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Levosimendan

Product Name
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
Formula Weight
280.28
MOL File
141505-33-1.mol
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Levosimendan Property

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
pka
6.3(at 25℃)
form 
powder
color 
yellow
optical activity
[α]/D -500 to -650°, c = 0.5 in THF
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L5545
Product name
Levosimendan
Purity
≥98% (HPLC)
Packaging
10mg
Price
$84.1
Updated
2024/03/01
Sigma-Aldrich
Product number
L5545
Product name
Levosimendan
Purity
≥98% (HPLC)
Packaging
50mg
Price
$340
Updated
2024/03/01
TCI Chemical
Product number
L0320
Product name
Levosimendan
Purity
>98.0%(HPLC)
Packaging
50mg
Price
$149
Updated
2024/03/01
TCI Chemical
Product number
L0320
Product name
Levosimendan
Purity
>98.0%(HPLC)
Packaging
250mg
Price
$442
Updated
2024/03/01
Cayman Chemical
Product number
16128
Product name
Levosimendan
Purity
≥98%
Packaging
50mg
Price
$57
Updated
2024/03/01
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Levosimendan Chemical Properties,Usage,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

Raw materials

Preparation Products

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View Lastest Price from Levosimendan manufacturers

Wuhan Biocar Pharmacy Co., Ltd.
Product
Levosimendan 141505-33-1
Price
US $9.90-9.90/g/Bag
Min. Order
10g/Bag
Purity
99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customized packaging
Supply Ability
100KG
Release date
2022-10-24
Hebei Mojin Biotechnology Co., Ltd
Product
Levosimendan 141505-33-1
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-11
Hebei Lingding Biotechnology Co., Ltd.
Product
Levosimendan 141505-33-1
Price
US $350.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
9000kg/per week
Release date
2021-10-29

141505-33-1, LevosimendanRelated Search:


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