Tolrestat

Tolrestat
Systematic (IUPAC) name
N-{[6-methoxy-5-(trifluoromethyl)-1-naphthyl]carbothioyl}-N-methylglycine
Clinical data
Pregnancy cat.  ?
Legal status  ?
Identifiers
CAS number 82964-04-3 Y
ATC code A10XA01
PubChem CID 53359
UNII 0T93LG5NMK N
KEGG D02323 Y
ChEMBL CHEMBL436 N
Chemical data
Formula C16H14F3NO3S 
Mol. mass 357.34 g/mol
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

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. ^ Sestanj K, Bellini F, Fung S, et al. (March 1984). "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. doi:10.1021/jm00369a003. PMID 6422042. 
  2. ^ Kador PF, Kinoshita JH, Sharpless NE (July 1985). "Aldose reductase inhibitors: a potential new class of agents for the pharmacological control of certain diabetic complications". J. Med. Chem. 28 (7): 841–9. doi:10.1021/jm00145a001. PMID 3925146. 
Insulin
Metformin# • Buformin‡ • Phenformin‡
Meglitinides/"glinides"
Analogs/other insulins
fast-acting (Insulin lispro • Insulin aspart • Insulin glulisine) • short-acting (Regular insulin) • long-acting (Insulin glargine • Insulin detemir • NPH insulin) • ultra-long-acting (Insulin degludec†) • inhalable Exubera‡
Other
Amylin analog
SGLT2 inhibitors
Other
Benfluorex‡ • Tolrestat‡

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