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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:
Molecular Weight:
456.45
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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.
Azilsartan is an Angiotensin II receptor blocker; anti-hypertensive.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Mark A Supiano et al.
PloS one, 13(9), e0203305-e0203305 (2018-09-27)
Arterial stiffness, typically assessed as the aortic pulse wave velocity (PWV), and central blood pressure levels may be indicators of cardiovascular disease (CVD) risk. This ancillary study to the Systolic Blood Pressure Intervention Trial (SPRINT) obtained baseline assessments (at randomization)
Yahya M Alzahrani et al.
Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society, 28(5), 574-581 (2020-05-22)
Renin-angiotensin system exerted deleterious effects on learning and cognitive functions through different mechanisms. The present study has been designed to evaluate the protective effect of perindopril and azilsartan as monotherapy or in combination on aluminum chloride (AlCl3) induced neurobehavioral and
Naza Mohammed Ali Mahmood et al.
BioMed research international, 2018, 7164291-7164291 (2018-06-12)
The present study aimed to evaluate the efficacy and safety of azilsartan (Azil) as "add-on" treatment with methotrexate (MTX) in patients with active rheumatoid arthritis (RA). This single center, randomized, placebo-controlled, double-blind, pilot study included 64 patients with active RA.
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
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

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