14678-98-9

Usage

Compound Class

Aromatic amines

Usage

Pharmaceutical industry building block

Known Properties

Potential antitumor and antibacterial

Applications

Synthesis of bioactive compounds, drugs, and agrochemicals

Importance

Valuable intermediate and research tool

Precautions

Risks to human health and environment if improperly managed or disposed of

Upstream product

• 19866-98-9 (E/Z)-3-aminoprop-2-enenitrile 
• 529-27-1 2-methylphenylhydrazine 
• 15001-09-9 ethyl 5-amino-1-(2-methylphenyl)-1H-pyrazole-4-carboxylate 

Downstream Products

• 1210047-50-9 4-bromo-1-(2-methylphenyl)-1H-pyrazol-5-amine 

Relevant academic research and scientific papers

Asymmetric synthesis of the four diastereoisomers of a novel non-steroidal farnesoid X receptor (FXR) agonist: Role of the chirality on the biological activity

An asymmetric synthetic strategy was designed for the preparation of the four possible diastereoisomers of 3,6-dimethyl-1-(2-methylphenyl)-4-(4- phenoxyphenyl)-4,8-dihydro-1H-pyrazolo[3,4-e][1,4]thiazepin-7-one, a non-steroidal FXR agonist, we recently discovered following a virtual screening approach. The results obtained from an AlphaScreen assay clearly demonstrated that only the isomer endowed with 4R,6S absolute configuration is responsible for the biological activity. A deep investigation of the different putative binding modes adopted by these enantiomerically pure ligands using computational modeling studies confirmed the enantioselectivity of FXR towards this class of molecules.

Identification and optimization of substituted 5-aminopyrazoles as potent and selective adenosine A1 receptor antagonists

Potent and selective adenosine A1 receptor antagonists were disclosed. SAR and pharmacological profile of selected compounds were discussed.