An AT1 receptor antagonist
Related Products
Labeled Version(s)
33276Azilsartan-d5
Pro-drug Form(s)
23805Azilsartan Medoxomil
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Azilsartan

Item No. 26091

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
CAS Number
147403-03-0
Synonyms
  • TAK-536
Molecular Formula
C25H20N4O5
Formula Weight
456.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 3 mg/mlEthanol: 0.1 mg/ml
SMILES
CCOC1=NC2=CC=CC(C(O)=O)=C2N1CC3=CC=C(C4=C(C5=NOC(N5)=O)C=CC=C4)C=C3
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $121

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    250 mg

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    500 mg

    $301

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    1 g

    $477

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Azilsartan is an antagonist of the angiotensin II type 1 receptor (AT1; IC50 = 0.42 µM) and the active metabolite of azilsartan medoxomil (Item No. 23805).1,2 Azilsartan is formed from azilsartan medoxomil by hydrolysis in the gastrointestinal tract and liver.3 Azilsartan also acts as an inverse agonist, inhibiting angiotensin II-induced accumulation of inositol-1-phosphate in COS-7 cells expressing recombinant human AT1 (IC50 = 2.6 nM).2 It reduces the maximal contractile response induced by angiotensin II in isolated rabbit aortic strips (pD2 = 9.9).2 Azilsartan (100 ng/kg, i.v.) inhibits the angiotensin II-induced pressor response in conscious normotensive rats.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kohara, Y., Kubo, K., Imamiya, E., et al. Synthesis and angiotensin II receptor antagonistic activities of benzimidazole derivatives bearing acidic heterocycles as novel tetrazole bioisosteres. J. Med. Chem. 39(26), 5228-5235 (1996).

    2. 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).

    3. Clas, S.-D., Sanchez, R.I., and Nofsinger, R. Chemistry-enabled drug delivery (prodrugs): Recent progress and challenges. Drug Discov. Today 19(1), 79-87 (2014).