141573-96-8

Basic information

• Product Name: 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride
• Synonyms: 141573-96-8; 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride; T5NNJ A1 CYFF DVG
• CAS NO: 141573-96-8
• Molecular Formula: C₆H₅ClF₂N₂O
• Molecular Weight: 194.5665
• Mol File: 141573-96-8.mol
• Article Data: 53

Chemical Properties

• Boiling Point: 276.4°C at 760 mmHg
• Flash Point: 120.9°C
• Density: 1.52g/cm³
• Vapor Pressure: 0.00482mmHg at 25°C
• Refractive Index: 1.533
• CAS DataBase Reference: 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride(141573-96-8)
• EPA Substance Registry System: 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride(141573-96-8)

Safety Data

• Hazardous Substances Data: 141573-96-8(Hazardous Substances Data)

Upstream product

• 176969-33-8 (E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate 
• 141573-95-7 ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate 
• 1086400-66-9 (Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoic acid ethyl ester 
• 176969-33-8 ethyl α-ethoxymethylene-4,4-difluoro-3-oxobutyrate 
• 129922-58-3 1-methyl-3-difluoromethyl-5-hydroxy-1H-pyrazole 
• 1094484-55-5 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde 
• 176969-34-9 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid 

Downstream Products

• 1207183-02-5 N-cyclopropyl-3-(difluoromethyl)-1-methyl-N-{1-[methyl(phenyl)amino]propan-2-yl}-1H-pyrazole-4-carboxamide 

Relevant articles and documents

Bioinspired Synthesis of a Sedaxane Metabolite Using Catalytic Vanadyl Acetylacetonate and Molecular Oxygen

A bioinspired synthesis of the sedaxane metabolite 2 from intermediate 3 using catalytic VO(acac)2 and O2 is described. Intermediate 3 was synthesized starting from 2-bromostyrene in four steps. The inner cyclopropyl ring of 3 was assembled with trans geometry using a highly diastereoselective Nishiyama cyclopropanation, and the outer hydroxycyclopropyl ring was installed using the Kulinkovich cyclopropanation. Additionally, conversion of 3 into 2 was demonstrated in in vitro microbial culture experiments consisting of bacteria and fungi.

METHOD FOR PRODUCING OPTICALLY ACTIVE 1,1,3-TRIMETHYL-4-AMINOINDANE

The purpose of the present invention is to provide a novel method for producing optically active 1,1,3-trimethyl-4-aminoindane by means of a preferential crystallization method using an achiral acid and without using an optically active acid.　The present

Expanding the Chemical Space of Succinate Dehydrogenase Inhibitors via the Carbon-Silicon Switch Strategy

The carbon-silicon switch strategy has become a key technique for structural optimization of drugs to widen the chemical space, increase drug activity against targeted proteins, and generate novel and patentable lead compounds. Flubeneteram, targeting succinate dehydrogenase (SDH), is a promising fungicide candidate recently developed in China. We describe the synthesis of novel SDH inhibitors with enhanced fungicidal activity to enlarge the chemical space of flubeneteram by employing the C-Si switch strategy. Several of the thus formed flubeneteram-silyl derivatives exhibited improved fungicidal activity against porcine SDH compared with the lead compound flubeneteram and the positive controls. Disease control experiments conducted in a greenhouse showed that trimethyl-silyl-substituted compound W2 showed comparable and even higher fungicidal activities compared to benzovindiflupyr and flubeneteram, respectively, even with a low concentration of 0.19 mg/L for soybean rust control. Furthermore, compound W2 encouragingly performed slightly better control than azoxystrobin and was less active than benzovindiflupyr at the concentration of 100 mg/L against soybean rust in field trials. The computational results showed that the silyl-substituted phenyl moiety in W2 could form strong van der Waals (VDW) interactions with SDH. Our results indicate that the C-Si switch strategy is an effective method for the development of novel SDH inhibitors.

Synthesis, Fungicidal Activity, and Mechanism of Action of Pyrazole Amide and Ester Derivatives Based on Natural Products l -Serine and Waltherione Alkaloids

The development of new green fungicides based on the structural optimization of natural products can effectively solve the problems of low safety and high pathogen resistance of traditional fungicides. In this paper, based on pyrazole amide compound h-I-9 with excellent fungicidal activity discovered in the previous work, a series of l-serine-derived pyrazole amide and waltherione alkaloid-derived pyrazole ester derivatives were synthesized. The structures were successively identified by 1H NMR, 13C NMR, high-resolution mass spectrometry, and X-ray single-crystal diffraction. The in vitro and in vivo fungicidal activity screening demonstrated that compound II-5 showed a good inhibition rate against Physalospora piricola. A transmission electron microscope and fluorescence microscope observation further revealed that compound II-5 may cause damage to the cell membranes and vacuoles, and the hyphae treated with II-5 could produce obvious and easily observed blue fluorescence. The succinate dehydrogenase (SDH) enzymatic activity and molecular docking simulation indicated that compounds I-3 and I-4 may be potential SDH inhibitors against Alternaria sp.