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Z4527

Sigma-Aldrich

Zopolrestat

≥98% (HPLC)

Synonym(s):

3,4-Dihydro-4-oxo-3-[[5-(trifluoromethyl)-2-benzothiazolyl]methyl]-1-phthalazineacetic acid, Alond, CP-73850, Xedia

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About This Item

Empirical Formula (Hill Notation):
C19H12F3N3O3S
CAS Number:
110703-94-1
Molecular Weight:
419.38
MDL number:
MFCD00865476
UNSPSC Code:
12352200
PubChem Substance ID:
329831615
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

off-white to light brown

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

OC(=O)CC1=NN(Cc2nc3cc(ccc3s2)C(F)(F)F)C(=O)c4ccccc14

InChI

1S/C19H12F3N3O3S/c20-19(21,22)10-5-6-15-14(7-10)23-16(29-15)9-25-18(28)12-4-2-1-3-11(12)13(24-25)8-17(26)27/h1-7H,8-9H2,(H,26,27)

InChI key

BCSVCWVQNOXFGL-UHFFFAOYSA-N

Biochem/physiol Actions

Zopolrestat is an inhibitor of Aldose Reductase. AR family members AKR1B1 and AKR1B10 have additionally been shown to play roles in inflammation and cancer.

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301,H413

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hirdesh Kumar et al.
Journal of molecular modeling, 18(5), 1791-1799 (2011-08-13)
Aldose reductase (ALR2) plays a vital role in the etiology of long-term diabetic microvascular complications (DMCs) such as retinopathy, nephropathy and neuropathy. It initializes the polyol pathway and under hyperglycemic conditions, catalyzes the conversion of glucose into sorbitol in the
Brian F Johnson et al.
Diabetes care, 27(2), 448-454 (2004-01-30)
The goal of this study was to determine whether treatment with an aldose reductase inhibitor (ARI) has beneficial effects on asymptomatic cardiac abnormalities in diabetic patients with neuropathy. Diabetic subjects with neuropathy (n = 81) with either a low diastolic
Ping Huang et al.
Zhonghua bing li xue za zhi = Chinese journal of pathology, 39(6), 405-409 (2010-11-09)
To study the effect of PKC signalling pathway and aldose reductase (AR) on the expression of fibronectin (FN) induced by transforming growth factor-β1 (TGF-β1). Human mesangial cells (HMCs) were cultured and transfected with pcDNA3-AR, and subject to AR gene silencing
Umesh C S Yadav et al.
Investigative ophthalmology & visual science, 48(10), 4634-4642 (2007-09-28)
The purpose of the present study was to elucidate the role of the polyol pathway enzyme aldose reductase (AR) in the mediation of ocular inflammation in a rat model of endotoxin-induced uveitis (EIU). EIU was induced by a subcutaneous injection
Yu-Jung Chen et al.
American journal of physiology. Heart and circulatory physiology, 294(5), H2305-H2312 (2008-03-11)
We confirmed that release of 20-hydroxyeicosatetraenoic acid (20-HETE) from the isolated perfused kidney of diabetic rats is greatly reduced compared with age-matched control rats. The present studies were undertaken to examine potential mechanisms for the deficit in renal 20-HETE in
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