For research use only. Not for therapeutic Use.
Imirestat (Cat No.: I007287) is an aldose reductase inhibitor developed to manage diabetic complications by blocking the polyol pathway, which converts glucose to sorbitol. Excess sorbitol accumulation is linked to cellular damage in tissues like the eyes, nerves, and kidneys. By inhibiting aldose reductase, Imirestat helps reduce oxidative stress and tissue injury associated with chronic hyperglycemia. Though it showed promise in early studies, its clinical development was limited. Imirestat remains valuable in research exploring treatments for diabetic neuropathy, retinopathy, and other metabolic disorders.
| CAS Number | 89391-50-4 |
| Synonyms | Imirestat; AL-1576; AL-01576; Hoe-843; AL1576; AL01576; Hoe843.;2,7-Difluorospiro(fluorene-9,4/’-imidazolidine)-2/’,5/’-dione |
| Molecular Formula | C15H8F2N2O2 |
| Purity | ≥95% |
| Target | Aldose Reductase |
| Solubility | Soluble in DMSO |
| Storage | 0 - 4°C for short term , or -20°C for long term. |
| IUPAC Name | 2,7-difluorospiro[fluorene-9,5'-imidazolidine]-2',4'-dione |
| InChI | 1S/C15H8F2N2O2/c16-7-1-3-9-10-4-2-8(17)6-12(10)15(11(9)5-7)13(20)18-14(21)19-15/h1-6H,(H2,18,19,20,21) |
| InChIKey | QCCHBHSAIQIQGO-UHFFFAOYSA-N |
| SMILES | C1=CC2=C(C=C1F)C3(C4=C2C=CC(=C4)F)C(=O)NC(=O)N3 |
| Reference | </br>1:Application of 19F-n.m.r. spectroscopy to the identification of dog urinary metabolites of imirestat, a spirohydantoin aldose reductase inhibitor. Gilbert PJ, Hartley TE, Troke JA, Turcan RG, Vose CW, Watson KV.Xenobiotica. 1992 Jul;22(7):775-87. PMID: 1455900 </br>2:Saturable tissue binding and imirestat pharmacokinetics in rats. Chien JY, Banfield CR, Brazzell RK, Mayer PR, Slattery JT.Pharm Res. 1992 Apr;9(4):469-73. PMID: 1495891 </br>3:Aldose reductase inhibition with imirestat-effects on impulse conduction and insulin-stimulation of Na+/K(+)-adenosine triphosphatase activity in sciatic nerves of streptozotocin-diabetic rats. Carrington AL, Ettlinger CB, Calcutt NA, Tomlinson DR.Diabetologia. 1991 Jun;34(6):397-401. PMID: 1653157 </br>4:Capillary gas chromatographic-electron-capture assay for the aldose reductase inhibitor imirestat in lens and plasma. McCue BA, Park YH, Brazzell RK, Boltralik JJ.J Chromatogr. 1991 Apr 19;565(1-2):255-64. PMID: 1908477 </br>5:Dose-dependent pharmacokinetics of the aldose reductase inhibitor imirestat in man. Brazzell RK, Mayer PR, Dobbs R, McNamara PJ, Teng RL, Slattery JT.Pharm Res. 1991 Jan;8(1):112-8. PMID: 1901647 </br>6:Scintigraphic evaluation of the ocular disposition of 18F-imirestat in rabbits. Vaidyanathan G, Jay M, Bera RK, Mayer PR, Brazzell RK.Pharm Res. 1990 Nov;7(11):1198-200. No abstract available. PMID: 2127314 </br>7:Pharmacokinetics of the aldose reductase inhibitor imirestat following topical ocular administration. Brazzell RK, Wooldridge CB, Hackett RB, McCue BA.Pharm Res. 1990 Feb;7(2):192-8. PMID: 2106677 </br>8:Effect of protein binding on the high-performance liquid chromatography of phenytoin and imirestat in human serum by direct injection onto internal surface reversed-phase columns. Pinkerton TC, Miller TD, Janis LJ.Anal Chem. 1989 May 15;61(10):1171-4. No abstract available. PMID: 2751110 |
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