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Azilsartan (Standard)

CAT: 0804-HY-14914R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14914R-01Size:5 mg
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Description
Azilsartan (Standard) is the analytical standard of Azilsartan. This product is intended for research and analytical applications. Azilsartan (TAK-536) is an orally active, potent, selective and specific angiotensin II type 1 receptor (AT1) antagonist. Azilsartan induces ROS formation and apoptosis in HepG2 cells. Azilsartan shows neuroprotective and anticancer activity. Azilsartan can be used for hypertension and stroke research[1][2][3][4][5].
CAS Number
147403-03-0
Product Name Alternative
TAK-536 (Standard)
UNSPSC
12352005
Target
Angiotensin Receptor; Apoptosis; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; GPCR/G Protein; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Cancer; Metabolic Disease; Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/azilsartan-standard.html
Smiles
O=C(C1=C2C(N=C(OCC)N2CC3=CC=C(C4=CC=CC=C4C(N5)=NOC5=O)C=C3)=CC=C1)O
Molecular Formula
C25H20N4O5
Molecular Weight
456.45
References & Citations
[1]Kajiya T, et al. Molecular and cellular effects of azilsartan: a new generation angiotensin II receptor blocker. J Hypertens. 2011 Dec;29 (12) :2476-83.|[2]Zhao M, et al. Azilsartan treatment improves insulin sensitivity in obese spontaneously hypertensive Koletsky rats. Diabetes Obes Metab. 2011 Dec;13 (12) :1123-9.|[3]Ojima M, et al. In vitro antagonistic properties of a new angiotensin type 1 receptor blocker, azilsartan, in receptor binding and function studies. J Pharmacol Exp Ther. 2011 Mar;336 (3) :801-8. |[4]Gupta V, et al. Neuroprotective potential of azilsartan against cerebral ischemic injury: Possible involvement of mitochondrial mechanisms. Neurochem Int. 2020 Jan;132:104604.|[5]Ahmadian E, et al. Novel angiotensin receptor blocker, azilsartan induces oxidative stress and NFkB-mediated apoptosis in hepatocellular carcinoma cell line HepG2. Biomed Pharmacother. 2018 Mar;99:939-946.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Azilsartan

Azilsartan is a benzimidazolecarboxylic acid that is benzimidazole-7-carboxylic acid substituted at position 2 by a methoxy group and at position 1 by a 2'-[(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl group. Used (as the prodrug, azilsartan medoxomil) for treatment of hypertension. It has a role as an antihypertensive agent and an angiotensin receptor antagonist. It is an aromatic ether, a benzimidazolecarboxylic acid and a 1,2,4-oxadiazole.

CAS Number147403-03-0
PubChem CID135415867
IUPAC Name2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylic acid
Molecular FormulaC25H20N4O5
Molecular Weight456.4
XLogP4.4
Topological Polar Surface Area115
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Heavy Atom Count34
Formal Charge0
Complexity783
SMILES
CCOC1=NC2=CC=CC(=C2N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NOC(=O)N5)C(=O)O
InChI
InChI=1S/C25H20N4O5/c1-2-33-24-26-20-9-5-8-19(23(30)31)21(20)29(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-27-25(32)34-28-22/h3-13H,2,14H2,1H3,(H,30,31)(H,27,28,32)
InChIKey
KGSXMPPBFPAXLY-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Azilsartan
CAS: 147403-03-0
CID: 135415867
Formula: C25H20N4O5
MW: 456.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight456.4
XLogP34.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count7
Exact Mass456.14336975
Monoisotopic Mass456.14336975
Topological Polar Surface Area115 Ų
Heavy Atom Count34
Formal Charge0
Complexity783
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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HY-14914S-01Azilsartan-d5
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Alternative Products

CatalogName
MBS3602030-01Azilsartan

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