A calcium sensitizer
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Levosimendan

Item No. 16128

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[2-[4-[(4R)-1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl]phenyl]hydrazinylidene]-propanedinitrile
CAS Number
141505-33-1
Synonyms
  • OR 1259
  • (R)-Simendan
Molecular Formula
C14H12N6O
Formula Weight
280.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 10 mg/ml
λmax
290, 382 nm
SMILES
O=C1C[C@@H](C)C(C2=CC=C(N/N=C(C#N)\C#N)C=C2)=NN1
InChi Code
InChI=1S/C14H12N6O/c1-9-6-13(21)19-20-14(9)10-2-4-11(5-3-10)17-18-12(7-15)8-16/h2-5,9,17H,6H2,1H3,(H,19,21)/t9-/m1/s1
InChi Key
WHXMKTBCFHIYNQ-SECBINFHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $63

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    100 mg

    $96

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    250 mg

    $215

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    500 mg

    $387

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    Product Description

    Levosimendan is a calcium sensitizer that can cause increased cardiac contractility by binding troponin C (EC50 = 9 nM), promotes vasodilation by activating ATP-sensitive potassium channels on vascular smooth muscle cells (EC50 = 0.28 µM), and performs a cardioprotective function by prompting the opening of mitochondrial potassium channels in cardiomyocytes.1,2 It also has been reported to inhibit phosphodiesterases 3 and 4 in left ventricular cardiac tissue with IC50 values of 2.5 nM and 25 µM, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nieminen, M.S., Fruhwald, S., Heunks, L.M.A., et al. Levosimendan: Current data, clinical use and future development. Heart Lung Vessel 5(4), 227-245 (2013).

    2. Papp, Z., Csapó, K., Pollesello, P., et al. Pharmacological mechanisms contributing to the clinical efficacy of levosimendan. Cardiovasc. Drug Rev. 23(1), 71-98 (2005).

    3. Szilágyi, S., Pollesello, P., Levijoki, J., et al. The effects of levosimendan and OR-1896 on isolated hearts, myocyte-sized preparations and phophodiesterase enzymes of the guinea pig. Eur. J. Pharmacol. 486(1), 67-74 (2004).