Rhodanine

Rhodanine Basic information
Product Name:Rhodanine
Synonyms:4-Oxo-thiazolidine-2-thione;Argenton;4-Oxo-1,3-thiazolidine-2-thione;Rhodanine, 2-Thio-1,3-thiazolan-4-one;Rhodanine,99%;4-Thiazolidinone-2-thione;4-thioxo-4-thiazolidone[qr];rhodanicacid[qr]
CAS:141-84-4
MF:C3H3NOS2
MW:133.19
EINECS:205-505-1
Product Categories:Miscellaneous;Thiazoles, Isothiazoles &Benzothiazoles;Thiazole series;Thiazoles, Isothiazoles & Benzothiazoles;chemical additive;organic intermediate;pharmaceutical intermediate
Mol File:141-84-4.mol
Rhodanine Structure
Rhodanine Chemical Properties
Melting point 165-169 °C(lit.)
density 0.868
refractive index 1.5231 (estimate)
storage temp. -20°C
solubility methanol: soluble0.5g/10 mL, clear, colorless to greenish-yellow
form Fine Crystalline Powder
pkapK (25°) 5.52
color Light yellow to beige
Water Solubility SOLUBLE IN HOT WATER
Merck 14,8184
BRN 110701
CAS DataBase Reference141-84-4(CAS DataBase Reference)
NIST Chemistry Reference2-Thioxo-4-thiazolidinone(141-84-4)
EPA Substance Registry SystemRhodanine (141-84-4)
Safety Information
Hazard Codes Xn
Risk Statements 22-41
Safety Statements 22-26-39
RIDADR 3288
WGK Germany 3
RTECS VI7700000
TSCA Yes
HazardClass 6.1(a)
PackingGroup II
HS Code 29341000
Hazardous Substances Data141-84-4(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2-Thio-2,4-thiazolidinedione English
SigmaAldrich English
ACROS English
ALFA English
Rhodanine Usage And Synthesis
Chemical Propertieslight yellow to beige fine crystalline powder
UsesIn the synthesis of phenylalanine.
Usesthiadiazole pharmaceutical intermediate
UsesIn the case of reagents containing several potential donor atoms, one of the first steps in the study of complex formation is the specification of the functional groups which actually participate in the complexation reaction. The literature on rhodanine derivatives provides a good example of such examinations.
DefinitionChEBI: Rhodanine is a thiazolidinone.
General DescriptionLight yellow crystals. Density 0.868 g / cm3. Melting point 168.5°C. May explode on rapid heating.
Air & Water ReactionsWater soluble.
Reactivity ProfileRhodanine may generate hydrogen sulfide with acids. May generate heat and hydrogen gas with alkali metals, nitrides, hydrides, and other strong reducing agents.
HazardMay explode when heated to 166C. Toxic by ingestion.
Biochem/physiol ActionsRhodanine inhibits the multiplication of echovirus 12 and the development of virus-induced morphologic changes.
Purification MethodsCrystallise rhodanine from glacial acetic acid or water. It is used to estimate Ag and gallic acid [Thies & Fischer Microchimica Acta 809 1973]. [Beilstein 27 H 242, 27 I 309, 27 II 288, 27 III/IV 3188.]
Rhodanine Preparation Products And Raw materials
Preparation Products2-MORPHOLIN-4-YL-1,3-THIAZOL-4(5H)-ONE-->AKOS B018337-->Rhodanine-3-acetic acid-->4-Thiazolidinone, 5-[(4-methoxyphenyl)methylene]-2-thioxo-, (5Z)--->5-[(Z,2E)-3-PHENYL-2-PROPENYLIDENE]-2-THIOXO-1,3-THIAZOLAN-4-ONE-->AKOS B018316-->(Z)-5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-thioxothiazolidin-4-one-->4-Thiazolidinone,5-[(2-chlorophenyl)methylene]-2-thioxo--->3-AMINO-5-[1-(4-CHLORO-PHENYL)-METH-(Z)-YLIDENE]-2-THIOXO-THIAZOLIDIN-4-ONE-->AKOS B018339-->AKOS B018327
5-(4-(N,N-Dimethylamino)Benzy)Idene)-Rhodanine AKOS BBS-00002488 3-(3-HYDROXYPHENYL)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE 3-ethyl-5-(1-methyl-(1H)-pyridin-2-ylidene)rhodanine 3-(2-Hydroxyethyl)-5[1-methyl-4(1H)-pyridylidene]rhodanine N-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-ACETAMIDE Rhodanine, 3-amino- 2-Thiobarbituric acid 1.10-Phenanthroline 3-METHYLRHODANINE Rhodanine AURORA 773 5-[1-(4-CHLORO-PHENYL)-METH-(Z)-YLIDENE]-2-THIOXO-THIAZOLIDIN-4-ONE 5-(3-HYDROXY-BENZYLIDENE)-2-THIOXO-THIAZOLIDIN-4-ONE AKOS B029103 3-(2-Carboxyethyl)rhodanine 3-(4-CHLOROPHENYL)RHODANINE 3-ethyl-5-(3-methylthiazolidin-2-ylidene)rhodanine

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