387-27-9

Basic information

• Product Name: 3-(4-FLUOROPHENYL)-2-THIOXO-1,3-THIAZOLAN-4-ONE
• Synonyms: 3-(4-FLUOROPHENYL)RHODANINE;3-(4-FLUOROPHENYL)-2-THIOXO-1,3-THIAZOLAN-4-ONE;3-(4-FLUOROPHENYL)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE;3-(4-fluorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one;3-(4-fluorophenyl)-2-thioxo-thiazolidin-4-one;3-(4-Fluorophenyl)-2-thioxo-4-thiazolidinone, 95%
• CAS NO: 387-27-9
• Molecular Formula: C₉H₆FNOS₂
• Molecular Weight: 227.28
• Mol File: 387-27-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 339 °C at 760 mmHg
• Flash Point: 158.9 °C
• Appearance: /
• Density: 1.53 g/cm³
• Vapor Pressure: 9.43E-05mmHg at 25°C
• Refractive Index: 1.707
• CAS DataBase Reference: 3-(4-FLUOROPHENYL)-2-THIOXO-1,3-THIAZOLAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-FLUOROPHENYL)-2-THIOXO-1,3-THIAZOLAN-4-ONE(387-27-9)
• EPA Substance Registry System: 3-(4-FLUOROPHENYL)-2-THIOXO-1,3-THIAZOLAN-4-ONE(387-27-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 387-27-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 384, 1956 DOI: 10.1021/ja01583a037

InChI:InChI=1/C9H6FNOS2/c10-6-1-3-7(4-2-6)11-8(12)5-14-9(11)13/h1-4H,5H2

Upstream product

• 6326-83-6 bis(carboxymethyl)trithiocarbonate 
• 371-40-4 4-fluoroaniline 
• 2365-48-2 Methyl thioglycolate 
• 1544-68-9 4-fluorophenyl isothiocyanate 
• 141-84-4 2-thioxo-4-thiazolidinone 
• 352-34-1 4-fluoro-1-iodobenzene 

Downstream Products

• 1198159-34-0 (Z)-3-(4-fluorophenyl)-5-(3-ethoxy-4-hydroxybenzylidene)-2-thioxothiazolidin-4-one 
• 1427538-23-5 (5Z)-5-{[5-(3,4-dichlorophenyl)-2-furyl]methylene}-3-(4-fluorophenyl)-2-thioxo-1,3-thiazolidin-4-one 

Relevant articles and documents

Quinolinone compound and application thereof

The invention discloses a quinolinone compound containing rhodanine and similar fragments thereof and pharmaceutically acceptable salts thereof, and relates to the technical field of organic chemistry. The quinolinone compound is shown as general formula I in the specification, wherein substituent groups R1, X and R2 have meanings given in the specification. The invention also relates to application of the compound shown as the general formula I and the pharmaceutically acceptable salts thereof in preparing medicines for treating diseases caused by abnormal expression of IDO, in particular toapplication in preparing medicines for treating and/or preventing cancers.

Thiazolidinone-peptide hybrids as dengue virus protease inhibitors with antiviral activity in cell culture

The protease of dengue virus is a promising target for antiviral drug discovery. We here report a new generation of peptide-hybrid inhibitors of dengue protease that incorporate N-substituted 5-arylidenethiazolidinone heterocycles (rhodanines and thiazolidinediones) as N-terminal capping groups of the peptide moiety. The compounds were extensively characterized with respect to inhibition of various proteases, inhibition mechanisms, membrane permeability, antiviral activity, and cytotoxicity in cell culture. A sulfur/oxygen exchange in position 2 of the capping heterocycle (thiazolidinedione-capped vs rhodanine-capped peptide hybrids) has a significant effect on these properties and activities. The most promising in vitro affinities were observed for thiazolidinedione-based peptide hybrids containing hydrophobic groups with Ki values between 1.5 and 1.8 μM and competitive inhibition mechanisms. Rhodanine-capped peptide hybrids with hydrophobic substituents have, in correlation with their membrane permeability, a more pronounced antiviral activity in cell culture than the thiazolidinediones.

INHIBITORS OF BACTERIAL BIOFILM FORMATION

Organic compounds are described for use in inhibiting or preventing formation of bacterial biofilms.