500011-92-7

Basic information

• Product Name: ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE
• Synonyms: ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE;Ethyl 3-Bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylate
• CAS NO: 500011-92-7
• Molecular Formula: C₁₁H₉BrClN₃O₂
• Molecular Weight: 330.56506
• Mol File: 500011-92-7.mol
• Article Data: 35

Chemical Properties

• Melting Point: 117-118 °C
• Boiling Point: 421.3°C at 760 mmHg
• Flash Point: 208.595°C
• Appearance: /
• Density: 1.672g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.653
• PKA: -2.48±0.29(Predicted)
• CAS DataBase Reference: ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE(500011-92-7)
• EPA Substance Registry System: ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE(500011-92-7)

Safety Data

• Hazardous Substances Data: 500011-92-7(Hazardous Substances Data)

Usage

General Description

ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE is a chemical compound with the molecular formula C10H8BrClN3O2. It is a pyrazole derivative that contains bromine, chlorine, and carboxylate functional groups. ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE is commonly used in organic synthesis and pharmaceutical research as a building block for the preparation of novel pyrazole-based compounds with potential biological activities. Its unique structure and functional groups make it a valuable tool for the development of new drugs and agrochemicals. However, it is important to handle this compound with caution and follow proper safety protocols, as it may pose health risks if not used and stored properly.

InChI:InChI=1/C11H9BrClN3O2/c1-2-18-11(17)8-6-9(12)15-16(8)10-7(13)4-3-5-14-10/h3-6H,2H2,1H3

Upstream product

• 500011-95-0 2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester 
• 500011-88-1 ethyl 1-(3-chloropyridin-2-yl)-3-hydroxy-4,5-dihydro-1H-pyrazole-5-carboxylate 
• 500011-86-9 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid 
• 64-17-5 ethanol 
• 1520-50-9 but-2-enedioic acid diethyl 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 
• 141-05-9 Diethyl maleate 
• 2402-77-9 2,3-dichloro-pyridine 
• 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 

Downstream Products

• 1352547-69-3 C₁₉H₁₅BrCl₂N₆O₂S 
• 1410073-12-9 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-nitrophenyl)-1H-pyrazole-5-carboxamide 
• 1262305-51-0 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-ethoxyphenyl)-1H-pyrazole-5-carboxamide 
• 1410073-16-3 3-bromo-N-(3-chloro-4-fluorophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1410073-18-5 3-bromo-1-(3-chloropyridin-2-yl)-N-(2,4-dimethylphenyl)-1H-pyrazole-5-carboxamide 
• 1217093-52-1 3-bromo-1-(3-chloropyridin-2-yl)-N-(2-methyl-4-nitrophenyl)-1H-pyrazole-5-carboxamide 
• 1410073-23-2 3-bromo-1-(3-chloropyridin-2-yl)-N-(2,6-dimethylphenyl)-1H-pyrazole-5-carboxamide 
• 1373214-57-3 3-bromo-1-(3-chloropyridin-2-yl)-N-(2-methyl-6-nitrophenyl)-1H-pyrazole-5-carboxamide 
• 1410073-27-6 3-bromo-N-(2-chloro-4-nitrophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1410073-30-1 3-bromo-N-(2-bromo-4-nitrophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1410073-32-3 3-bromo-N-(2-nitro-4-chlorophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1410073-34-5 3-bromo-1-(3-chloropyridin-2-yl)-N-(2,5-dichlorophenyl)-1H-pyrazole-5-carboxamide 
• 1410073-35-6 3-bromo-N-(4-chloro-2,6-dimethylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1410073-38-9 3-bromo-N-(4-bromo-2,6-dimethylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 

Relevant articles and documents

Design, synthesis, insecticidal activities, and molecular docking of novel pyridylpyrazolo carboxylate derivatives

Based on our previous work, using the strategies of “scaffold hopping” and “intermediate derivatization method” (IDM), a total of 44 novel pyridylpyrazolo carboxylate derivatives were designed and synthesized. The structures of these compounds were identified by 1H NMR and 13C NMR, and the insecticidal activities of the target compounds against Plutella xylostella and Spodoptera frugiperda were tested. Compound G35 showed the best insecticidal activities against P. xylostella (LC50?=?33.65 mg/L) and S. frugiperda (mortality rate?=?61.21% at 100 mg/L). Preliminary structure–activity relationship analysis showed that the introduction of amino group and acetamide on the benzene ring helped to improve the insecticidal activity of the scaffold. Molecular docking model between compounds G34 or G35 and Ryanodine receptors (RyRs) of P. xylostella showed that RyRs may be a potential target of this series compounds and explained the difference in insecticidal activities. These findings provided guidance for further optimization of the pyridylpyrazolo carboxylate scaffold as potential insecticide.

PROCESS FOR THE PREPARATION OF CARBOXYLIC ACID DERIVATIVES OF 3-BROMO-4,5-DIHYDRO-1H-PYRAZOLES

Disclosed a method for preparing compound of Formula (I) and (II) wherein R1, R2, R3, X and n are as defined in the disclosure.

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.