Chemistry:Tolrestat

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Short description: Chemical compound
Tolrestat
Skeletal formula of tolrestat
Ball-and-stick model of the tolrestat molecule
Clinical data
ATC code
Legal status
Legal status
  • Withdrawn from market
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC16H14F3NO3S
Molar mass357.35 g·mol−1
3D model (JSmol)
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Tolrestat (INN) (AY-27773) is an aldose reductase inhibitor[1] which was approved for the control of certain diabetic complications.[2]

While it was approved for marketed in several countries, it failed a Phase III trial in the U.S. due to toxicity and never received FDA approval. It was discontinued by Wyeth in 1997 because of the risk of severe liver toxicity and death. It was sold under the tradename Alredase.

References

  1. "N-[5-(trifluoromethyl)-6-methoxy-1-naphthalenyl]thioxomethyl]- N-methylglycine (Tolrestat), a potent, orally active aldose reductase inhibitor". J. Med. Chem. 27 (3): 255–6. March 1984. doi:10.1021/jm00369a003. PMID 6422042. 
  2. "Aldose reductase inhibitors: a potential new class of agents for the pharmacological control of certain diabetic complications". J. Med. Chem. 28 (7): 841–9. July 1985. doi:10.1021/jm00145a001. PMID 3925146.