Pimobendan
- Product Name
- Pimobendan
- CAS No.
- 74150-27-9
- Chemical Name
- Pimobendan
- Synonyms
- VetMedin;(5RS)-6-[2-(4-Methoxyphenyl)-1H-benzimidazol-5-yl]-5- methyl-4,5-dihydropyridazin-3(2H)-one;Acardi;UD-CG 115;Pimobendam;PIMOBENDAN;UD-CG 115BS;Pimobendane;Pimobendanum;dl-Pimobendan
- CBNumber
- CB6472876
- Molecular Formula
- C19H18N4O2
- Formula Weight
- 334.37
- MOL File
- 74150-27-9.mol
Pimobendan Property
- Melting point:
- approximate 243℃ (dec.)
- Density
- 1.36
- storage temp.
- 2-8°C
- solubility
- DMSO: soluble5mg/mL, clear (warmed)
- pka
- 10.55±0.10(Predicted)
- form
- powder
- color
- white to beige
- InChI
- InChI=1S/C19H18N4O2/c1-11-9-17(24)22-23-18(11)13-5-8-15-16(10-13)21-19(20-15)12-3-6-14(25-2)7-4-12/h3-8,10-11H,9H2,1-2H3,(H,20,21)(H,22,24)
- InChIKey
- GLBJJMFZWDBELO-UHFFFAOYSA-N
- SMILES
- C1(=O)NN=C(C2C=C3NC(C4=CC=C(OC)C=C4)=NC3=CC=2)C(C)C1
- CAS DataBase Reference
- 74150-27-9(CAS DataBase Reference)
Safety
- RIDADR
- UN 2811 6.1 / PGIII
- HS Code
- 2933995300
N-Bromosuccinimide Price
- Product number
- SML1333
- Product name
- Pimobendan for system suitability
- Purity
- ≥98% (HPLC)
- Packaging
- 10mg
- Price
- $121
- Updated
- 2025/07/31
- Product number
- Y0000401
- Product name
- Pimobendan for system suitability
- Purity
- European Pharmacopoeia (EP) Reference Standard
- Packaging
- 0.1 mg
- Price
- $225
- Updated
- 2025/07/31
- Product number
- PHR3084
- Product name
- Pimobendan
- Purity
- pharmaceutical secondary standard, certified reference material
- Packaging
- 200MG
- Price
- $557
- Updated
- 2025/07/31
- Product number
- BP1247
- Product name
- Pimobendan
- Purity
- British Pharmacopoeia (BP) Reference Standard
- Packaging
- 100MG
- Price
- $281
- Updated
- 2025/07/31
- Product number
- 1569315
- Product name
- Pimobendan for system suitability
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 100mg
- Price
- $1180
- Updated
- 2025/07/31
Pimobendan Chemical Properties,Usage,Production
Description
Pimobendan, a novel cardiotonic vasodilator, was introduced in Japan for the treatment of acute and mild to moderate chronic heart failure. It is a phosphodiesterase Ⅲ inhibitor and is able to enhance sensitization of myocardial contractile regulatory protein to calcium ions. The combination of these effects contribute to its inotropic activity. In patients with severe congestive heart failure, orally administered pimobendan improves cardiac index, stroke volume index, pulmonary wedge pressure, and systemic and pulmonary vascular resistance. Pimobendan is reported to be well tolerated and largely devoid of the proarrhythmic effects of classical phosphodiesterase Ill inhibitors. Studies also suggested that combination of the inotropic agent pimobendan with an ACE inhibitor such as enalapril may be superior to monotherapy for heart failure patients.
Chemical Properties
White Solid
Originator
Boehringer lngelhelm (Germany)
Uses
Pimobendan is a cardiotonic agent. The study of the cardiotonic mechanism of Pimobendan using ventricular muscles from rabbits and guinea pigs suggests that Pimobendan acts by inhibiting phosphodiesterase III and potassium channel. The potent venodilating action of Pimobendan makes it a suitable treatment option for patients with congestive heart failure (CHF) as it also improves systemic vasoconstriction.
Uses
Pimobendan is a selective inhibitor of PDE3 with IC50 of 0.32 μM. It is a drug with both inotropic and vasodilatory properties that is used for the treatment of var-ious cardiac diseases.
Definition
ChEBI: Pimobendan is a pyridazinone and a member of benzimidazoles. It has a role as a cardiotonic drug, a vasodilator agent and an EC 3.1.4.* (phosphoric diester hydrolase) inhibitor.
brand name
Acardl
Biological Activity
Pimobendan is an inhibitor of phosphodiesterase 3 (PDE3; IC50 = 0.32 μM for guinea pig cardiac enzyme) that is selective for PDE3 over PDE1, PDE2, and PDE4 (IC50s = >30 μM). It is also a calcium sensitizer, decreasing the concentration of calcium required for half-maximal contractile force in isolated, skinned porcine ventricular fibers. Pimobendan increases the force of contraction in electrically-stimulated isolated guinea pig papillary muscles with an EC50 value of 6 μM, indicating positive inotropic effects. It increases survival time in dogs with congestive heart failure due to myxomatous mitral valve disease when administered in combination with angiotensin-converting enzyme inhibitors and furosemide . Formulations containing pimobendan have been used in the treatment of heart failure in dogs.
Biochem/physiol Actions
Pimobendan is an inotropic agent with a dual mechanism of action: it increases myocardial contractility by increasing calcium sensitization to troponin C and it promotes vasodilation by inhibiting phosphodiesterase III (PDE3). Pimobendan has been studied for treating heart failure and cardiomyopathy, primarily for veterinary uses.
Mechanism of action
The mechanism of mild mitral regurgitation (MR) in dogs treated with Pimobendan is a dual mechanism of action, which enhances myocardial contractility by increasing calcium sensitisation of troponin C and promotes vasodilatation by inhibiting PDEIII.
Side effects
The most common side effects include gastrointestinal effects such as decreased appetite, and diarrhea. Other possible side effects include lethargy and difficulty breathing This short-acting medication should stop working within 24 hours, although effects can be longer in pets with liver or kidney disease.
Synthesis
123-11-5
136609-85-3
118428-37-8
A mixture of 6-(3,4-diaminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one (II, 1.0 eq.) and sodium bisulfite (1.1 eq.) in DMF (3.5 L/kg; V:m(n)) was prepared. The mixture was heated to 110-115 °C and 4-methoxybenzaldehyde (1.0 eq.) was slowly added over 30 minutes with stirring. After addition, stirring was continued for 60 minutes. Subsequently, the suspension was cooled to 60-70 °C, filtered and the filter cake was washed with DMF (1.24 L/kg; V:m(n)). The clarified filtrate was adjusted to pH 8-9 with ammonia and the temperature was maintained at 45-55°C. Next, the mixture was cooled to 25-30 °C and water (6.87 L/kg; V:m(n)) was added slowly with stirring. Stirring was continued for 1-2 hours at room temperature and the precipitated product was separated by filtration. The solid was washed sequentially with water (4 x 1.24 L/kg; V:m(n)) and acetone (4 x 2.47 L/kg; V:m(n)) and dried under reduced pressure at 40-60 °C to afford 6-(2-(4-methoxyphenyl)-1H-benzo[d]imidazol-5-yl)-5-methyl-4,5-dihydropyridazin-3(2H)-one monohydrate in 93.8% yield . Product analysis: residual water content 4.97% (KF method), HPLC purity 99.04%, melting point 162-164°C. The nuclear magnetic resonance hydrogen (1H-NMR, DMSO-d6, 300 MHz) and carbon (13C-NMR, DMSO-d6, 75 MHz) spectral and infrared (IR, KBr) spectral data were consistent with the structure of the target compound.
Veterinary Drugs and Treatments
Pimobendan is used to treat dogs with congestive heart failure secondary to dilated cardiomyopathy or chronic mitral valve insufficiency (CMVI).
in vitro
In vitro, pimobendan was O-demethylated and subsequently O-glucuronidated. The rate of metabolism of pimobendan could be maintained in this culture system for > 3 weeks. However, the relative amount of a putative N-glucuronide under in vitro conditions was lower than in vivo[1].
References
[1] S A Pahernik. “Metabolism of pimobendan in long-term human hepatocyte culture: in vivo-in vitro comparison.” Xenobiotica 25 8 (1995): 811–23.
Pimobendan Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Pimobendan manufacturers
- Product
- Pimobendan 74150-27-9
- Price
- US $10.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1 ton
- Release date
- 2025-08-28
- Product
- Pimobendan 74150-27-9
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2025-08-02
- Product
- Pimobendan 74150-27-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000
- Release date
- 2025-07-03