92133-93-2

Usage

Chemical structure

1H-Pyrazol-5-amine, 3-methyl-1-[(4-methylphenyl)sulfonyl]contains a pyrazole ring, an amine group at the 5th position, a methyl group at the 3rd position, and a sulfonyl group at the 1st position.

Building block

1H-Pyrazol-5-amine, 3-methyl-1-[(4-methylphenyl)sulfonyl]- is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds.

Reactivity

The sulfonyl group imparts a high degree of reactivity and can participate in diverse chemical reactions, making 1H-Pyrazol-5-amine, 3-methyl-1-[(4-methylphenyl)sulfonyl]- valuable in organic synthesis.

Biological activity

The compound has potential biological activity and may act as a ligand for receptors or enzymes.

Medicinal chemistry and drug development

Due to its potential biological activity, it is a subject of interest in medicinal chemistry and drug development.

Versatility

1H-Pyrazol-5-amine, 3-methyl-1-[(4-methylphenyl)sulfonyl]is a versatile chemical with multiple potential applications in various fields.

Upstream product

• 31230-17-8 3-amino-5-methylpyrazole 
• 98-59-9 p-toluenesulfonyl chloride 
• 1118-61-2 3-Aminocrotononitrile 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Relevant academic research and scientific papers

Search for potent and selective Aurora A inhibitors based on general Ser/Thr kinase pharmacophore model

Based on the data for compounds known from the literature to be active against various types of Ser/Thr kinases, a general pharmachophore model for these types of kinases was developed. The search for the molecules fitting to this pharmacophore among the ASINEX proprietary library revealed a number of compounds, which were tested and appeared to possess some activity against Ser/Thr kinases such as Aurora A, Aurora B and Haspin. Our work on the optimization of these molecules against Aurora A kinase allowed us to achieve several hits in a 3-5 nM range of activity with rather good selectivity and Absorption, Distribution, Metabolism, and Excretion (ADME) properties, and cytotoxicity against 16 cancer cell lines. Thus, we showed the possibility to fine-tune the general Ser/Thr pharmacophore to design active and selective compounds against desired types of kinases.

General Ser/Thr Kinases Pharmacophore Approach for Selective Kinase Inhibitors Search as Exemplified by Design of Potent and Selective Aurora A Inhibitors

A general pharmachophore model for various types of Ser/Thr kinases was developed. Search for the molecules fitting to this pharmacophore among ASINEX proprietary library revealed a number of compounds, which were tested and appeared to possess some activity against several Ser/Thr kinases such as Aurora A, Aurora B and Haspin. The possibility of performing the fine-tuning of the general Ser/Thr pharmacophore to desired types of kinase to get active and selective inhibitors was exemplified by Aurora A kinase. As a result, several hits in 3–5?nm range of activity against Aurora A kinase with rather good selectivity and ADME properties were obtained.

Aminopyrazoles. V . Structure Assignment of 1H-Pyrazol-3- and 5-amines by Means of the 1H NMR δ(4-H)-Values of Their exo-N-Toluenesulfonyl Derivatives

From the extent of the low field chemical shift of 4-H caused by exo-N-tosylation of 1-substituted 1H-pyrazolamines it is possible to distinguish between the 3- and 5-amino-isomers.The pyrazole substituent increment system of Tensmeyer and Ainsworth has been extended to 3- and 5-amino, 3- and 5-tosylamino, 1-benzyl and 1-tosyl substituents.By comparison of δ(4-H) values, calculated with the aid of these increments, with measured δ(4-H) values, a differentiation between 3- and 5-tosylaminopyrazoles but not between 3- and 5-aminopyrazoles can be made.