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HomeProduct name listBisoprolol

Bisoprolol

Synonym(s):1-{4-{[2-(1-Methylethoxy)ethoxy]methyl}phenoxy}-3-[(1-methylethyl)amino]-2-propanol

  • CAS NO.:66722-44-9
  • Empirical Formula: C18H31NO4
  • Molecular Weight: 325.44
  • MDL number: MFCD00865795
  • EINECS: 613-980-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-23 13:36:13
Bisoprolol Structural

What is Bisoprolol?

Absorption

Bisoprolol is well absorbed in the gastrointestinal tract. The AUC is 642.87 g.hr/mL and bioavailability of bisoprolol is about 90% due to the minimal first pass effects. Absorption is unaffected by food intake. Peak plasma concentrations of bisoprolol are attained within 2-4 hours and steady-state concentrations are achieved within 5 days of administration. In a pharmacokinetic study, the mean peak concentration of bisoprolol was 52 micrograms/L. Cmax at steady state concentrations of bisoprolol is 64±21 ng/ml administered at 10 mg daily.

Toxicity

LD50 information Oral LD50 of bisoprolol in the mouse was 730 mg/kg.
Overdose information
Signs of a β-blocker overdose include cardiovascular symptoms such as hypotension, congestive heart failure, and bradycardia. Other symptoms such as bronchospasm, and hypoglycemia may occur. If an overdose occurs with bisoprolol, supportive treatment should be initiated. Glucagon has been shown to be beneficial in bradycardia and hypotension associated with beta-blocker overdosage. Hypoglycemia may be managed by administering IV glucose. Monitor the patient and administer atropine in cases of bradycardia, pressors and fluids in the case of hypotension, and conventional heart failure therapy if heart failure occurs. If heart block occurs, the patient must be closely monitored and isoproterenol infusion or transvenous cardiac pacemaker insertion should take place. For the management of overdose-related bronchospasm, administer bronchodilators with or without IV aminophylline. Limited research suggests that bisoprolol fumarate is not removed adequately by hemodialysis sessions.

Chemical properties

Yellow Oil

The Uses of Bisoprolol

Cardensiel is an intermediate in the synthesis of 3,3''-(Isopropylazanediyl)bis(1-(4-((2-isopropoxyethoxy)methyl)phenoxy)propan-2-ol) (I824005), which is an impurtiy of Bisoprolol (B510500), a selective β-adrenergic blocker. Used as an antihypertensive.

The Uses of Bisoprolol

A selective a-adrenergic blocker. Used as an antihypertensive

Indications

Bisoprolol is indicated for the treatment of mild to moderate hypertension. It may be used off-label to treat heart failure, atrial fibrillation, and angina pectoris.

Background

Bisoprolol is a cardioselective β1-adrenergic blocking agent used to treat high blood pressure. It is considered a potent drug with a long-half life that can be used once daily to reduce the need for multiple doses of antihypertensive drugs. Bisoprolol is generally well tolerated, likely due to its β1-adrenergic receptor selectivity and is a useful alternative to non-selective β-blocker drugs in the treatment of hypertension such as Carvedilol and Labetalol. It may be used alone or in combination with other drugs to manage hypertension and can be useful in patients with chronic obstructive pulmonary disease (COPD) due to its receptor selectivity.

What are the applications of Application

Bisoprolol-d5 is A selective β-adrenergic blocker

What are the applications of Application

Bisoprolol is an amino phenoxy compound for proteomics research

Definition

ChEBI: Bisoprolol is a secondary alcohol and a secondary amine. It has a role as an antihypertensive agent, a beta-adrenergic antagonist, an anti-arrhythmia drug and a sympatholytic agent.

Pharmacokinetics

Bisoprolol decreases heart rate (chronotropy), decreases contractility (inotropy), and reduces blood pressure. The results of various clinical studies indicate that bisoprolol reduces cardiovascular mortality and all-cause mortality in patients with heart failure and decreased cardiac ejection fraction (EF).

Enzyme inhibitor

This oral cardiospecific β-blocker (FWfree-base = 325.45 g/mol; CAS 66722- 44-9; IUPAC: (RS)-1-{4-[(2-isopropoxyethoxy)methyl]phenoxy}-3- (isopropylamino)propan-2-ol), also named Zebeta? (oral tablets as fumarate salt), selectively targets β1-adrenergic receptors, blocking epinephrine stimulation of β1-adrenoreceptors that are concentrated in the heart muscle cells and heart conduction tissue as well as kidney juxtaglomerular cells. Bisoprolol is used to treat hypertension, coronary heart disease, arrhythmias, ischemic heart diseases, and myocardial infarction after the acute event. Given such versatility, bisoprolol is understandably included in the World Health Organization's List of Essential Medicines. Pharmacokinetics: Bioavailability > 90%; Hepatic metabolism (50%) by CYP2D6 and CYP3A4; Biological t1/2 = 10-12 hours.

Metabolism

Approximately 50% of the bisoprolol dose is eliminated by non-renal pathways. Bisoprolol is metabolized through oxidative metabolic pathways with no subsequent conjugation. Bisoprolol metabolites are polar and, therefore, really eliminated. Major metabolites found in plasma and urine are inactive. Bisoprolol is mainly metabolized by CYP3A4 (95%), whereas CYP2D6 plays a minor role. The CYP3A4-mediated metabolism of bisoprolol appears to be non-stereoselective.

Properties of Bisoprolol

Melting point: 100 °C
Boiling point: 445.0±45.0 °C(Predicted)
Density  1.033±0.06 g/cm3(Predicted)
storage temp.  -20°C Freezer, Under Inert Atmosphere
solubility  Chloroform (Sparingly), Methanol (Slightly)
form  neat
pka pKa 9.57(H2O(extrap) t=25±1 Iunde?ned Aratmosphere) (Uncertain)
color  Yellow
Water Solubility  5.5ug/L(100 ºC)
CAS DataBase Reference 66722-44-9(CAS DataBase Reference)
NIST Chemistry Reference Bisoprolol(66722-44-9)

Safety information for Bisoprolol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H362:Reproductive toxicity, effects on or via lactation
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P263:Avoid contact during pregnancy/while nursing.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for Bisoprolol

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