S7701
Sorbinil
≥98% (HPLC)
Synonym(s):
(+)-(4S)-6-Fluorospiro[chroman-4,4′-imidazolidine]-2′,5′-dione, (4S)-6-Fluoro-2,3-dihydro-spiro[4H-1-benzopyran-4,4′-imidazolidine]-2′,5′-dione, CP 45634
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About This Item
Empirical Formula (Hill Notation):
C11H9FN2O3
CAS Number:
Molecular Weight:
236.20
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Quality Level
Assay
≥98% (HPLC)
form
powder
optical activity
[α]/D +50 to +60°, c = 1 in methanol
color
white to off-white
solubility
DMSO: ≥20 mg/mL
storage temp.
2-8°C
SMILES string
Fc1ccc2OCC[C@]3(NC(=O)NC3=O)c2c1
InChI
1S/C11H9FN2O3/c12-6-1-2-8-7(5-6)11(3-4-17-8)9(15)13-10(16)14-11/h1-2,5H,3-4H2,(H2,13,14,15,16)/t11-/m0/s1
InChI key
LXANPKRCLVQAOG-NSHDSACASA-N
Related Categories
Application
Sorbinil has been used as an aldose reductase inhibitor in diabetic rats as a positive control group.
Sorbinil may be used in cell signaling and neuroscience studies.
Biochem/physiol Actions
Sorbinil decreases the level of sorbitol in red blood cells and increases the velocity of nerve conduction. It maintains the myo-inositol content in the nerve and prevents the reduction of sodium-potassium ATPase activity. This action is beneficial in providing symptomatic relief in patients with diabetic neuropathy.
Sorbinil is an inhibitor of Aldose Reductase (AR). AR family members AKR1B1 and AKR1B10 have additionally been shown to play roles in inflammation and cancer.
Sorbinil is an inhibitor of Aldose Reductase.
Features and Benefits
This compound is featured on the Dopamine and Norepinephrine Metabolism page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Disclaimer
RESEARCH USE ONLY. This product is regulated in France when intended to be used for scientific purposes, including for import and export activities (Article L 1211-1 paragraph 2 of the Public Health Code). The purchaser (i.e. enduser) is required to obtain an import authorization from the France Ministry of Research referred in the Article L1245-5-1 II. of Public Health Code. By ordering this product, you are confirming that you have obtained the proper import authorization.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Sonia Manzanaro et al.
Journal of natural products, 69(10), 1485-1487 (2006-10-28)
Four different types of marine natural compounds isolated from tunicates were found to inhibit human aldose reductase. They all are characterized by a heterocyclic system, and at least two phenolic groups are present in the structure. Two of the compounds
Antonella Del-Corso et al.
PloS one, 8(9), e74076-e74076 (2013-09-11)
Aldose reductase (AR) is an NADPH-dependent reductase, which acts on a variety of hydrophilic as well as hydrophobic aldehydes. It is currently defined as the first enzyme in the so-called polyol pathway, in which glucose is transformed into sorbitol by
Eleonora Peroni et al.
Antioxidants (Basel, Switzerland), 9(5) (2020-05-10)
One of the consequences of the increased level of oxidative stress that often characterizes the cancer cell environment is the abnormal generation of lipid peroxidation products, above all 4-hydroxynonenal. The contribution of this aldehyde to the pathogenesis of several diseases
Agnieszka Pladzyk et al.
Investigative ophthalmology & visual science, 47(12), 5395-5403 (2006-11-24)
Bacterial infections are one of the major causes of human eye disease. Because the bacterial endotoxin lipopolysaccharide (LPS) is known to cause cytotoxicity through oxidative stress and an earlier study has shown that aldose reductase (AR) mediates oxidative stress signals
D A Greene et al.
Diabetes, 33(8), 712-716 (1984-08-01)
The small, but statistically significant, improvement in nerve conduction after treatment of diabetic patients with the aldose reductase inhibitor, sorbinil, suggests that increased polyol (sorbitol) pathway activity may contribute to diabetic nerve conduction slowing. Although classically viewed solely in terms
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