A prodrug form of azilsartan
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Active Metabolite(s)
26091Azilsartan
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Azilsartan Medoxomil

Item No. 23805

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
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, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester
CAS Number
863031-21-4
Synonyms
  • TAK-491
Molecular Formula
C30H24N4O8
Formula Weight
568.5
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly SolubleMethanol: Slightly Soluble
SMILES
CCOC1=NC2=CC=CC(C(OCC(O3)=C(C)OC3=O)=O)=C2N1CC4=CC=C(C5=C(C6=NOC(N6)=O)C=CC=C5)C=C4
InChi Code
InChI=1S/C30H24N4O8/c1-3-38-28-31-23-10-6-9-22(27(35)39-16-24-17(2)40-30(37)41-24)25(23)34(28)15-18-11-13-19(14-12-18)20-7-4-5-8-21(20)26-32-29(36)42-33-26/h4-14H,3,15-16H2,1-2H3,(H,32,33,36)
InChi Key
QJFSABGVXDWMIW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Azilsartan medoxomil is a prodrug form of azilsartan (Item No. 26091), a potent and selective angiotensin II receptor 1 (AT1) antagonist.1,2 Azilsartan medoxomil (0.1-10 mg/kg) reduces blood pressure and decreases plasminogen activator inhibitor 1 (PAI-1) levels in the plasma, left ventricle, and aortic wall in mice in a dose-dependent manner.2 It also inhibits the pressor response induced by angiotensin II (Item No. 17150) in normotensive rats (ID50 = 0.12 mg/kg) and reduces blood pressure and improves glucose infusion, a marker of insulin sensitivity, in spontaneously hypertensive rats.3 Azilsartan medoxomil also has more potent antiproteinuric effects in Wistar fatty rats than olmesartan medoxomil (Item No. 11614). Formulations containing azilsartan medoxomil have been used in the treatment of hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ojima, M., Igata, H., Tanaka, 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. 336(3), 801-808 (2011).

    2. French, C.J., Zaman, A.K., and Sobel, B.E. The angiotensin receptor blocker, azilsartan medoxomil (TAK-491), suppresses vascular wall expression of plasminogen activator inhibitor type-I protein potentially facilitating the stabilization of atherosclerotic plaques. J. Cardiovasc. Pharmacol. 58(2), 143-148 (2011).

    3. Kusumoto, K., Igata, H., Ojima, M., et al. Antihypertensive, insulin-sensitising and renoprotective effects of a novel, potent and long-acting angiotensin II type 1 receptor blocker, azilsartan medoxomil, in rat and dog models. Eur. J. Pharmacol. 669(1-3), 84-93 (2011).