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 
• 500011-88-1 2-(3-chloro-pyridin-2-yl)-5-oxo-pyrazolidine-3-carboxylic acid ethyl ester 
• 141-05-9 Diethyl maleate 
• 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 
• 2402-77-9 2,3-dichloro-pyridine 
• 22841-92-5 (3-chloro-2-pyridyl)hydrazine 

Downstream Products

• 1352547-69-3 C₁₉H₁₅BrCl₂N₆O₂S 
• 500008-45-7 rynaxypyr 
• 1351218-01-3 2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6-chloro-3-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one 
• 1438853-51-0 C₁₉H₁₇BrClN₅OS 
• 1438853-52-1 C₂₀H₁₉BrClN₅OS 
• 1233882-12-6 3-bromo-N-(4-chloro-2-methyl-6-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 
• 1338718-18-5 C₁₉H₁₃Br₂ClN₆O₂ 
• 1438853-55-4 C₂₃H₁₃BrCl₂N₁₀O₂ 
• 1352547-99-9 C₂₀H₁₄BrCl₂N₇O₂S 
• 1352548-00-5 C₂₅H₁₆BrCl₂N₇O₂S 
• 1438853-63-4 C₁₆H₉BrClN₅O 
• 1438853-70-3 C₁₉H₁₄BrCl₂N₅OS 
• 1438853-71-4 C₂₁H₁₉BrClN₅OS 
• 1438853-72-5 C₁₈H₁₀BrCl₄N₅OS 

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.

PROCESS FOR THE PREPARATION OF CHLORANTRANILIPROLE

The present invention relates to two novel, efficient and one-pot methods for synthesizing chlorantraniliprole. In the first scheme, Chlorantraniliprole is prepared by a novel telescopic process starting from 3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid a key raw material-A (Key RM-A). In the second scheme, starting from Key RM-A, the process steps use of a novel variant of anthranilic acid (Methyl 2-amino-5-chloro-3-methylbenzoate), to get Chlorantraniliprole. Furthermore, the present invention also relates to the synthesis of key starting material for the synthesizing chlorantraniliprole in-situ. All the in-situ steps of the disclosed synthesis methods obtain good yield, without using any expensive reagent or base or harsh reaction conditions, which makes the process simple, environment friendly and more cost effective. With this process the production cost of chlorantraniliprole and its intermediates is substantially reduced; fewer by-products are formed during its synthesis and since it's a one-pot reaction, isolation and purification are easy to achieve.

METHODS FOR THE PREPARATION OF ETHYL 3-BROMO-1-(3-CHLOROPYRIDIN-2-YL)-1H-PYRAZOLE-5-CARBOXYLATE

Described herein are novel methods of synthesizing Ethyl 3-bromo- l-(3-chloropyridin-2- yl)-lH-pyrazole-5-carboxylate.