500011-86-9

Basic information

• Product Name: 3-BroMo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid
• Synonyms: 3-BroMo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid;3-broMo-1-(3-chloro-2-pyridinyl)-1H-Pyrazole-5-carboxylic acid;3-Bromo-1-(3-chloropyridin-2-yl);3-Bromo-1-(3-Chloro-2-Pyridinyl)-1H-Pyrazole
• CAS NO: 500011-86-9
• Molecular Formula: C₉H₅BrClN₃O₂
• Molecular Weight: 302.5119
• Mol File: 500011-86-9.mol
• Article Data: 48

Chemical Properties

• Melting Point: 197-200 °C
• Boiling Point: 477.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.92±0.1 g/cm3(Predicted)
• Vapor Pressure: 0Pa at 20℃
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.39±0.36(Predicted)
• Water Solubility: 8.84g/L at 20.3℃
• CAS DataBase Reference: 3-BroMo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BroMo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid(500011-86-9)
• EPA Substance Registry System: 3-BroMo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid(500011-86-9)

Safety Data

• Hazardous Substances Data: 500011-86-9(Hazardous Substances Data)

Usage

Flammability and Explosibility

Notclassified

Upstream product

• 2402-77-9 2,3-dichloro-pyridine 
• 1905484-46-9 3-bromo-1H-pyrazole-5-carboxylic acid 
• 500011-95-0 2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester 
• 500011-89-2 ethyl 5-chloro-2-(3-chloropyridin-2-yl)-3,4-dihydro-2H-pyrazole-3-carboxylate 
• 22841-92-5 3-chloro-2(1H)-pyridinone hydrazone 
• 500011-88-1 ethyl 1-(3-chloropyridin-2-yl)-3-hydroxy-4,5-dihydro-1H-pyrazole-5-carboxylate 
• 22841-92-5 (3-chloro-2-pyridyl)hydrazine 
• 500011-88-1 2-(3-chloro-pyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylic acid ethyl ester 
• 500011-91-6 5-bromo-2-(3-chloro-pyridin-2-yl)-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester 
• 1045077-26-6 3-bromo-1-(3-chloropyridine-2-yl)-1H-pyrazole-5-carboxylic acid methyl ester 
• 500011-85-8 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine 
• 500011-92-7 5-bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid ethyl ester 
• 124-38-9 carbon dioxide 
• 1072151-72-4 C₁₀H₉BrClN₃O 

Downstream Products

• 736995-63-4 2-[1-(3-chloropyridine-2-yl)-3-bromo-1H-pyrazole-5-yl]-6-iodo-8-methyl-4H-3,1-benzoxazine-4-one 
• 1379663-66-7 3-bromo-N'-(4-chlorophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbohydrazide 
• 1379663-68-9 3-bromo-1-(3-chloropyridin-2-yl)-N'-(2,4-dichlorophenyl)-1H-pyrazole-5-carbohydrazide 
• 1379663-69-0 3-bromo-1-(3-chloropyridin-2-yl)-N'-(2,6-dimethylphenyl)-1H-pyrazole-5-carbohydrazide 
• 1352547-69-3 C₁₉H₁₅BrCl₂N₆O₂S 
• 1352547-71-7 C₂₁H₁₉Br₂ClN₆O₂S 
• 1352547-72-8 C₂₂H₂₁BrCl₂N₆O₂S 
• 1352547-74-0 C₂₄H₂₃BrCl₂N₆O₂S 
• 1352547-73-9 C₂₃H₂₄BrClN₆O₂S 
• 1380510-15-5 C₂₂H₂₀BrClN₆O₃ 
• 1380510-70-2 C₂₄H₂₃BrClN₁₁O₃S 
• 1072330-79-0 C₂₁H₁₆Br₃ClN₆O₄ 
• 1072138-15-8 C₂₂H₁₈Br₃ClN₆O₄ 

Relevant articles and documents

Design, synthesis and insecticidal-activity evaluation of N-pyridylpyrazolo-5-methyl amines and its derivatives

In searching for novel insecticidal leads, a series of N-pyridylpyrazolo-5-methyl amines and their derivatives were designed and synthesized. Among the 22 target compounds obtained, bioassays indicated that some of the target compounds exhibited good insecticidal activities against Plutella xylostella (P. xylostella) and Spodoptera frugiperda (S. frugiperda). In particular, compound 9j revealed the best insecticidal activity against P. xylostella, with a LC50 value of 22.11 mg/L, and compound 9q had the best insecticidal activity against S. frugiperda which with 73.99% of mortality rate at 100 mg/L. Structure-activity relationship (SAR) analysis showed that 4-CF3 at the position of R1 linked with N-pyridylpyrazole via amide bond could enhance the insecticidal activity of the target compounds. This study provides valuable clues for the further design and optimization of N-pyridylpyrazole derivatives.

Design, synthesis, and insecticidal activities of novel diamide derivatives with alpha-amino acid subunits

A series of diamide derivatives containing α-amino acids were designed and synthesized. These compounds were evaluated for their insecticidal activities against Plutella xylostella, Mythimna separate, Myzus persicae, and Tetranychus cinnabarinus. Most of the title compounds containing an l-phenylglycine skeleton were endowed with good activities at the concentration of 500 mg·L?1. Compounds (R)-A6 showed a potential value for further optimization as an insecticidal lead with the LC50 value of 86.8 mg·L?1.

Preparation method of key intermediate of 3-bromo-1-(3-chloro-2-pyridyl)-1H-imidazole-5-carboxylic acid

The invention discloses a preparation method of a key intermediate of 3-bromo-1-(3-chloro-2-pyridyl)-1H-imidazole-5-carboxylic acid. The method comprises the following steps: by taking 2,3-dichloropyridine as an initial raw material, carrying out a hydrazine hydrate reflux reaction, and then conducting cooling and centrifuging to obtain a 3-chloro-2-pyridyl wet product; then, enabling the 3-chloro-2-pyridyl wet product to react with diethyl maleate and sodium ethoxide to generate 2-(3-chloro-2-pyridyl)-5-oxo-3-pyrazolidine; then carrying out bromination reaction on the 2-(3-chloro-2-pyridyl)-5-oxo-3-pyrazolidine and phosphorus oxybromide to produce a 3-bromo-1-(3-chloro-2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid ethyl ester wet product; putting the 3-bromo-1-(3-chloro-2-pyridyl)-4,5-dihydro-1H-pyrazole-5-carboxylic acid ethyl ester wet product into water, adding sodium persulfate, and carrying out a reaction so as to obtain 3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxylic acid ethyl ester; and conducting hydrolysis in water to obtain 3-bromo-1-(3-chloro-2-pyridyl)-1H-imidazole-5-carboxylic acid. The method can greatly improve the production efficiency and reduce the production cost, and can be directly used for the next reaction without drying treatment.