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Levosimendan

CAS No.
141505-33-1
Chemical Name:
Levosimendan
Synonyms
Simda;Simdax;OR-1259;L-Simendan;LEVOSIMENDAN;(R)-Simendan;13C3]-Levosimendan;LevosimendanC14H12N60;Levosimendan USP/EP/BP;Levosimendan,141505-33-1
CBNumber:
CB5310540
Molecular Formula:
C14H12N6O
Molecular Weight:
280.28
MDL Number:
MFCD00867135
MOL File:
141505-33-1.mol
Last updated:2024-04-12 23:00:59

Levosimendan Properties

Melting point 216-219°C (dec.)
alpha D25 -566° (tetrahydrofurane/methanol)
Density 1.33±0.1 g/cm3(Predicted)
storage temp. room temp
solubility DMSO: ≥20mg/mL
form powder
pka 6.3(at 25℃)
color yellow
optical activity [α]/D -500 to -650°, c = 0.5 in THF
FDA UNII C6T4514L4E
ATC code C01CX08

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H312-H332
Precautionary statements  P280
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36/37
WGK Germany  3
RTECS  TY1570210
HS Code  2933.99.7500
Toxicity LD50 in male, female mice, male rats (mg/kg): 156, 152, 103 orally; 32, 50, 57 i.v. (Pagel)
NFPA 704
0
3 0

Levosimendan price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L5545 Levosimendan ≥98% (HPLC) 141505-33-1 10mg $84.1 2024-03-01 Buy
Sigma-Aldrich L5545 Levosimendan ≥98% (HPLC) 141505-33-1 50mg $340 2024-03-01 Buy
TCI Chemical L0320 Levosimendan >98.0%(HPLC) 141505-33-1 50mg $149 2024-03-01 Buy
TCI Chemical L0320 Levosimendan >98.0%(HPLC) 141505-33-1 250mg $442 2024-03-01 Buy
Cayman Chemical 16128 Levosimendan ≥98% 141505-33-1 50mg $57 2024-03-01 Buy
Product number Packaging Price Buy
L5545 10mg $84.1 Buy
L5545 50mg $340 Buy
L0320 50mg $149 Buy
L0320 250mg $442 Buy
16128 50mg $57 Buy

Levosimendan Chemical Properties,Uses,Production

Description

Levosimendan was introduced in Sweden as an i.v. infusion for the treatment of acute heart failure or refractory symptoms of chronic heart failure in cases where conventional treatment (e.g., diuretic or ACE inhibitor) is not sufficient. Levosimendan is the (R)- enantiomer of simendan that belongs to the same class as pimobendan (Boehringer Ingelheim).

Chemical Properties

Yellow Crystalline Powder

Originator

Orion (Finland)

Uses

Levosimendan is a positive inotropic agent that acts by sensitising troponin C to Ca2+, prolonging actin-myosin cross-bridge formation and therefore increasing contractility. This is an energy-independent process and therefore does not increase myocardial oxygen demand. Levosimendan also causes vasodilatation by opening ATP-sensitive K+ channels in vascular smooth muscle, reducing pre- and afterload and improving myocardial oxygen supply. It may have a role in the management of acute heart failure and postresuscitation myocardial dysfunction.

Definition

ChEBI: Levosimendan is a hydrazone, a pyridazinone and a nitrile. It has a role as a vasodilator agent, an EC 3.1.4.17 (3',5'-cyclic-nucleotide phosphodiesterase) inhibitor, a cardiotonic drug and an anti-arrhythmia drug.

brand name

Simdax (Orion Pharmaceutica, Finland).

General 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. 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.

Biochem/physiol Actions

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.

Clinical Use

Levosimendan is the bioactive enantiomer of racemate of Simendan. It acts as a positive inotropic agent with vasodilating activity. Levosimendan functions as a cardiotonic agent, promoting cardiac function and increasing blood vessel dilation. Levosimendan has been used for screening its anti-human immunodeficiency virus type 1 (HIV-1) property. It has also been used for screening its cytotoxic effects in TP53 mutant and wild-type lung adenocarcinoma cell lines.

Mode of action

Levosimendan is an innovative myofilament calcium sensitizer that increases myocardial contractility by selectively binding to the N-terminus of troponin C and by stabilizing the Ca2+-bound conformation of this contractile protein. It also activates ventricular and arterial adenostne triphosphate-regulated potassium channels which causes vasodilatation in vascular smooth muscle and protects myocardium against infarction. Its low phosphodiesterase III inhibiting activity is probably not responsible for its positive inotropic, lusitropic and dilating effects. Unlike other cardiotonic drugs, levosimendan is able to produce positive inotropic effects without prolonging myocardial relaxation or increasing the incidence of malignant arrythmias. It was clinically shown to have a lower risk of mortality in patients with heart failure when compared to placebo and dobutamine. Since it has a larger potential, levosimendan is currently under further clinical evaluation as a chronic treatment for congestive heart failure.

Levosimendan Preparation Products And Raw materials

Global( 288)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715 admin@nexconn.com China 10248 58
Jinan Finer Chemical Co., Ltd
+86-531-88989536 +86-15508631887 sales@finerchem.com China 2967 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58

View Lastest Price from Levosimendan manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Degarelix Acetate pictures 2024-04-12 Degarelix Acetate
214766-78-6
US $0.00-0.00 / Box 1Box 99 50000KG/month Shanghai Affida new material science and technology center
Levosimendan pictures 2023-09-11 Levosimendan
141505-33-1
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Levosimendan pictures 2021-10-30 Levosimendan
141505-33-1
US $350.00 / KG 1KG 99% 9000kg/per week Hebei Lingding Biotechnology Co., Ltd.
  • Degarelix Acetate pictures
  • Degarelix Acetate
    214766-78-6
  • US $0.00-0.00 / Box
  • 99
  • Shanghai Affida new material science and technology center
  • Levosimendan pictures
  • Levosimendan
    141505-33-1
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Levosimendan pictures
  • Levosimendan
    141505-33-1
  • US $350.00 / KG
  • 99%
  • Hebei Lingding Biotechnology Co., Ltd.
R)-((4-(1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl)phenyl)hydrazono) propanedintrile LEVOSIMENDAN -2-[[4-(1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl)19henyl]hydrazono]Propandinitrile (R)-Simendan [[4-[(4R)-1,4,5,6-Terahydro-4-methyl-6-oxo-3-pyridazinyl]phenyl]hydrazono]propanedinitrile OR-1259 Simda Mesoxalonitrile (-)-{p-[(R)-1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl]phenyl}hydrazone (R)-2-[[4-(1,4,5,6-TETRAHYDRO-4-METHYL-6-OXO-3-PYRIDAZINYL)PHENYL] HYDROZONO]PRO LevosimendanC14H12N60 Simdax Propanedinitrile, [[4-[(4R)-1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl]phenyl]hydrazono]- Propanedinitrile,2-[2-[4-[(4R)-1,4,5,6-tetrahydro-4-Methyl-6-oxo-3-pyridazinyl]phenyl]hydrazinylidene]- (R)-2-(2-(4-(4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl)hydrazono)malononitrile 2-[2-[4-[(4R)-1,4,5,6-Tetrahydro-4-methyl-6-oxo-3-pyridazinyl]phenyl]hydrazinylidene]-propanedinitrile Levosimendan Basic information (R)-N-(4-(4-Methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl)phenyl)carbonohydrazonoyl dicyanide Levosimendan USP/EP/BP LevosimendanQ: What is Levosimendan Q: What is the CAS Number of Levosimendan Q: What are the applications of Levosimendan Levosimendan,141505-33-1 2-[[4-[(4R)-4-methyl-6-oxo-4,5-dihydro-1H-pyridazin-3-yl]phenyl]hydrazinylidene]propanedinitrile 13C3]-Levosimendan L-Simendan 141505-33-1 6300-7-8 C14H12N6O Inhibitors FLUOTHANE Intermediates & Fine Chemicals Pharmaceuticals