in the preparation of phenylpyrazole derivatives. These derivatives have shown potential as novel anti-HIV agents, making 5-AMINO-1-(3-BROMOPHENYL)-3-METHYL-1H-PYRAZOLE-4-CARBONITRILE a valuable starting material for the development of new treatments against the human immunodeficiency virus.
Used in Chemical Synthesis:
In the field of chemical synthesis, 5-AMINO-1-(3-BROMOPHENYL)-3-METHYL-1H-PYRAZOLE-4-CARBONITRILE is used as a building block for the synthesis of tetrazole compounds. These compounds have demonstrated activity against Leishmania, a parasitic disease that affects millions of people worldwide. By incorporating 5-AMINO-1-(3-BROMOPHENYL)-3-METHYL-1H-PYRAZOLE-4-CARBONITRILE into the synthesis process, researchers can develop new and more effective treatments for Leishmaniasis.

Upstream product

• 27246-81-7 3-bromophenylhydrazine hydrochloride 
• 5417-82-3 (1-ethoxyethylidene)malononitrile 
• 40887-80-7 3-bromophenylhydrazine 

Downstream Products

• 1448812-40-5 N-(5-(((1-(3-bromophenyl)-4-cyano-3-methyl-1H-pyrazol-5-yl)amino)methyl)-3-chloro-2-hydroxyphenyl)propionamide 
• 1448812-69-8 1-([1,1'-biphenyl]-3-yl)-5-amino-3-methyl-1H-pyrazole-4-carbonitrile 

Relevant academic research and scientific papers

The pyrazole derivative or its salt in a pharmaceutical composition containing them

PROBLEM TO BE SOLVED: To provide a novel compound and a pharmaceutical composition useful for treatment and/or prevention of HIV virus infections.SOLUTION: Provided is a pyrazole derivative represented by the general formula (I) or a salt thereof (in the

Structure-activity relationship study of phenylpyrazole derivatives as a novel class of anti-HIV agents

The structure-activity relationship of phenylpyrazole derivative 1 was investigated for the development of novel anti-HIV agents. Initial efforts revealed that the diazenyl group can be replaced by an aminomethylene group. In addition, we synthesized various derivatives by the reductive amination of benzaldehydes with 5-aminopyrazoles and carried out parallel structural optimization on the benzyl group and the pyrazole ring. This optimization led to a six-fold more potent derivative 32j than the lead compound 1, and this derivative has a 3′,4′-dichloro-(1,1′-biphenyl)-3-yl group.

Synthesis and activity of novel tetrazole compounds and their pyrazole-4-carbonitrile precursors against Leishmania spp

A new series of 5-(1-aryl-3-methyl-1H-pyrazol-4-yl)-1H-tetrazole derivatives (4a-m) and their precursor 1-aryl-3-methyl-1H-pyrazole-4- carbonitriles (3a-m) were synthesized and evaluated as antileishmanials against Leishmania braziliensis and Leishmania amazonensis promastigotes in vitro. In parallel, the cytotoxicity of these compounds was evaluated on the RAW 264.7 cell line. The results showed that among the assayed compounds the substituted 3-chlorophenyl (4a) (IC50/24 h = 15 ± 0.14 μM) and 3,4-dichlorophenyl tetrazoles (4d) (IC50/24 h = 26 ± 0.09 μM) were the most potent against L. braziliensis promastigotes, as compared the reference drug pentamidine, which presented IC50 = 13 ± 0.04 μM. In addition, 4a and 4d derivatives were less cytotoxic than pentamidine. However, these tetrazole derivatives (4) and pyrazole-4- carbonitriles precursors (3) differ against each of the tested species and were more effective against L.braziliensis than on L. amazonensis.