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Rhodanine

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Rhodanine
Names
IUPAC name 2-Sulfanylidene-1,3-thiazolidin-4-one
Other names 2-Thioxo-4-thiazolidinone; 4-Oxo-2-thioxothiazoline
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.005.005 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H3NOS2/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)Key: KIWUVOGUEXMXSV-UHFFFAOYSA-N
  • InChI=1/C3H3NOS2/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)Key: KIWUVOGUEXMXSV-UHFFFAOYAP
SMILES
  • O=C1NC(=S)SC1
Properties
Chemical formula C3H3NOS2
Molar mass 133.18 g·mol
Melting point 165-169 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound Not to be confused with rhodamine.

Rhodanine is an organic compound derived from thiazolidine. Rhodanine can be prepared by the reaction of carbon disulfide, ammonia, and chloroacetic acid.

Some derivatives of rhodanine have pharmacological properties, such as epalrestat which is used to treat diabetic neuropathy.

References

  1. Rhodanine at Sigma-Aldrich
  2. Redemann; Icke; Alles (1947). "Rhodanine". Organic Syntheses. 27: 74.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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