6-hydroxy-2H-1,3-benzoxathiol-2-one

• ChemBase ID: 124982
• Molecular Formular: C7H4O3S
• Molecular Mass: 168.16986
• Monoisotopic Mass: 167.98811499
• SMILES: c1(=O)sc2c(o1)cc(cc2)O
• Canonical SMILES: Oc1ccc2c(c1)oc(=O)s2
• InChI: InChI=1S/C7H4O3S/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3,8H
• InChIKey: SLYPOVJCSQHITR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-hydroxy-2H-1,3-benzoxathiol-2-one
• IUPAC Traditional name: 6-hydroxy-2H-1,3-benzoxathiol-2-one; tioxolone
• Synonyms: Tioxolone; 6-Hydroxy-1,3-benzoxathiol-2-one; Thioxolone; Camyna; Gelacnine; Juvacneine; Stepin; Thidoxol; Thixolone; Tioxolone; 6-hydroxybenzo[d][1,3]oxathiol-2-one; Tioxolone; 噻克索酮; 6-羟基-1,3-苯唑硫醇-2-酮

Database IDs

• CAS Number: 4991-65-5
• EC Number: 225-653-0
• MDL Number: MFCD00005859
• PubChem SID: 162219335; 24852991
• PubChem CID: 72139
• ATC CODE: D10AB03
• CHEMBL: 442687
• KEGG ID: D07211
• Wikipedia Title: Tioxolone

CALCULATED PROPERTIES

• Acid pKa: 7.1496534
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.8626113
• LogD (pH = 7.4): 1.4335321
• Log P: 1.8721664
• Molar Refractivity: 40.9578 cm^3
• Polarizability: 15.910999 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 158-160 °C(lit.); 158–160 °C

Safety Information

• RTECS: DM2953750
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; R22, R36/37/38
• Safety Statements: 26; S26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Carbonic Anhydrase

Product Information

• Purity: ≥98%; 95+%
• Salt Data: Free Base
• Application(s): Antifungal agent; Antiseborrheic; Keratolytic
• Empirical Formula (Hill Notation): C7H4O3S

DETAILS

Sigma Aldrich - 217077

Packaging
50 g in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 217077.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 1306A, (nmr)
• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 320B, (ir)
• U.S. Pat., 1943, 2 886 488; CA, 53, 18404
• Pontlitschlo, M. et al., Monatsh. Chem., 1950, 81, 293
• Fiedler, H., Chem. Ber., 1962, 95, 1771
• Goeth, H. et al., Arzneim.-Forsch., 1969, 19, 1298, (pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 770