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

• 500011-91-6 5-bromo-2-(3-chloro-pyridin-2-yl)-3,4-dihydro-2H-pyrazole-3-carboxylic acid ethyl ester 
• 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 

Downstream Products

• 500011-86-9 3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid 
• 1352400-73-7 ethyl 3-(bromoacetyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate 
• 1352400-76-0 ethyl 3-{3-[3,5-bis(trifluoromethyl)phenyl]-2-oxoimidazolidin-1-yl}-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylate 
• 1352400-77-1 3-{3-[3,5-bis(trifluoromethyl)phenyl]-2-oxoimidazolidin-1-yl}-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid 
• 1352547-43-3 N'-(2-methylphenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-45-5 N'-(2-trifluoromethylphenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-44-4 N'-(2-chlorophenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-48-8 N'-(2-nitrophenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-49-9 N'-[3,5-bis(trifluoromethyl)phenyl]-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1380241-13-3 N'-[3,5-bis(trifluoromethyl)benzyl]-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-50-2 N'-(4-fluoro-3-nitrophenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-53-5 N'-(4-trifluoromethoxylphenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-54-6 N'-(2,3,4-trifluorophenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 
• 1352547-41-1 N'-(2,6-dimethylphenyl)-N-[1-(3-chloro-2-pyridyl)-3-bromo-1H-pyrazole-5-carbonyl]thiourea 

Relevant articles and documents

Diamides conformationally restricted with central amino acid: Design, synthesis, and biological activities

Diamide insecticides, represented by chlorantraniliprole (CHL), were widely applied in the control of lepidopteran insects. In efforts to develop bioactive diamides with novel scaffolds, we design and synthesized a series of diamides containing central amino acids to conformationally simulate CHL. Bioassay results indicated that most compounds containing 1-aminocyclopropane-1-carboxylic acid exhibited excellent larvacidal potency against Mythimna separate and Plutella xylostella. After a systematic structure–activity relationship study, 1–23 was identified as a potential insecticidal candidate with LC50 values of 34.920 mg·L?1 against M. separate and 61.992 mg·L?1 on P. xylostella. Finally, molecular docking revealed the possible binding mode of 1–23 with the target protein, ryanodine receptors.

Preparation method of chlorantraniliprole intermediate

The invention relates to a preparation method of a chlorantraniliprole intermediate. According to the preparation method, a raw material A is oxidized into an intermediate B in the presence of an oxidizing agent and a catalyst. The method is relatively simple in process, low in cost, small in three-waste amount, clean in system, high in target product content and yield, stable in process and suitable for industrial production.

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.