39542-83-1

Basic information

• Product Name: 3-ETHYL-5-[(PHENYLAMINO)METHYLENE]-2-THIOXO-4-THIAZOLIDINONE
• Synonyms: 3-ETHYL-5-[(PHENYLAMINO)METHYLENE]-2-THIOXO-4-THIAZOLIDINONE;AURORA KA-331;5-(anilinomethylene)-3-ethylrhodanine
• CAS NO: 39542-83-1
• Molecular Formula: C₁₂H₁₂N₂OS₂
• Molecular Weight: 264.37
• EINECS: 254-499-7
• Mol File: 39542-83-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 366 ºC at 760 mmHg
• Flash Point: 175.1ºC
• Appearance: /
• Density: 1.36 g/cm³
• Vapor Pressure: 1.51E-05mmHg at 25°C
• Refractive Index: 1.701
• CAS DataBase Reference: 3-ETHYL-5-[(PHENYLAMINO)METHYLENE]-2-THIOXO-4-THIAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHYL-5-[(PHENYLAMINO)METHYLENE]-2-THIOXO-4-THIAZOLIDINONE(39542-83-1)
• EPA Substance Registry System: 3-ETHYL-5-[(PHENYLAMINO)METHYLENE]-2-THIOXO-4-THIAZOLIDINONE(39542-83-1)

Safety Data

• Hazardous Substances Data: 39542-83-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H12N2OS2/c1-2-14-11(15)10(17-12(14)16)8-13-9-6-4-3-5-7-9/h3-8,13H,2H2,1H3

Upstream product

• 7648-01-3 3-ethylrhodanin 
• 864131-95-3 N,N'-diphenylformamidine 
• 4538-56-1 N,N-diphenylformamidine 
• 6780-49-0 Ethyl N-phenylformimidate 
• 1725-45-7 5-ethoxymethylene-3-ethyl-2-thioxo-thiazolidin-4-one 
• 62-53-3 aniline 

Downstream Products

• 3747-06-6 N-(3-ethyl-4-oxo-2-thioxothiazolidin-5-ylidenemethyl)-N-phenylacetamide 
• 25465-25-2 3-ethyl-5-[2-(1-phenyl-1H-quinolin-4-ylidene)-ethylidene]-thiazolidine-2,4-dithione 
• 25465-23-0 3-ethyl-5-{2-[4-(4-methoxy-phenyl)-4H-benzo[f]quinolin-3-ylidene]-ethylidene}-thiazolidine-2,4-dithione 
• 25465-21-8 3-ethyl-5-{2-[6-methoxy-1-(4-methoxy-phenyl)-1H-quinolin-2-ylidene]-ethylidene}-thiazolidine-2,4-dithione 
• 25465-22-9 3-ethyl-5-[2-(4-phenyl-4H-benzo[f]quinolin-3-ylidene)-ethylidene]-thiazolidine-2,4-dithione 
• 25465-20-7 3-ethyl-5-[2-(6-methyl-1-p-tolyl-1H-quinolin-2-ylidene)-ethylidene]-thiazolidine-2,4-dithione 
• 25470-90-0 3-ethyl-5-[2-(1-phenyl-1H-quinolin-2-ylidene)-ethylidene]-thiazolidine-2,4-dithione 
• 10505-40-5 3-ethyl-5-[2-(3-ethyl-thiazolidin-2-ylidene)-ethylidene]-2-thioxo-thiazolidin-4-one 
• 91683-12-4 2-[5-[2-[1,3-Diethyl-5-trifluoromethanesulfonyl-1,3-dihydro-benzoimidazol-(2E)-ylidene]-eth-(E)-ylidene]-3-ethyl-4-oxo-thiazolidin-(2Z)-ylidenemethyl]-3-ethyl-5-phenyl-benzooxazol-3-ium; iodide 
• 91683-21-5 3-ethyl-5-phenyl-2-<(5-acetanilinomethylene-4-oxo-3-ethylthiazolidin-2-ylidene)methyl>benzoxazolium ethylsulfate 
• 91683-14-6 2-[5-[2-[5-Benzothiazol-2-yl-3-ethyl-1-phenyl-1,3-dihydro-benzoimidazol-(2Z)-ylidene]-eth-(E)-ylidene]-3-ethyl-4-oxo-thiazolidin-(2Z)-ylidenemethyl]-3-ethyl-benzooxazol-3-ium; iodide 
• 91683-15-7 2-[5-[2-[5-Benzothiazol-2-yl-3-ethyl-1-phenyl-1,3-dihydro-benzoimidazol-(2Z)-ylidene]-eth-(E)-ylidene]-3-ethyl-4-oxo-thiazolidin-(2Z)-ylidenemethyl]-3-ethyl-benzothiazol-3-ium; iodide 
• 91683-18-0 3-ethyl-5-phenyl-2-<(5-anilinomethylene-4-oxo-3-ethylthiazolidin-2-ylidene)methyl>benzoxazolium ethylsulfate 

Relevant articles and documents

Fluorinated rhodacyanine (SJL-01) possessing high efficacy for visceral leishmaniasis (VL)

Anti-Leishmania in vitro and in vivo activities of various rhodacyanine derivatives have been examined. Among them, the fluorinatied variant SJL-01 (8) showed IC50 of 0.011 μMagainst Leishmania donovani strain MHOM/ET/67/L82 (selective index of > 15000) and 95-97% inhibition against L. donovani strainMHOM/ET/67/HUin female BALB/c mice by 1.3-12.5 mg/kg x 5 iv administrations. Negative results on chromosomal aberration test and in vitro micronucleus test suggest that compound 8 is a hopeful candidate for visceral leishmaniasis (VL). 2009 American Chemical Society.

Solvent-dependent ratiometric fluorescent merocyanine dyes: Spectral properties, interaction with BSA as well as biological applications

A series of merocyanine dyes with excellent spectral properties were synthesized through changing the heterocyclic base structure for protein labeling and imaging in biological science, such as living cells and living mice. Dyes 7c-7h showed solvent-dependent changes on emission wavelength and fluorescence intensity in water and hydrophobic solvents, which were further analyzed by theoretical calculations and absorption spectra. The interaction of dye 7d with bovine serum albumin (BSA) showed an obvious ratiometric fluorescence response to solvent/protein environment, with the potential to report protein conformational changes. Investigation of the cytotoxicity and bioimaging capability displayed that dyes 7b-7h showed low cytotoxicity, and could stain living cell cytoplasm and be used for imaging in living mice with bright fluorescence at the application dose, which was suggested as fluorescent reagents for imaging in biological science.

A 2-methylthio-3,5-diaryl-1,3,4-thiadiazolium cation; its reactions, and further exploration of the chemistry of 2-alkyl-3,5-diaryl-1,3,4-thiadiazolium cations

Activation of a representative 3,5-diaryl-1,3,4-thiadiazole-2-thione by thione S-methylation gives a cation that is readily susceptible to nucleophilic substitution.Reactions with diethyl malonate, ethyl acetoacetate, acetylacetone, cyclopentan-1,3-dione, or 3-ethylrhodanine under basic conditions led to β,β-disubstituted methine bases and (or) β-substituted methine bases in cases where deacetylation occurs under the reaction conditions.This cation and the 2-alkyl-3,5-diaryl-1,3,4-thiadiazolium cation are convenient sources of a series of neutral and cationic dyes containing the 1,3,4-thiadiazole ring system.