Levosimendan

  • CAT Number: A000693
  • CAS Number: 141505-33-1
  • Molecular Formula: C14H12N6O
  • Molecular Weight: 280.3
  • Purity: ≥95%
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Levosimendan is a calcium sensitizer that can cause increased cardiac contractility by binding troponin C, promotes vasodilation by activating ATP-sensitive potassium channels on vascular smooth muscle cells, and performs a cardioprotective function by prompting the opening of mitochondrial potassium channels in cardiomyocytes. It also has been reported to inhibit phosphodiesterases 3 and 4 in left ventricular cardiac tissue.

Catalog Number A000693
CAS Number 141505-33-1
Synonyms

141505-33-1; Simdax; (R)-Simendan; Levosimendan [INN]; Levosimendanum

Molecular Formula

C14H12N6O

Purity 95%
Target Phosphodiesterase Inhibitor
Storage -20°C
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
InChIKey WHXMKTBCFHIYNQ-SECBINFHSA-N
SMILES CC1CC(=O)NN=C1C2=CC=C(C=C2)NN=C(C#N)C#N
Reference

1: Brunner SN, Bogert NV, Schnitzbauer AA, Juengel E, Moritz A, Werner I,
Kornberger A, Beiras-Fernandez A. Levosimendan protects human hepatocytes from
ischemia-reperfusion injury. PLoS One. 2017 Nov 16;12(11):e0187839. doi:
10.1371/journal.pone.0187839. eCollection 2017. PubMed PMID: 29145424.
<br>

2: Fang M, Cao H, Wang Z. Levosimendan in patients with cardiogenic shock
complicating myocardial infarction: A meta-analysis. Med Intensiva. 2017 Nov 7.
pii: S0210-5691(17)30283-8. doi: 10.1016/j.medin.2017.08.009. [Epub ahead of
print] English, Spanish. PubMed PMID: 29126662.

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3: Putzu A, Clivio S, Belletti A, Cassina T. Perioperative levosimendan in
cardiac surgery: A systematic review with meta-analysis and trial sequential
analysis. Int J Cardiol. 2017 Oct 21. pii: S0167-5273(17)33562-3. doi:
10.1016/j.ijcard.2017.10.077. [Epub ahead of print] PubMed PMID: 29126653.
<br>

4: Mehta RH, Alexander JH; LEVO-CTS Steering Committee Members and Trial
Investigators. Levosimendan in Cardiac Surgery. N Engl J Med. 2017 Nov
9;377(19):1900-1. doi: 10.1056/NEJMc1711938. PubMed PMID: 29120128.

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5: Putzu A, Clivio S, Cassina T. Levosimendan in Cardiac Surgery. N Engl J Med.
2017 Nov 9;377(19):1899-1900. doi: 10.1056/NEJMc1711938. PubMed PMID: 29120127.
<br>

6: Dell/’Anna AM, De Pascale G, Antonelli M. Levosimendan in Cardiac Surgery. N
Engl J Med. 2017 Nov 9;377(19):1899. doi: 10.1056/NEJMc1711938. PubMed PMID:
29120124.

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7: Landoni G, Lomivorotov VV, Bellomo R. Levosimendan in Cardiac Surgery. N Engl
J Med. 2017 Nov 9;377(19):1900. doi: 10.1056/NEJMc1711938. PubMed PMID: 29117493.
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8: Hansen MS, Andersen A, Tolbod LP, Hansson NH, Nielsen R, Vonk-Noordegraaf A,
Nielsen-Kudsk JE. EXPRESS: Levosimendan improves cardiac function and myocardial
efficiency in rats with right ventricular failure. Pulm Circ. 2017 Jan
1:2045893217743122. doi: 10.1177/2045893217743122. [Epub ahead of print] PubMed
PMID: 29099675.

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9: Guarracino F, Heringlake M, Cholley B, Bettex D, Bouchez S, Lomivorotov VV,
Rajek A, Kivikko M, Pollesello P. The use of levosimendan in cardiac surgery: an
update after the LEVO-CTS, CHEETAH and LICORN trials in the light of clinical
practice. J Cardiovasc Pharmacol. 2017 Oct 30. doi: 10.1097/FJC.0000000000000551.
[Epub ahead of print] PubMed PMID: 29076887.

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10: Ate&#351; G, Yaman F, Bakar B, K&#305;sa ü, Atasoy P, Büyükko&#231;ak ü. Evaluation of the
systemic antiinflammatory effects of levosimendan in an experimental blunt
thoracic trauma model. Ulus Travma Acil Cerrahi Derg. 2017 Sep;23(5):368-376.
doi: 10.5505/tjtes.2016.26786. PubMed PMID: 29052821.

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