[CAS NO. 4991-65-5] Tioxolone
PRODUCTS SPECIFICATIONS [4991-65-5]
DESCRIPTION [4991-65-5]
Overview
| MDL | MFCD00005859 |
|---|---|
| Molecular Weight | 168.17 |
| Molecular Formula | C7H4O3S |
| SMILES | O=C1OC2=CC(O)=CC=C2S1 |
Summary
Tioxolone, a metalloenzyme carbonic anhydrase I inhibitor, is an anti-acne preparation. Target: Carbonic Anhydrase Tioxolone is a metalloenzyme carbonic anhydrase I inhibitor with a Ki of 91 nM. Tioxolone lacks sulfonamide, sulfamate, or hydroxamate functional groups that are typically found in therapeutic carbonic anhydrase (CA) inhibitors, such as acetazolamide. Tioxolone is proposed to be a prodrug inhibitor that is cleaved via a CA II zinc-hydroxide mechanism known to catalyze the hydrolysis of esters. When tioxolone binds in the active site of CA II, it is cleaved and forms 4-mercaptobenzene-1,3-diol via the intermediate S-(2,4-thiophenyl) hydrogen thiocarbonate. The esterase cleavage product binds to the zinc active site via the thiol group and is therefore the active CA inhibitor, while the intermediate is located at the rim of the active-site cavity. From Wikipedia.
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : ≥ 100 mg/mL ( 594.64 mM )
H 2 O : 0.67 mg/mL ( 3.98 mM ; Need ultrasonic)
* "≥" means soluble, but saturation unknown.
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 5.9464 mL | 29.7318 mL | 59.4636 mL |
| 5 mM | 1.1893 mL | 5.9464 mL | 11.8927 mL |
| 10 mM | 0.5946 mL | 2.9732 mL | 5.9464 mL |
Synonyms