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SML0432

Sigma-Aldrich

Azilsartan

≥98% (HPLC)

Synonym(s):

1-[[2′-(2,5-Dihydro-5-oxo-1,2,4-oxadiazol-3-yl) [1,1′-biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-carboxylic acid, 2-Ethoxy-1-{[2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid, TAK-536

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About This Item

Empirical Formula (Hill Notation):
C25H20N4O5
CAS Number:
147403-03-0
Molecular Weight:
456.45
MDL number:
MFCD00916395
UNSPSC Code:
12352200
PubChem Substance ID:
329824716
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL (clear solution)

storage temp.

2-8°C

SMILES string

CCOc1nc2cccc(C(O)=O)c2n1Cc3ccc(cc3)-c4ccccc4C5=NC(=O)ON5

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)

InChI key

KGSXMPPBFPAXLY-UHFFFAOYSA-N

Gene Information

human ... AGTR1(185)

Biochem/physiol Actions

Azilsartan is a highly potent and slowly dissociating Angiotensin II type 1 (AT1) receptor blocker (ARB) with an IC50 of 2.6 nM. It is the active form of Azilsartan medoxomil, used for treatment of hypertension. Azilsartan may also have potentially beneficial effects on metabolic syndrome including insulin sensitizing activity that may involve more than just blockade of AT(1) receptors.

Storage Class Code

11 - Combustible Solids

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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Barry I Freedman et al.
Kidney international, 90(2), 440-449 (2016-06-28)
To assess apolipoprotein L1 gene (APOL1) renal-risk-variant effects on the brain, magnetic resonance imaging (MRI)-based cerebral volumes and cognitive function were assessed in 517 African American-Diabetes Heart Study (AA-DHS) Memory IN Diabetes (MIND) and 2568 hypertensive African American Systolic Blood
Satomi Kagota et al.
Cardiovascular drugs and therapy, 33(5), 501-509 (2019-08-20)
Perivascular adipose tissues (PVAT) are involved in the regulation of vascular tone. In mesenteric arteries, the compensatory vasodilatory effects of PVAT appear when vascular relaxation is impaired and disappear at around 23 weeks of age in SHRSP.Z-Leprfa/IzmDmcr (SHRSP.ZF) rats with metabolic
Satoshi Kidoguchi et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 42(10), 1507-1517 (2019-05-30)
The sympathoinhibitory mechanism of azilsartan was investigated in an adenine-induced chronic renal failure model. Azilsartan exerted an antihypertensive effect, though BP elevation induced by adenine was marginal. The creatinine value was significantly lower in the azilsartan group (AZ) than in
Carlos Rossa et al.
Oncogene, 38(21), 3973-3988 (2019-01-31)
Head and neck cancers (HNCs) cause significant mortality and morbidity. There have been few advances in therapeutic management of HNC in the past 4 to 5 decades, which support the need for studies focusing on HNC biology. In recent years
Naza Mohammed Ali Mahmood et al.
Therapeutics and clinical risk management, 14, 1379-1385 (2018-08-21)
Much evidence has emerged documenting the involvement of the renin-angiotensin system (RAS) in inflammatory processes. The objective of this study was to evaluate the effects of blocking RAS with azilsartan (Azil) on the clinical efficacy of etanercept (Etan) in patients
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