A vasopressin V2 receptor antagonist
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Analytical Standard(s)
26301Tolvaptan
Labeled Version(s)
26453Tolvaptan-d7
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Tolvaptan

Item No. 19691

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[(7-chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl]-2-methyl-benzamide
CAS Number
150683-30-0
Synonyms
  • OPC 41061
Molecular Formula
C26H25ClN2O3
Formula Weight
448.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mLDMSO: 30 mg/mLDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mLEthanol: 12 mg/mL
λmax
269 nm
SMILES
CC1=C(C(NC2=CC(C)=C(C(N3C(C=CC(Cl)=C4)=C4C(O)CCC3)=O)C=C2)=O)C=CC=C1
InChi Code
InChI=1S/C26H25ClN2O3/c1-16-6-3-4-7-20(16)25(31)28-19-10-11-21(17(2)14-19)26(32)29-13-5-8-24(30)22-15-18(27)9-12-23(22)29/h3-4,6-7,9-12,14-15,24,30H,5,8,13H2,1-2H3,(H,28,31)
InChi Key
GYHCTFXIZSNGJT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

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    10 mg

    $169

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    25 mg

    $369

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    Product Description

    Tolvaptan is a nonpeptide vasopressin V2 receptor antagonist (IC50 = 3 nM for rat receptor) and a diuretic agent.1 It is selective for V2 over V1 receptors (IC50 = 0.58 μM). Tolvaptan increases urine volume by 3-fold in rats when administered at a dose of 0.54 mg/kg. It also reduces left ventricular end-systolic volumes and improves left ventricular ejection fraction in a rat model of myocardial infarction.2 Formulations containing tolvaptan have been used to treat hyponatremia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kondo, K., Ogawa, H., Yamashita, H., et al. 7-Chloro-5-hydroxy-1-[2-methyl-4-(2-methylbenzoyl-amino)benzoyl ]-2,3,4,5-tetrahydro-1H-1-benzazepine (OPC-41061): A potent, orally active nonpeptide arginine vasopressin V2 receptor antagonist. Bioorg. Med. Chem. 7(8), 1743-1754 (1999).

    2. Yamazaki, T., Nakamura, Y., Shiota, M., et al. Tolvaptan attenuates left ventricular fibrosis after acute myocardial infarction in rats. J. Pharmacol. Sci. 123(1), 58-66 (2013).