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Merck
CN

SML0432

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
NACRES:
NA.77
PubChem Substance ID:
329824716
UNSPSC Code:
12352200
MDL number:
MFCD00916395

Key Documents

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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)

SMILES string

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

InChI key

KGSXMPPBFPAXLY-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL (clear solution)

storage temp.

2-8°C

Quality Level

100

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000483149
0000483150
0000483149
0000483150
0000409781

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Alexander L Bullen et al.
Kidney international, 96(2), 470-479 (2019-07-03)
Urine markers can quantify tubular function including reabsorption (α-1 microglobulin [α1m]) and β-2-microglobulin [β2m]) and protein synthesis (uromodulin). Individuals with tubular dysfunction may be less able to compensate to insults than those without, despite similar estimated glomerular filtration rate (eGFR)
Luke J Laffin et al.
Journal of clinical hypertension (Greenwich, Conn.), 18(12), 1216-1221 (2016-06-05)
Increased abdominal obesity is associated with increased cardiovascular risk, especially in African American women. The adipocyte is documented to produce a number of inflammatory factors including the hormone aldosterone. There are very few data documenting aldosterone production from adipocytes of
Kazuomi Kario et al.
Hypertension (Dallas, Tex. : 1979), 65(4), 729-735 (2015-02-04)
Sleep blood pressure (BP), which is partly determined by salt sensitivity and intake, is an important cardiovascular risk in hypertensives. However, there have been no studies on age-related differences in the sleep BP-lowering effect between angiotensin II receptor blockers and
Mirela Dobre et al.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association, 35(8), 1377-1384 (2020-03-13)
Low serum bicarbonate level is associated with increased mortality, but its role as a predictor of cardiovascular disease (CVD) is unclear. This study evaluates the association between serum bicarbonate concentration and CVD and whether the effect of intensive blood pressure
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
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