5-bromo-1,3-thiazolidine-2,4-dione

• ChemBase ID: 163068
• Molecular Formular: C3H2BrNO2S
• Molecular Mass: 196.02248
• Monoisotopic Mass: 194.89896131
• SMILES: C1(=O)SC(C(=O)N1)Br
• Canonical SMILES: O=C1SC(C(=O)N1)Br
• InChI: InChI=1S/C3H2BrNO2S/c4-1-2(6)5-3(7)8-1/h1H,(H,5,6,7)
• InChIKey: KRBBGMOONSUDGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-bromo-1,3-thiazolidine-2,4-dione
• IUPAC Traditional name: 5-bromo-1,3-thiazolidine-2,4-dione
• Synonyms: 5-Bromo-2,4-thiazolidinedione; 5-Bromothiazolidine-2,4-dione

Database IDs

• CAS Number: 125518-48-1
• PubChem SID: 162257203
• PubChem CID: 3493749

CALCULATED PROPERTIES

• Acid pKa: 4.775845
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.19982389
• LogD (pH = 7.4): -0.8881999
• Log P: 0.97358316
• Molar Refractivity: 32.7725 cm^3
• Polarizability: 13.099213 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - B688170

Reagent used to synthesize many therapeutic Thiazolidine derivatives.

REFERENCES

• Wrobel, J., et al.: J. Med. Chem., 41, 1084 (1998)
• Malamas, M., et al.: Med. Chem. Res., 10, 164 (1998)