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S7701

Sigma-Aldrich

Sorbinil

≥98% (HPLC)

Synonyma:

(+)-(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

Empirický vzorec (Hillův zápis):
C11H9FN2O3
Číslo CAS:
Molekulová hmotnost:
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

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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Navštívit knihovnu dokumentů

Sally A Madsen-Bouterse et al.
Reviews in endocrine & metabolic disorders, 9(4), 315-327 (2008-07-26)
Retinopathy is one of the most severe ocular complications of diabetes and is a leading cause of acquired blindness in young adults. The cellular components of the retina are highly coordinated but very susceptible to the hyperglycemic environment. The microvasculature
R J Young et al.
Diabetes, 32(10), 938-942 (1983-10-01)
A double-blind, randomized, placebo-controlled cross-over trial of the aldose reductase inhibitor sorbinil was undertaken in 15 patients (age 35-68 yr) with chronic painful diabetic neuropathy. Treatment was evaluated by subjective pain responses, clinical examination, vibration perception threshold, motor and sensory
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
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

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