3-hydroxy-1λ6-thiolane-1,1-dione

• ChemBase ID: 85338
• Molecular Formular: C4H8O3S
• Molecular Mass: 136.16952
• Monoisotopic Mass: 136.01941512
• SMILES: S1(=O)(=O)CC(O)CC1
• Canonical SMILES: OC1CCS(=O)(=O)C1
• InChI: InChI=1S/C4H8O3S/c5-4-1-2-8(6,7)3-4/h4-5H,1-3H2
• InChIKey: AMXKVIWWXBYXRS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-1λ^6-thiolane-1,1-dione; 3-hydroxy-1$l^{6}-thiolane-1,1-dione
• IUPAC Traditional name: 3-hydroxy-1λ^6-thiolane-1,1-dione; 3-hydroxy-1$l^{6}-thiolane-1,1-dione
• Synonyms: 3-hydroxy-1$l^{6}-thiolane-1,1-dione; tetrahydro-3-thiopheneol 1,1-dioxide; Tetrahydrothiophene-3-ol 1,1-Dioxide; 3-Hydroxysulfolane; 3-Hydroxythiolane 1,1-Dioxide; NSC 147314; Sulfolan-3-ol; 3-hydroxytetrahydrothiophene 1,1-dioxide; 3-hydroxytetrahydro-1H-1lambda~6~-thiophene-1,1-dione; Tetrahydrothiophene-3-ol 1,1-dioxide; 3-Hydroxytetrahydro-1H-1lambda~6~-thiophene-1,1-dione; 3-Hydroxysulpholane

Database IDs

• CAS Number: 13031-76-0
• MDL Number: MFCD00154867
• PubChem SID: 162072454
• PubChem CID: 98932

CALCULATED PROPERTIES

• Acid pKa: 14.325458
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.7384934
• LogD (pH = 7.4): -1.7384936
• Log P: -1.7384934
• Molar Refractivity: 28.8123 cm^3
• Polarizability: 12.284272 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Partition Coefficient: -1.033
• Hydrophobicity(logP): -1.974

Safety Information

• Storage Warning: Irritant

Product Information

• Purity: 95%; 95+%; 97%

DETAILS

Toronto Research Chemicals - S689070

A sulfolane derivative with antiinflammatory activity. A metabolite of Busulfan (B689900) and 1,4-Dibromobutane.

REFERENCES

• Hassan, M. et al.: Eur. J. Drug Metab. Pharmcokin., 13, 301 (1988)
• Onkenhout, W. et al.: Drug Metab. Disp., 14, 608 (1988)
• Kamalova, E.G. et al.: Farmakol. Toksikol., 42, 261 (1988)