31618-80-1

Usage

Uses

Used in Pharmaceutical Industry:
3-METHYL-5-(2-THIENYL)-1H-PYRAZOLE serves as a key building block for the development of pharmaceutical drugs. Its unique structure allows it to interact with biological targets, making it a valuable component in the creation of new medications with potential applications in treating various diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical sector, 3-METHYL-5-(2-THIENYL)-1H-PYRAZOLE is utilized as a component in the synthesis of agrochemicals. Its incorporation into these products can enhance their effectiveness in protecting crops from pests and diseases, thereby contributing to increased agricultural productivity.
Used in Medicinal Chemistry Research:
3-METHYL-5-(2-THIENYL)-1H-PYRAZOLE is employed as a subject of study in medicinal chemistry research. Scientists explore its biological activities, such as its anti-inflammatory, antifungal, and anticancer properties, to understand its potential as a therapeutic agent and to develop new drugs based on its chemical structure.
Used as a Ligand in Coordination Chemistry:
3-METHYL-5-(2-THIENYL)-1H-PYRAZOLE also functions as a ligand in coordination chemistry. Its ability to bind with metal ions is exploited in the design and synthesis of coordination compounds, which have applications in various fields, including catalysis, materials science, and supramolecular chemistry.
Used as a Reagent in Organic Reactions:
Furthermore, 3-METHYL-5-(2-THIENYL)-1H-PYRAZOLE is utilized as a reagent in organic reactions. Its unique chemical properties make it a useful tool for facilitating specific types of chemical transformations, contributing to the synthesis of complex organic molecules.

InChI:InChI=1/C8H8N2S/c1-6-5-7(10-9-6)8-3-2-4-11-8/h2-5H,1H3,(H,9,10)

Upstream product

• 3051-27-2 1-(2-thienyl)-1,3-butanedione 
• 88-15-3 2-Acetylthiophene 
• 874-83-9 2-thenylideneacetone 
• 54971-76-5 1-(thiophen-2-yl)buta-2,3-dien-1-one 
• 112677-16-4 3-(dimethylamino)-1-(thiophen-2-yl)but-2-en-1-one 

Downstream Products

• 5334-38-3 3-methyl-4-nitropyrazole-5-carboxylic acid 
• 1430100-75-6 1-(3'-phenylquinoxalin-2'-yl)-5-methyl-3-(2-thienyl)pyrazole 

Relevant academic research and scientific papers

Discovery of pyrazole N-aryl sulfonate: A novel and highly potent cyclooxygenase-2 (COX-2) selective inhibitors

Based on a new pyrazole sulfonate synthetic method, a novel class of molecules with a basic structure of pyrazole N-aryl sulfonate have been designed and synthesized. The interest in conducting intensive research stems from quite evident anti-inflammatory effects exhibited by the compounds in preliminary animal experiments. A series of compounds were synthesized by different substitutions of the R1, R2, and R3 groups. Within the series, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and phenyl 5-methyl-3-(4-(trifluoromethyl) phenyl)-1H-pyrazole-1-sulfonate exhibited excellent anti-inflammatory activity (% inhibition of auricular edemas = 27.0 and 35.9, respectively); the in vivo analgesic activity of phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate was confirmed to be effective (inhibition ratio of writhing = 50.7% and 48.5% separately), and compounds phenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate, 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate were identified as selective COX-2 inhibitors (SI = 455, 10,497 and >189 severally). In Acute Oral Toxicity assays conducted in vivo, the lethal dose 50 (LD50) of 4-iodophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate and 2-chlorophenyl 5-methyl-3-(p-tolyl)-1H-pyrazole-1-sulfonate to mice was >2000 mg/kg BW.

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

Monohydrochloride Assisted Synthesis of Functionalized Isoxazoles and Pyrazoles from Allenic Ketones: First Synthesis of (Z)-2-Methyl-7H-benzo[b]pyrazolo[5,1-d][1,5]oxazocines

A facile hydrochloride promoted regioselective synthesis of isoxazoles and pyrazoles from 1,2-allenic ketones is reported. The reaction has been scaled up to gram scale. A direct 8-endo dig ring annulations towards the first synthesis of (Z)-2-methyl-7H-b

Pyrazole compound containing N-aryl sulfonate and synthesis and application thereof

The invention discloses a pyrazole compound containing N-aryl sulfonate. A structural formula of the pyrazole compound is shown in the description. Proofed by pharmacological study, the pyrazole compound has the advantages that the activity of cyclooxygenase 2 is inhibited; the high-efficiency inhibition function on the generation of cyclooxygenase 2 due to inflammation mediums is realized, so that the pyrazole compound can be used as an active matter, and the prepared anti-inflammation medicine can be used for treating the inflammations, such as rheumatic arthritis and rheumatalgia, and the diseases and symptoms, such as fevers.

Clean and efficient synthesis of pyrazole derivatives in aqueous media

A series of 5-aryl-1H-pyrazole derivatives were synthesized via the reaction of 3-(dimethylamino)-1-arylprop-2-en-1-one with hydrazine in aqueous media without using any catalyst. This method has the advantages of easier work-up, mild reaction condition, high yields, and an environmentally benign procedure.

A regioselective synthesis of some new pyrazol-1′-ylpyrazolo[1,5-a] pyrimidines in aqueous medium and their evaluation as antimicrobial agents

An efficient and environmental benign regioselective synthesis of some new pyrazol-1′-ylpyrazolo[1,5-a]pyrimidines (7b-h) has been accomplished via treatment of 3(5)-amino-5(3)-hydrazinopyrazole dihydrochloride (5) with several unsymmetrical 1,3-diketones (6b-h) using water as a solvent without any catalysts or additives. The structure of 7b-h was established on the basis of rigorous analysis of 1H, 13C NMR, IR spectral data and MS. Eight compounds (7a-h) were screened for their antibacterial activity against two gram-positive and two gram-negative bacteria and compounds (7a, b, d and e) for antifungal activity against four phytopathogenic fungi. Compounds 7c and 7e manifest rather broad antibacterial activity than standard antibiotics. One lead compound, 7a (10 mg/ml and 200 mg/ml) exhibited equipotent or more potent antifungal activity against all tested microorganisms than standard drug.