21683-30-7

Usage

InChI:InChI=1/C11H13N3/c1-8-11(12)9(2)14(13-8)10-6-4-3-5-7-10/h3-7H,12H2,1-2H3

Upstream product

• 715-99-1 1-phenyl-3,5-dimethyl-4-nitrosopyrazole 
• 5809-38-1 3,5-dimethyl-4-nitro-1-phenyl-1H-pyrazole 
• 90946-24-0 3-methyl-4-nitro-1-phenyl-1H-pyrazole 

Downstream Products

• 109385-56-0 Methyl <<4-(3,5-dimethyl-1-phenyl)pyrazolyl>amino>(phenylhydrazono)acetate 
• 109385-57-1 5-Methoxycarbonyl-7,8-dihydro-3-methyl-1,7-diphenyl-1H,4H-pyrazolo<5,4-e><1,2,4>triazepine 

Relevant academic research and scientific papers

Depsipeptides Featuring a Neutral P1 Are Potent Inhibitors of Kallikrein-Related Peptidase 6 with On-Target Cellular Activity

Kallikrein-related peptidase 6 (KLK6) is a secreted serine protease that belongs to the family of tissue kallikreins (KLKs). Many KLKs are investigated as potential biomarkers for cancer as well as therapeutic drug targets for a number of pathologies. KLK6, in particular, has been implicated in neurodegenerative diseases and cancer, but target validation has been hampered by a lack of selective inhibitors. This work introduces a class of depsipeptidic KLK6 inhibitors, discovered via high-throughput screening, which were found to function as substrate mimics that transiently acylate the catalytic serine of KLK6. Detailed structure-activity relationship studies, aided by in silico modeling, uncovered strict structural requirements for potency, stability, and acyl-enzyme complex half-life. An optimized scaffold, DKFZ-251, demonstrated good selectivity for KLK6 compared to other KLKs, and on-target activity in a cellular assay. Moreover, DKFZ-633, an inhibitor-derived activity-based probe, could be used to pull down active endogenous KLK6.

Sensitized photoreduction of nitrosoazoles on titanium dioxide

The photosensitized reduction of some 4-nitrosopyrazoles and 4- nitrosoimidazoles using titanium dioxide as a photocatalyst has been investigated. The photoreaction produces the corresponding 4-aminoazoles and assumes an initial electron transfer from the conduction band of the excited titanium dioxide to the nitroso compound, followed by hydrogen transfer from the solvent. The photoreduction reaction takes also place by irradiating nitrosoazoles in the presence of triethylamine in acetonitrile, pointing out the electron transfer also to occur from a ground state donor to the excited nitrosoazole.

Reactions of pyrazoles and pyrazolium salts with complex metal hydrides and organometallic reagents. Synthesis of pyrazolines and pyrazolidines

2-Pyrazolin-4-oximes have been synthesized by reaction of 4-nitroso- and 4-nitropyrazoles with complex metal hydrides and organometallic reagents. Furthermore, 4-nitropyrazolium tetrafluoroborates are reactive substrates towards organolithium and Grignard