7648-01-3

Basic information

• Product Name: 3-ETHYLRHODANINE
• Synonyms: 2-Thioxo-3-ethylthiazolidine-4-one;4-Thiazolidinone;3-Ethyl-2-thioxo-1,3-thiazolan-4-one, 3-Ethylrhodanine;3-ethvlrhodanine;3-Ethyl-2-thioxo-1,3-thiazolidin-4-one;3-ethyl-2-thioxo-4-thiazolidinon;3-Ethyl-2-thioxo-4-thiazolidinone;3-Ethyl-2-thioxothiazolidin-4-one
• CAS NO: 7648-01-3
• Molecular Formula: C₅H₇NOS₂
• Molecular Weight: 161.25
• EINECS: 231-603-9
• Mol File: 7648-01-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 36-39 °C(lit.)
• Boiling Point: 128 °C4 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /solid
• Density: 1.303 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0655mmHg at 25°C
• Refractive Index: 1.5480 (estimate)
• Storage Temp.: 0-6°C
• PKA: -1.76±0.20(Predicted)
• CAS DataBase Reference: 3-ETHYLRHODANINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ETHYLRHODANINE(7648-01-3)
• EPA Substance Registry System: 3-ETHYLRHODANINE(7648-01-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: VI8092000
• Hazardous Substances Data: 7648-01-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow to orange-brown powder

Uses

3-Ethylrhodanine is a porphyrin-based small molecule used as a donor for efficient organic solar and photovoltaic cells.

InChI:InChI=1/C5H7NOS2/c1-2-6-4(7)3-9-5(6)8/h2-3H2,1H3

Upstream product

• 6326-83-6 bis(carboxymethyl)trithiocarbonate 
• 75-04-7 ethylamine 
• 3926-62-3 sodium monochloroacetic acid 
• 75-15-0 carbon disulfide 
• 105-39-5 chloroacetic acid ethyl ester 
• 79-11-8 chloroacetic acid 
• 542-85-8 Ethyl isothiocyanate 
• 68-11-1 mercaptoacetic acid 
• 2950-35-8 5-(dimethylamino-methylene)-3-ethyl-2-thioxo-thiazolidin-4-one 

Downstream Products

• 36591-27-2 2-[1-(3-ethyl-4-oxo-2-thioxo-thiazolidin-5-yliden)-2-(3-ethyl-thiazolidin-2-yliden)-ethyl]-benzoic acid 
• 91137-88-1 3-Aethyl-5--rhodanin 
• 96657-41-9 2-thioxo-3-ethyl-5-<5-methyl-5H-1(11H)-thiazolo<3',4':2,3>-1,2,4-triazino<5,6-b>indolylidene>thiazolidin-4-one 
• 117029-11-5 2-methoxy-3,8-diphenyl-6-(2-thioxo-4-oxo-3-ethylthiazolidine-5-ylidene)-6H-thiazolo<3,4-b><1,2,4>triazine 
• 117029-10-4 6-[3-Ethyl-4-oxo-2-thioxo-thiazolidin-(5E)-ylidene]-3-phenyl-1H-thiazolo[3,4-b][1,2,4]triazin-2-one 
• 133213-80-6 3-Ethyl-5-<2-(2-hydroxybenzoyl)-4-<3-methyl-2(3H)-benzothiazolylidene>buten-2-ylidene>thiazolidine-2-thion-4-one 
• 98885-42-8 5-[1-(4-Diethylamino-phenyl)-meth-(E)-ylidene]-3-ethyl-2-thioxo-thiazolidin-4-one 
• 88340-51-6 3-Ethyl-5-[1-{3-[2-[3-ethyl-3H-benzothiazol-(2Z)-ylidene]-eth-(E)-ylidene]-2-methoxy-cyclohex-1-enyl}-meth-(E)-ylidene]-2-thioxo-thiazolidin-4-one 
• 111505-70-5 5-[3-(2,4-Dibromo-phenyl)-5-phenyl-3H-[1,3,4]thiadiazol-(2E)-ylidene]-3-ethyl-2-thioxo-thiazolidin-4-one 
• 117045-21-3 3-Ethyl-5-[2-hydroxy-3-methyl-8-phenyl-thiazolo[3,4-b][1,2,4]triazin-(6E)-ylidene]-2-thioxo-thiazolidin-4-one; compound with triethyl-amine 
• 117029-08-0 3-Ethyl-5-[2-hydroxy-3,8-diphenyl-thiazolo[3,4-b][1,2,4]triazin-(6E)-ylidene]-2-thioxo-thiazolidin-4-one; compound with triethyl-amine 
• 142868-53-9 C₁₆H₁₈N₂O₂S₄ 
• 111505-71-6 5-[2-[3-(2,4-Dibromo-phenyl)-5-phenyl-3H-[1,3,4]thiadiazol-(2E)-ylidene]-1-methyl-eth-(E)-ylidene]-3-ethyl-2-thioxo-thiazolidin-4-one 
• 1360937-48-9 C₃₉H₃₉N₃O₄S₃ 

Relevant articles and documents

5-Isopropylidene-3-ethyl rhodanine induce growth inhibition followed by apoptosis in leukemia cells

5-Isopropylidene-3-ethyl rhodanine II was prepared by conventional and Microwave assisted synthesis. For the first time, we found that rhodanine II treatment led to cytotoxicity in leukemic cell line, CEM by inducing apoptosis.

Unexpected Synthesis of 2,3,5,6-Tetrahydro-1H-pyrrolo[3,4-c]pyridine-1,3,6-triones by a Double Michael Addition/CS2 Extrusion/Double Cyclization Sequence

Bis adducts derived from a double Michael addition of rhodanine to an azo-ene system of two molecules of 1,2-diaza-1,3-dienes (DDs) have furnished the corresponding 2,3,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyridine-1,3,6-triones by means of a CS2 extrusion/double cyclization sequence. The incorporation of two units (4 and 2 atoms) of DDs into the fused bicyclic heterocycles represents a new application of this versatile class of molecules in heterocyclic synthesis.

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.