194804-99-4

Basic information

• Product Name: 3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
• Synonyms: ETHYL 3-(4-BROMO-2-FLUORO-3-METHOXYPHENYL)-3-OXOPROPANOATE;3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
• CAS NO: 194804-99-4
• Molecular Formula: C₁₂H₁₂BrFO₄
• Molecular Weight: 319.12
• Mol File: 194804-99-4.mol

Chemical Properties

• Melting Point: 52-53 °C
• Boiling Point: 363.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.461±0.06 g/cm3(Predicted)
• PKA: 10.17±0.50(Predicted)
• CAS DataBase Reference: 3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(194804-99-4)
• EPA Substance Registry System: 3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(194804-99-4)

Safety Data

• Hazardous Substances Data: 194804-99-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a research compound for its potential applications in the development of new drugs. Its structural properties and functional groups make it a valuable component in the synthesis of pharmaceuticals.
Used in Organic Synthesis:
In the field of organic chemistry, 3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER is used as a building block for the synthesis of various organic compounds, contributing to the creation of diverse chemical entities.
Used in Agrochemicals Industry:
3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER may have applications in the agrochemicals industry, where specialized organic molecules are required for the development of new pesticides, herbicides, or other agricultural chemicals.
Used in Other Industries:
Given its unique structure and functional groups, 3-(4-BROMO-2-FLUORO-3-METHOXY-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER may also find uses in other industries where specific organic molecules are needed for various applications, such as in the development of new materials or chemical processes.

Upstream product

• 1071-46-1 hydrogen ethyl malonate 
• 845829-94-9 1-bromo-3-fluoro-2-methoxybenzene 
• 194804-92-7 4-bromo-2-fluoro-3-methoxybenzoic acid 
• 1526-17-6 2-fluoro-6-nitrophenol 
• 437-83-2 3-fluoro-2-methoxyaniline 
• 484-94-6 1-fluoro-2-methoxy-3-nitrobenzene 

Relevant articles and documents

Isothiazoloquinolones with enhanced antistaphylococcal activities against multidrug-resistant strains: Effects of structural modifications at the 6-, 7-, and 8-positions

We describe the biological evaluation of isothiazoloquinolones (ITQs) having structural modifications at the 6-, 7-, and 8-positions. Addition of a methoxy substituent to C-8 effected an increase in antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) and a decrease in cytotoxic activity against Hep2 cells. Removal of fluorine from C-6 or replacement of the C-8 carbon with a nitrogen compromised anti-MRSA activity. When the groups attached at C-7 were compared, the anti-MRSA activity decreased in the order 6-isoquinolinyl > 4-pyridinyl > 5-dihydroisoindolyl > 6-tetrahydroisoquinolinyl. The compound with the most desirable in vitro biological profile was 9-cyclopropyl-6-fluoro-8-methoxy-7-(2-methylpyridin-4-yl) -9H-isothiazolo[5,4-b]quinoline-3,4-dione (7g). This ITQ demonstrated (i) strong in vitro anti-MRSA activity (MIC90 = 0.5 μg/mL), (ii) strong inhibitory activities against S. aureus DNA gyrase and topoisomerase IV, with weak activity against human topoisomerase II, (iii) weak cytotoxic activities against three cell lines, and (iv) efficacy in an in vivo murine thigh model of infection employing MRSA.

NEW ISOTHIAZOLOQUINOLONES AND RELATED COMPOUNDS AS ANTI-INFECTIVE AGENTS

The invention provides certain compounds and salts of Formula I and Formula II:which possess antimicrobial activity. The invention also provides novel synthetic intermediatesuseful in making compounds of Formula I and Formula II. The variables A1, R2, R3, R5, R6, R7, A8, and Rg are defined herein. Certain compounds of Formula I and Formula II disclosed herein are potent and selective inhibitors of bacterial DNA synthesis and bacterial replication. The invention also provides antimicrobial compositions, including pharmaceutical compositions, containing one or more compounds of Formula I or Formula II and one or more carriers, excipients, or diluents. Such compositions may contain a compound of Formula I or Formula II as the only active agent or may contain a combination of a compound of Formula I or Formula II and one or more other active agents. The invention also provides methods for treating microbial infections in animals.