112811-63-9

Basic information

• Product Name: 3-METHOXY-2,4,5-TRIFLUOROBENZONITRILE
• Synonyms: Benzonitrile, 2,4,5-trifluoro-3-methoxy-
• CAS NO: 112811-63-9
• Molecular Formula: C₈H₄F₃NO
• Molecular Weight: 187.1187
• Mol File: 112811-63-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 217.4 °C at 760mmHg
• Flash Point: 85.3 °C
• Appearance: /
• Density: 1.36 g/cm³
• Vapor Pressure: 0.133mmHg at 25°C
• Refractive Index: 1.467
• CAS DataBase Reference: 3-METHOXY-2,4,5-TRIFLUOROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-2,4,5-TRIFLUOROBENZONITRILE(112811-63-9)
• EPA Substance Registry System: 3-METHOXY-2,4,5-TRIFLUOROBENZONITRILE(112811-63-9)

Safety Data

• Hazardous Substances Data: 112811-63-9(Hazardous Substances Data)

Usage

General Description

3-Methoxy-2,4,5-trifluorobenzonitrile is a chemical compound with the molecular formula C9H5F3NO and a molar mass of 205.14 g/mol. It is a derivative of benzonitrile, containing three fluorine atoms and a methoxy group attached to a benzene ring. This chemical is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is also utilized as an intermediate in the production of various other organic compounds. 3-Methoxy-2,4,5-trifluorobenzonitrile is a white to off-white crystalline solid with a melting point of 65-67°C and a boiling point of 252°C. It is considered to be a potentially hazardous chemical and should be handled with care and proper safety precautions.

InChI:InChI=1/C8H4F3NO/c1-13-8-6(10)4(3-12)2-5(9)7(8)11/h2H,1H3

Upstream product

• 13332-24-6 1-bromo-3-methoxy-2,4,5-trifluorobenzene 
• 544-92-3 copper(I) cyanide 
• 114214-45-8 2,4,5-trifluoro-3-methoxyaniline 

Downstream Products

• 112811-65-1 3-methoxy-2,4,5-trifluorobenzoic acid 
• 112811-64-0 2,4,5-trifluoro-3-methoxy-benzamide 
• 112811-67-3 diethyl 3-methoxy-2,4,5-trifluorobenzoylmalonate 
• 112811-70-8 ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate 
• 112811-60-6 1-Cyclopropyl-6-fluoro-8-methoxy-7-(3-amino-1-pyrrolidinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 146981-09-1 5-amino-7-(3-amino-1-pyrrolidinyl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 
• 112811-66-2 2,4,5-trifluoro-3-methoxybenzoyl chloride 
• 112811-68-4 ethyl 3-methoxy-2,4,5-trifluorobenzoylacetate 
• 122375-85-3 ethyl 3-ethoxy-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate 
• 112811-71-9 ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 160738-57-8 gatifloxacin 
• 112811-72-0 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 
• 112811-75-3 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methylaminomethyl-1-pyrrolidinyl)-4-oxo-3-quinolinecarboxylic acid 

Relevant articles and documents

Synthesis and antimycobacterial evaluation of newer 1-cyclopropyl-1,4-dihydro-6-fluoro-7-(substituted secondary amino)-8-methoxy-5-(sub)-4-oxoquinoline-3-carboxylic acids

Thirty-four newer 1-cyclopropyl-1,4-dihydro-6-fluoro-7-(substituted secondary amino)-8-methoxy-5-(sub)-4-oxoquinoline-3-carboxylic acids were synthesized from 1,2,3,4-tetrafluoro benzene and evaluated for in vitro and in vivo antimycobacterial activities against Mycobacterium tuberculosis H37Rv (MTB), multi-drug resistant M. tuberculosis (MDR-TB) and Mycobacterium smegmatis (MC2) and also tested for the ability to inhibit the supercoiling activity of DNA gyrase. Among the synthesized compounds, 7-(1-(4-methoxybenzyl)-3,4,5,6,7,8-hexahydroisoquinolin-2(1H)-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylic acid (13n) was found to be the most active compound in vitro with MIC of 0.16 and 0.33 μM against MTB and MDR-TB, respectively. In the in vivo animal model 13n decreased the bacterial load in lung and spleen tissues with 2.54 and 2.92 - log10 protections, respectively, at the dose of 50 mg/kg body weight. Compound 13n also inhibited the supercoiling activity of mycobacterial DNA gyrase with IC50 of 30.0 μg/ml.

Quinoline-3-carboxylic acid derivatives

Compounds of formula (I): STR1 (in which R1 is alkoxy, R is alkyl, haloalkyl, alkylamino, cycloalkyl or optionally substituted phenyl, X is chlorine or fluorine and Y is selected from certain specific heterocycles) have excellent antibacterial activity. They may be prepared by introducing the group represented by Y into the corresponding compound in which Y is replaced by a halogen atom.