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sorbinil

Structure via PubChem · Public domain (PubChem)

EntityQ1259458· pop 6· linked from 4 articles

Also known as CP-45634, sorbinol, (S)-6-Fluorospiro(chroman-4,4'-imidazolidine)-2',5'-dione

Sorbinil (INN) is an aldose reductase inhibitor being investigated for treatment of diabetic complications including neuropathy and retinopathy. Aldose reductase is an enzyme present in lens and brain that removes excess glucose by converting it to sorbitol. Sorbitol accumulation can lead to the development of cataracts in the lens and neuropathy in peripheral nerves. Sorbinil has been shown to inhibit aldose reductase in human brain and placenta and calf and rat lens. Sorbinil reduced sorbitol accumulation in rat lens and sciatic nerve of diabetic rats orally administered 0.25 mg/kg sorb

Chemical data

Formula
C11H9FN2O3
Molecular weight
236.2 g/mol
IUPAC name
(4S)-6-fluorospiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione
SMILES
C1COC2=C([C@]13C(=O)NC(=O)N3)C=C(C=C2)F
InChIKey
LXANPKRCLVQAOG-NSHDSACASA-N
XLogP
0.7
Polar surface area
67.4 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 3
Molecule type
Small molecule
Indications
diabetic retinopathy

via ChEMBL · EBI

Wikidata facts

Mass
236.06
Show 5 more facts
chemical formula
C₁₁H₉FN₂O₃
canonical SMILES
C1COC2=C(C13C(=O)NC(=O)N3)C=C(C=C2)F
isomeric SMILES
C1COC2=C([C@]13C(=O)NC(=O)N3)C=C(C=C2)F
World Health Organisation international non-proprietary name
sorbinil
Commons category
Sorbinil
Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

1 sections
Contents
  • References

Sorbinil (INN) is an aldose reductase inhibitor being investigated for treatment of diabetic complications including neuropathy and retinopathy. Aldose reductase is an enzyme present in lens and brain that removes excess glucose by converting it to sorbitol. Sorbitol accumulation can lead to the development of cataracts in the lens and neuropathy in peripheral nerves. Sorbinil has been shown to inhibit aldose reductase in human brain and placenta and calf and rat lens. Sorbinil reduced sorbitol accumulation in rat lens and sciatic nerve of diabetic rats orally administered 0.25 mg/kg sorbinil.

==References==

Excerpted from Wikipedia’s “sorbinil” article, available under the CC BY-SA 4.0 licence.

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