L5545

Levosimendan

≥98% (HPLC)

• Synonyme(s) : (-)-OR-1259, (R)-Simendan, 2-[2-[4-[(4R)-1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl]phenyl]hydrazinylidene]-propanedinitrile, OR 1259, R)-((4-(1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl)hydrazono) propanedintrile
• Formule empirique (notation de Hill): C₁₄H₁₂N₆O
• Numéro CAS: 141505-33-1
• Poids moléculaire : 280.28
• Numéro MDL: MFCD00867135
• Code UNSPSC : 12352202
• ID de substance PubChem : 329817628
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Essai: ≥98% (HPLC)
• Forme: powder
• Activité optique: [α]/D -500 to -650°, c = 0.5 in THF
• Couleur: yellow
• Solubilité: DMSO: ≥20 mg/mL
• Température de stockage: room temp
• Chaîne SMILES: C[C@@H]1CC(=O)NN=C1c2ccc(N\N=C(\C#N)C#N)cc2
• 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
• Clé InChI: WHXMKTBCFHIYNQ-SECBINFHSA-N

Description

Application

Levosimendan has been used for screening its anti-human immunodeficiency virus type 1 (HIV-1) property.[1] It has also been used for screening its cytotoxic effects in TP53 mutant and wild-type lung adenocarcinoma cell lines[2]

Actions biochimiques/physiologiques

Levosimendan has a potential to inhibit both acute human immunodeficiency virus type 1 (HIV-1) replication and the reactivation of latent HIV-1 proviruses. Therefore, it is considered to be a promising anti-HIV-1 agent.[1]

Levosimendan is a calcium sensitiser.

Levosimendan is a calcium sensitiser. The compound increases the sensitivity of the heart to calcium, thus increasing cardiac contractility without a rise in intracellular calcium. Levosimendan binds to cardiac troponin C in a calcium-dependent manner and stabilizes troponin C. This is followed by actin-myosin cross-bridges, without increasing myocardial consumption of ATP. Additionally the compound acts as vasodilator by opening an ATP-sensitive potassium channels. Levosimendan is a drug used for treatment of congestive heart failure. Also it can be used to treat calcium channel blocker overdose.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302 + H312 + H332
• Conseils de prudence: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Classification des risques: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable