1,3-thiazolidine-2,4-dione

• ChemBase ID: 53474
• Molecular Formular: C3H3NO2S
• Molecular Mass: 117.12642
• Monoisotopic Mass: 116.98844934
• SMILES: N1C(=O)SCC1=O
• Canonical SMILES: O=C1SCC(=O)N1
• InChI: InChI=1S/C3H3NO2S/c5-2-1-7-3(6)4-2/h1H2,(H,4,5,6)
• InChIKey: ZOBPZXTWZATXDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-thiazolidine-2,4-dione
• IUPAC Traditional name: 2,4-thiazolidinedione
• Synonyms: 1,3-Thiazolidine-2,4-dione; thiazolidine-2,4-dione; 2,4-Thiazolidinedione; 1,3-Thiazolane-2,4-dione; 1,3-Thiazolidine-2,4-dione 98%; Thiazolidine-2,4-dione; 2,4-Thiazolidinedione; 2,4-噻唑烷二酮

Database IDs

• CAS Number: 2295-31-0
• EC Number: 218-941-2
• MDL Number: MFCD00005478
• Beilstein Number: 110700
• PubChem SID: 162058237; 24863353
• PubChem CID: 5437

CALCULATED PROPERTIES

• Acid pKa: 6.3595304
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.3332943
• LogD (pH = 7.4): -1.3048785
• Log P: -0.27776426
• Molar Refractivity: 25.5396 cm^3
• Polarizability: 10.040188 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White to Off-White Powder
• Melting Point: 121-124°C; 123-126°C; 123-126°C; 125-127 °C(lit.)
• Boiling Point: 178-179°C/19mm; 178-179°C/19mm

Safety Information

• Storage Warning: IRRITANT; Irritant
• RTECS: XJ5775000
• European Hazard Symbols: X
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: false; 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H301
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (S); 90%; 95%; 97%; 99%
• Grade: technical; technical grade
• Empirical Formula (Hill Notation): C3H3NO2S

DETAILS

Sigma Aldrich - 375004

Packaging
25, 100 g in poly bottle
Application
Starting material for the synthesis of drugs with antihyperglycemic activity.1

Toronto Research Chemicals - T344250

Inhibitor of enzyme.

REFERENCES

• Martinez, A., et al.: J. Med. chem., 23, 7103 (2005)