3720-41-0

Usage

Uses

Used in Pharmaceutical Applications:
(AZA((3-(TRIFLUOROMETHYL)PHENYL)AMINO)METHYLENE)METHANE-1,1-DICARBONITRILE is used as a compound in the pharmaceutical industry for its potential therapeutic properties. Its unique molecular structure allows for exploration in the development of new drugs and therapies.
Used in Material Science:
In the field of material science, (AZA((3-(TRIFLUOROMETHYL)PHENYL)AMINO)METHYLENE)METHANE-1,1-DICARBONITRILE is utilized as a component in the creation of organic dyes and pigments. Its specific chemical properties contribute to the development of novel materials with enhanced characteristics.
Used in Research and Development:
(AZA((3-(TRIFLUOROMETHYL)PHENYL)AMINO)METHYLENE)METHANE-1,1-DICARBONITRILE is also used as a subject of study in research and development. Its potential biological activity and therapeutic properties make it an important target for further investigation, with the aim of discovering new applications and uses in various industries.

Upstream product

• 68657-27-2 2-Cyano-3-[N'-dicyanomethylene-N-(3-trifluoromethyl-phenyl)-hydrazino]-acrylonitrile 
• 98-16-8 3-trifluoromethylaniline 
• 109-77-3 malononitrile 

Downstream Products

• 28240-50-8 N-Carbo-ethoxy-(dicyanocarbonyl-3-trifluoromethylphenylhydrazon) 
• 791826-77-2 5,7-dimethyl-3-((3-(trifluoromethyl)phenyl)diazenyl)pyrazolo[1,5-a]pyrimidin-2-amine 
• 1015913-57-1 1-phenyl-4-((3-(trifluoromethyl)phenyl)diazenyl)-1H-pyrazole-3,5-diamine 
• 28225-19-6 N-Acetyl-dicyanocarbonyl-3-trifluoromethylphenylhydrazon 
• 28225-21-0 N-Propionyl-dicyanocarbonyl-3-trifluoromethylphenylhydrazon 

Relevant academic research and scientific papers

Discovery, SAR study and ADME properties of methyl 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate as an HIV-1 replication inhibitor

Inspired by the antiviral activity of known pyrazole-based HIV inhibitors, we screened our in-house library of pyrazole-based compounds to evaluate theirin celluloactivity against HIV-1 replication. Two hits with very similar structures appeared from single and multiple-round infection assays to be non-toxic and active in a dose-dependent manner. Chemical expansion of their series allowed an in-depth and consistent structure-activity-relationship study (SAR) to be built. Further ADME evaluation led to the selection of 4-amino-3-cyano-1-(2-benzyloxyphenyl)-1H-pyrazole-5-carboxylate with an advantageous pharmacokinetic profile. Finally, examination of its mode of action revealed that this compound does not belong to the three main classes of anti-HIV drugs, a feature of prime interest in the context of viral resistance.

Design, synthesis, cytotoxicity and molecular modeling studies of some novel fluorinated pyrazole-based heterocycles as anticancer and apoptosis-inducing agents

3,5-Diamino-4-(3-trifluoromethylphenyldiazenyl)-1H-pyrazole was used as a starting scaffold for the synthesis of new pyrazole-based heterocycles to study their effects on the proliferation of three human cancer cell lines; human liver carcinoma cell line (HepG-2), colon cancer cell line (HCT-116) and human breast cancer cell line (MCF-7) using MTT assay. The synthesized compounds were characterized on the basis of IR, 1H NMR, 13C NMR, mass spectral data and elemental analysis results. Cytotoxicity assay results revealed that some of the compounds showed potent growth inhibition against all the cell lines tested, with IC50 values in the range of 0.64–7.73?μg/mL. Breast cancer cells were used for further detailed studies to understand the mechanism of cell growth inhibition and apoptosis-inducing effect of the most active compounds. The results indicated that compounds 3a, 10b and 11a arrested MCF-7 cells at G2/M phase of the cell cycle and might induce apoptosis via caspase-3-dependent pathway. Molecular modeling and binding mode analysis of the most active compounds to caspase 3 active site further provide a synergistic mechanism for their pro-apoptotic effects. In order to explore the structural requirements controlling the observed cytotoxic properties, 3D pharmacophore model was generated.