An AT1b receptor antagonist and active metabolite of losartan
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Parent Compound(s)
10006594Losartan (potassium salt)
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Losartan Carboxylic Acid

Item No. 15957

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-butyl-4-chloro-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxylic acid
CAS Number
124750-92-1
Synonyms
  • E-3174
  • EXP-3174
Molecular Formula
C22H21ClN6O2
Formula Weight
436.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
247 nm
SMILES
[H]N1N=NN=C1C2=CC=CC=C2C3=CC=C(CN4C(C(O)=O)=C(Cl)N=C4CCCC)C=C3
InChi Code
InChI=1S/C22H21ClN6O2/c1-2-3-8-18-24-20(23)19(22(30)31)29(18)13-14-9-11-15(12-10-14)16-6-4-5-7-17(16)21-25-27-28-26-21/h4-7,9-12H,2-3,8,13H2,1H3,(H,30,31)(H,25,26,27,28)
InChi Key
ZEUXAIYYDDCIRX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $41

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    5 mg

    $108

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    10 mg

    $178

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    50 mg

    $775

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    Product Description

    Losartan carboxylic acid is an antagonist of the angiotensin II type 1b (AT1b) receptor (Ki = 0.67 nM in COS-7 cells expressing the human receptor) and an active metabolite of losartan (Item No. 10006594).1,2 It is formed from losartan by the cytochrome P450 (CYP) isoform CYP2C9. Losartan carboxylic acid is selective for AT1b over AT2 (Ki = >10,000 nM in COS-7 cells expressing the human receptor). It reduces U-44619-induced aggregation of platelets in isolated human platelet-rich plasma when used at a concentration of 50 µM.3 Losartan carboxylic acid (1 mg/kg) reduces mean arterial pressure (MAP) in water-deprived rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Inada, Y., Nakane, T., and Chiba, S. Binding of KRH-594, an antagonist of the angiotensin II type 1 receptor, to cloned human and rat angiotensin II receptors. Fundam. Clin. Pharmacol. 16(4), 317-323 (2002).

    2. Yasar, U., Tybring, G., Hidestrand, M., et al. Role of CYP2C9 polymorphism in losartan oxidation. Drug Metab. Dispos. 29(7), 1051-1056 (2001).

    3. Munger, M.A. Use of angiotensin receptor blockers in cardiovascular protection: Current evidence and future directions. PT 36(1), 22-40 (2011).

    4. Widdop, R.E., Gardiner, S.M., Kemp, P.A., et al. Comparison of the regional haemodynamic effects of the AT1-receptor antagonists, losartan and EXP 3174, in water-deprived Brattleboro rats. Br. J. Pharmacol. 108(3), 684-688 (1993).