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

Description

ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE is a pyrazole derivative with the molecular formula C10H8BrClN3O2. It is a chemical compound that features bromine, chlorine, and carboxylate functional groups, making it a versatile building block in organic synthesis and pharmaceutical research.
Used in Pharmaceutical Research:
ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE is used as a building block for the preparation of novel pyrazole-based compounds with potential biological activities. Its unique structure and functional groups contribute to the development of new drugs with therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE serves as a valuable intermediate for the creation of various chemical entities. Its presence of bromine and chlorine atoms allows for further functionalization and the synthesis of complex organic molecules.
Used in Agrochemical Development:
ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE is also utilized in the development of new agrochemicals. Its potential to form biologically active compounds makes it a candidate for use in the creation of pesticides or other agricultural chemicals to improve crop protection and yield.
Safety Note:
It is crucial to handle ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE with care and adhere to proper safety protocols to minimize health risks associated with its use and storage.

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

• 500011-88-1 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 
• 500011-95-0 2-(3-chloropyridin-2-yl)-5-hydroxypyrazole-3-carboxylic acid ethyl ester 
• 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 
• 1601472-96-1 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((3-(dimethylamino)-2,2-dimethylpropyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-95-0 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-methyl-6-((2-(propylamino)ethyl)carbamoyl)phenyl)-1H-pyrazole-5-carboxamide 
• 1601472-94-9 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((3-(dimethylamino)propyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-93-8 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((4-(diethylamino)butyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-92-7 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((3-(diethylamino)propyl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1401724-25-1 3-bromo-1-(3-chloropyridin-2-yl)-N-(4-cyano-2-((5-(diethylamino)pentan-2-yl)carbamoyl)-6-methylphenyl)-1H-pyrazole-5-carboxamide 
• 1601472-91-6 3-bromo-N-(4-chloro-2-methyl-6-((2-(methylamino)ethyl)carbamoyl)phenyl)-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.