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Pimobendan

CAS No.
74150-27-9
Chemical Name:
Pimobendan
Synonyms
VetMedin;4,5-Dihydro-6-[2-(4-methoxyphenyl)-1H-benzimidazol-5-y1]-5-methyl-3(2H)-pyridazinone;6-(2-(4-methoxyphenyl)-1H-benzo[d]imidazol-6-yl)-5-methyl-4,5-dihydropyridazin-3(2H)-one;(5RS)-6-[2-(4-Methoxyphenyl)-1H-benzimidazol-5-yl]-5- methyl-4,5-dihydropyridazin-3(2H)-one;Acardi;UD-CG 115;PIMOBENDAN;Pimobendam;UD-CG 115BS;Pimobendane
CBNumber:
CB6472876
Molecular Formula:
C19H18N4O2
Molecular Weight:
334.37
MDL Number:
MFCD00761648
MOL File:
74150-27-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-09 15:49:30

Pimobendan Properties

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)
FDA UNII 34AP3BBP9T
UNSPSC Code 41116107
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  WGK 3
HS Code  2933995300
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
NFPA 704
0
2 0

Pimobendan price More Price(91)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1333 Pimobendan for system suitability ≥98% (HPLC) 74150-27-9 10mg $129 2026-04-30 Buy
Sigma-Aldrich Y0000401 Pimobendan for system suitability European Pharmacopoeia (EP) Reference Standard 74150-27-9 0.1 mg $241 2026-04-30 Buy
Sigma-Aldrich PHR3084 Pimobendan pharmaceutical secondary standard, certified reference material 74150-27-9 200MG $601 2026-04-30 Buy
Sigma-Aldrich BP1247 Pimobendan British Pharmacopoeia (BP) Reference Standard 74150-27-9 100MG $301 2026-04-30 Buy
Sigma-Aldrich 1569315 Pimobendan for system suitability United States Pharmacopeia (USP) Reference Standard 74150-27-9 100mg $1270 2026-04-30 Buy
Product number Packaging Price Buy
SML1333 10mg $129 Buy
Y0000401 0.1 mg $241 Buy
PHR3084 200MG $601 Buy
BP1247 100MG $301 Buy
1569315 100mg $1270 Buy

Pimobendan Chemical Properties,Uses,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

p-Anisaldehyde

123-11-5

3(2H)-Pyridazinone, 6-(3,4-diaminophenyl)-4,5-dihydro-5-methyl-, (+)-

136609-85-3

l-Pimobendan

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.

123-11-5
74150-02-0
74150-27-9
Synthesis of Pimobendan from p-Anisaldehyde and 6-(3,4-diaminophenyl)-5-methyl-4,5-dihydropyridazin-3(2H)-one
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View Lastest Price from Pimobendan manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pimobendan pictures 2026-09-14 Pimobendan
74150-27-9
$10.00 1ASSAYS 99% 1 ton RongNa Biotechnology Co.,Ltd
Pimobendan pictures 2026-09-14 Pimobendan
74150-27-9
1kg 99.0% 50 KG Jinan Hong Kongda Chemical Co.,LTD
Pimobendan pictures 2026-09-11 Pimobendan
74150-27-9
1KG 98%-101%; EP/BP 100kgs WUHAN FORTUNA CHEMICAL CO., LTD
  • Pimobendan pictures
  • Pimobendan
    74150-27-9
  • $10.00
  • 99%
  • RongNa Biotechnology Co.,Ltd
  • Pimobendan pictures
  • Pimobendan
    74150-27-9
  • $0.00
  • 99.0%
  • Jinan Hong Kongda Chemical Co.,LTD
  • Pimobendan pictures
  • Pimobendan
    74150-27-9
  • $0.00
  • 98%-101%; EP/BP
  • WUHAN FORTUNA CHEMICAL CO., LTD

Pimobendan Spectrum

PIMOBENDAN 3(2H)-Pyridazinone,4,5-dihydro-6-[2-(4-methoxyphenyl)-1H-benzimidazol-6-yl]-5-methyl- PIMOBENDANE HCL Pimobendam 3(2H)-Pyridazinone, 4,5-dihydro-6-2-(4-methoxyphenyl)-1H-benzimidazol-5-yl-5-methyl- 3(2H)-Pyridazinone, 4,5-dihydro-6-[2-(4-methoxyphenyl)-1H-benzimidazol-5-yl]-5-methyl- (9CI) dl-Pimobendan Racemic pimobendan UD-CG 115 UD-CG 115BS 4,5-dihydro-6-[2-(4-methoxyphenyl)-1h-benzimidazol-5-yl]-5-methyl-3(2h)-pyridazinone VETMEDIN; ACARDI; PIMOBENDANE 2-(2-Methyl-1-oxopropyl)isoindole-1,3-dione 6-(2-(4-Methoxyphenyl)-4,5-dihydro-1H-benzimidazol-5-yl)-5-methyl-3(2H)-pyridazinone Pimobendan [inn-spanish] Pimobendane Pimobendane [inn-french] Pimobendanum PiMobendan(VetMedin) 4,5-Dihydro-6-[2-(4-Methoxyphenyl)-1H-benziMidazol-6-yl]-5-Methyl- 3(2H)-pyridazinone Acardi rac PiMobendan VetMedin PiMobendan EP 6-[2-(4-Methoxy-phenyl)-1H-benzoiMidazol-5-yl]-5-Methyl-4,5-dihydro-2H-pyridazin-3-one 6-(2-(4-Methoxyphenyl)-1H-benzo[d]iMidazol-5-yl)-5-Methyl-4,5-dihydropyridazin-3(2H)-one Pimobendan CRS Pimobendan for system suitability CRS (5RS)-6-[2-(4-Methoxyphenyl)-1H-benzimidazol-5-yl]-5- methyl-4,5-dihydropyridazin-3(2H)-one 6-[2-(4-Methoxyphenyl)-1H-benzimidazol-6-yl]-5-methyl-4,5-dihydro-3(2H)-pyridazinone Pimobendan USP/EP/BP Pimobendan 13CD3Q: What is Pimobendan 13CD3 Q: What is the CAS Number of Pimobendan 13CD3 Pimobendan D3Q: What is Pimobendan D3 Q: What is the CAS Number of Pimobendan D3 Pimobendan-D4 Pimobendan (1569315) Pimobendan/UD-CG115 Acardi|||Pimobendane|||UD-CG 115 BS|||UD-CG115 Pimobendan in Acetonitrile Pimobendan Impurity Pimobendan (Vetmedin), Ca2+ channel sensitizer Pimobendan, 10 mM in DMSO Piperidinoimidazopyridazinone Pimobendan 100 μg/mL in Acetonitrile 4,5-Dihydro-6-[2-(4-methoxyphenyl)-1H-benzimidazol-5-y1]-5-methyl-3(2H)-pyridazinone 6-(2-(4-methoxyphenyl)-1H-benzo[d]imidazol-6-yl)-5-methyl-4,5-dihydropyridazin-3(2H)-one 74150-27-9 7415-27-9 C19H18N4O2 Aromatics Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals Inhibitor Acardi, pimobendane API 74150-27-9