1185162-28-0

Basic information

• Product Name: 5-Amino-1-tert-butyl-3-(3-methylbenzyl)-4-cyanopyrazole
• Synonyms: 5-Amino-1-(1,1-Dimethylethyl)-3-[(3-methylphenyl)methyl]-1H-pyrazole-4-carbonitrile;5-Amino-1-tert-butyl-3-(3-methylbenzyl)-4-cyanopyrazole
• CAS NO: 1185162-28-0
• Molecular Formula: C16H20N4
• Molecular Weight: 268.3568
• Product Categories: Aromatics Compounds;Aromatics;Heterocycles;Aromatics, Heterocycles
• Mol File: 1185162-28-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 444.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform, DCM, Ethyl Acetate, Methanol
• PKA: 0.72±0.10(Predicted)
• CAS DataBase Reference: 5-Amino-1-tert-butyl-3-(3-methylbenzyl)-4-cyanopyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Amino-1-tert-butyl-3-(3-methylbenzyl)-4-cyanopyrazole(1185162-28-0)
• EPA Substance Registry System: 5-Amino-1-tert-butyl-3-(3-methylbenzyl)-4-cyanopyrazole(1185162-28-0)

Safety Data

• Hazardous Substances Data: 1185162-28-0(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

5-Amino-1-(1,1-dimethylethyl)-3-[(3-methylphenyl)methyl]-1H-pyrazole-4-carbonitrile is an derivative in the synthesis of small molecule inhibitors of calcium-dependent protein kinase 1 to prevent infection by toxoplasma gondii.

Upstream product

• 13910-79-7 2-(3-methylphenyl)acetyl chloride 
• 621-36-3 m-methylphenylacetic acid 
• 32064-67-8 tert-butylhydrazine 
• 1354825-99-2 C₁₃H₁₂N₂O 

Relevant articles and documents

Optimizing small molecule inhibitors of calcium-dependent protein kinase 1 to prevent infection by toxoplasma gondii

Toxoplasma gondii is sensitive to bulky pyrazolo [3,4-d] pyrimidine (PP) inhibitors due to the presence of a Gly gatekeeper in the essential calcium dependent protein kinase 1 (CDPK1). Here we synthesized a number of new derivatives of 3-methyl-benzyl-PP (3-MB-PP, or 1). The potency of PP analogues in inhibiting CDPK1 enzyme activity in vitro (low nM IC50 values) and blocking parasite growth in host cell monolayers in vivo (low μM EC 50 values) were highly correlated and occurred in a CDPK1-specific manner. Chemical modification of the PP scaffold to increase half-life in the presence of microsomes in vitro led to identification of compounds with enhanced stability while retaining activity. Several of these more potent compounds were able to prevent lethal infection with T. gondii in the mouse model. Collectively, the strategies outlined here provide a route for development of more effective compounds for treatment of toxoplasmosis and perhaps related parasitic diseases.