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| Names | |
|---|---|
| IUPAC name acetic acid | |
| Other names Thiopronine | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| Beilstein Reference | 1859822 |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.016.163 
|
| EC Number |
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| KEGG | |
| MeSH | Tiopronin |
| PubChem CID | |
| RTECS number |
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| UNII | |
| CompTox Dashboard (EPA) | |
InChI
| |
SMILES
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| Properties | |
| Chemical formula | C 5NH 9SO 3 |
| Molar mass | 163.195 g mol |
| Appearance | White, opaque crystals |
| log P | −0.674 |
| Acidity (pKa) | 3.356 |
| Basicity (pKb) | 10.641 |
| Pharmacology | |
| Legal status |
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| Hazards | |
| GHS labelling: | |
| Pictograms | 
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| Signal word | Warning |
| Hazard statements | H302 |
| Lethal dose or concentration (LD, LC): | |
| LD50 (median dose) | 1.300 mg kg (oral, rat) |
| Related compounds | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references | |
Tiopronin (trade name Thiola) is a prescription thiol drug used to control the rate of cystine precipitation and excretion in the disease cystinuria. Due to the rarity of the disorder, tioronin falls under the classification of an orphan drug.
Uses
Tiopronin is used primarily for cystinuria and is well known in the cystinuric community. Depending on the severity of a person's cystinuria, tiopronin may be taken for life, possibly starting in early childhood.
It may also be used for Wilson's disease (an overload of copper in the body), and certain types of rare arthritis. It should be mentioned though, that tiopronin is not an anti-inflammatory.
Tiopronin is also sometimes used as a stabilizing agent for metal nanoparticles. The thiol group binds to the nanoparticles, preventing coagulation.
Side effects
Tiopronin may present a wide variety of side effects, but side effects are usually limited and subside over time with continued usage. Due to the rarity of the disease cystinuria, tiopronin has not been studied substantially.
References
- Jennifer A. Dahl, Bettye L. S. Maddux, and James E. Hutchison (2007). "Toward Greener Nanosynthesis". Chemical Reviews. 107 (6): 2228–2269. doi:10.1021/cr050943k. PMID 17564480.
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