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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:
Molecular Weight:
419.38
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class Code

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

WGK

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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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
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
Depeng Jiang et al.
International immunopharmacology, 12(4), 588-593 (2012-03-06)
This study investigated whether aldose reductase (AR) inhibition affects interleukin (IL)-13-induced mucus production in the human bronchial epithelial cell line-16 (HBE16) cells. The HBE16 cells were cultured with AR inhibitors (zopolrestat) or were transfected with an AR small interfering (si)RNA.
Holger Steuber et al.
Journal of molecular biology, 363(1), 174-187 (2006-09-06)
In structure-based drug design, accurate crystal structure determination of protein-ligand complexes is of utmost importance in order to elucidate the binding characteristics of a putative lead to a given target. It is the starting point for further design hypotheses to
Tao Jiang et al.
Zhonghua bing li xue za zhi = Chinese journal of pathology, 34(3), 171-174 (2005-06-09)
To study the effect of aldose reductase (AR) on expression of fibronectin and collagen IV in cultured rat renal mesangial cells (MsC). AR expression plasmid vector (pCDNA3-AR) was constructed by restriction endonuclease digestion and ligation procedures. Stable expression of AR

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