52708-32-4

Usage

Uses

Used in Pharmaceutical Industry:
4-(3,5-DIMETHYL-PYRAZOL-1-YL)-PHENYLAMINE is used as an intermediate in the synthesis of pharmaceuticals for its potential biological activities. It contributes to the development of new drugs by providing a structural foundation that can be further modified to achieve desired therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(3,5-DIMETHYL-PYRAZOL-1-YL)-PHENYLAMINE is used as a precursor in the production of agrochemicals. Its incorporation aids in the creation of compounds that can be utilized in pest control and crop protection, enhancing agricultural productivity.
Used in Organic Compounds Synthesis:
4-(3,5-DIMETHYL-PYRAZOL-1-YL)-PHENYLAMINE is used as a building block in the preparation of various organic compounds, such as dyes and pigments, for applications in different industries including textiles, paints, and plastics. Its presence in these compounds can influence their color, stability, and other properties.
Used in Fine Chemicals Production:
4-(3,5-DIMETHYL-PYRAZOL-1-YL)-PHENYLAMINE also serves as a crucial component in the production of fine chemicals, which are high-purity chemicals used in various applications such as research, pharmaceuticals, and specialty industries. Its role in fine chemicals production underscores its versatility and importance in chemical synthesis.

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

Upstream product

• 13788-94-8 3,5-dimethyl-1-(4-nitrophenyl)pyrazole 
• 100-16-3 4-nitrophenylhydrazone 
• 123-54-6 acetylacetone 
• 636-99-7 4-nitrophenylhydrazine hydrochloride 

Downstream Products

• 131138-55-1 3,5-dimethyl-1-(4'-acetoacetamidophenyl)-1H-pyrazole 
• 1257651-80-1 N-(4-(3,5-dimethyl-1H-pyrazol-1-yl)phenyl)-2-(1H-indol-3-yl)-2-oxoacetamide 
• 131138-69-7 1-(4'-cyanoacetamidophenyl)-3,5-dimethyl-1H-pyrazole 
• 76458-15-6 C₁₉H₁₆N₄O₂ 

Relevant academic research and scientific papers

In Silico Design, Synthesis and Biological Evaluation of Anticancer Arylsulfonamide Endowed with Anti-Telomerase Activity

Telomerase, a reverse transcriptase enzyme involved in DNA synthesis, has a tangible role in tumor progression. Several studies have evidenced telomerase as a promising target for developing cancer therapeutics. The main reason is due to the overexpressio

Synthesis of imidazole-pyrazole conjugates bearing aryl spacer and exploring their enzyme inhibition potentials

Developing improved enzyme inhibitors is an effective therapy to counter various diseases. Aiming to build up biologically active templates, a new series of bis-diazoles conjugated with an aryl linker was designed and prepared through a convenient synthetic approach. Synthesized derivatives 6(a-m), having different substitutions at the 2nd position of the imidazole nucleus, depict the scope of present study. These compounds were characterized through spectroscopic methods and further examined for their in vitro enzyme inhibitory potentials against two selected enzymes: α-glucosidase and lipoxygenase (LOX). Overall, this series was found to be effective against α-glucosidase and moderately active against LOX enzyme. Compound 6k was the most potent α-glucosidase inhibitor with IC50 = 54.25 ± 0.67 μM as compared to reference drug acarbose (IC50 = 375.82 ± 1.76 μM). The docked conformation revealed the involvement of substituent's heteroatoms with amino acid residue Gly280 through hydrogen bonding. The most active LOX inhibitor was 6a with IC50 = 41.75 ± 0.04 μM as compared to standard baicalein (IC50 = 22.4 ± 1.3 μM). Docking model of 6a suggested the strong interaction of imidazole's nitrogen with iron atom of the active pocket of enzyme. Other features like lipophilicity, bulkiness of compounds, pi-pi interactions and/or pi-alkyl interactions also affected the inhibiting potentials of all prepared scaffolds.

Novel 1-phenyl-1H-pyrazole derivatives and use thereof

The present invention provides a novel 1 -phenyl -1. H-The present invention relates to pyrazole derivatives and uses thereof. , The present invention 1 -phenyl -1 exhibits an excellent anti-proliferative effect on cancer cells. H-The present invention relates to a pyrazole derivative compound, a pharmaceutically acceptable salt thereof, a hydrate or stereoisomer thereof, a pharmaceutical composition for preventing, alleviating, or treating cancer metastasis and proliferative diseases comprising the same as an active ingredient.

Method for preparing amine through catalytic reduction of nitro compound by cyclic (alkyl) (amino) carbene chromium complex

The cyclic (alkyl) (amino) carbene chromium complex is prepared from corresponding ligand salt, alkali and CrCl3 and used for catalyzing pinacol borane to reduce nitro compounds in an ether solvent under mild conditions to generate corresponding amine. The method for preparing amine has the advantages of cheap and accessible raw materials, mild reaction conditions, wide substrate application range, high selectivity and the like, and is simple to operate.

Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications

Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for the retention of various reducible functionalities and the compatibility of sensitive groups toward hydroboration, thereby providing a mild, chemoselective, and facile strategy to form anilines, as well as heteroaryl and aliphatic amine derivatives, with broad scope and particularly high turnover numbers (up to 1.8 × 106). Mechanistic studies, based on theoretical calculations, indicate that the CAAC ligand plays an important role in promoting polarity reversal of hydride of HBpin; it serves as an H-shuttle to facilitate deoxygenative hydroboration. The preparation of several commercially available pharmaceuticals by means of this strategy highlights its potential application in medicinal chemistry.

Design and Performance Validation of a Conductively Heated Sealed-Vessel Reactor for Organic Synthesis

A newly designed robust and safe laboratory scale reactor for syntheses under sealed-vessel conditions at 250 °C maximum temperature and 20 bar maximum pressure is presented. The reactor employs conductive heating of a sealed glass vessel via a stainless steel heating jacket and implements both online temperature and pressure monitoring in addition to magnetic stirring. Reactions are performed in 10 mL borosilicate vials that are sealed with a silicone cap and Teflon septum and allow syntheses to be performed on a 2-6 mL scale. This conductively heated reactor is compared to a standard single-mode sealed-vessel microwave instrument with respect to heating and cooling performance, stirring efficiency, and temperature and pressure control. Importantly, comparison of the reaction outcome for a number of different synthetic transformations performed side by side in the new device and a standard microwave reactor suggest that results obtained using microwave conditions can be readily mimicked in the operationally much simpler and smaller conventionally heated device.

HETEROCYCLICALLY SUBSTITUTED INDOLINONES, THEIR PRODUCTION AND USE AS MEDICAMENTS

The invention relates to heterocyclically substituted indolinones of general formula (I), in which R1 to R5 and X are defined as cited in claim 1, to their tautomers, diastereomers, enantiomers and to their mixtures, prodrugs and salts, in particular their physiologically compatible salts. Said compounds exhibit valuable pharmacological characteristics, in particular an inhibiting action on various receptor tyrosine kinases and cyclin-CDK complexes and on the proliferation of endothelial cells and various tumour cells. The invention also relates to medicaments containing said compounds, to the use of the latter and to a method for producing the same.