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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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$154.00

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$601.00

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About This Item

Empirical Formula (Hill Notation):
C11H9FN2O3
CAS Number:
68367-52-2
Molecular Weight:
236.20
MDL number:
MFCD00867380
UNSPSC Code:
12352200
PubChem Substance ID:
329824587
NACRES:
NA.77

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Quality Level

100

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

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This Item
SML1052SML0688A2846
Sorbinil ≥98% (HPLC)

Sigma-Aldrich

S7701

Sorbinil

2-D08 ≥98% (HPLC)

Sigma-Aldrich

SML1052

2-D08

PO1 ≥98% (HPLC)

Sigma-Aldrich

SML0688

PO1

A-134974 dihydrochloride hydrate ≥98% (HPLC), solid

Sigma-Aldrich

A2846

A-134974 dihydrochloride hydrate

form

powder

form

powder

form

powder

form

solid

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

solubility

DMSO: ≥20 mg/mL

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 1 mg/mL, clear (warmed)

solubility

H2O: soluble

color

white to off-white

color

white to beige

color

faintly pink to red

color

off-white to light tan

Application

Sorbinil has been used as an aldose reductase inhibitor in diabetic rats as a positive control group.[1]
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.[2] This action is beneficial in providing symptomatic relief in patients with diabetic neuropathy.[3]
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
GHS07

signalword

Warning

hcodes

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
0000245802
0000245802
0000158731
0000158731
0000158733

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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
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
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
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