Levobunolol
Levobunolol
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Levobunolol

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Catalog Number PR47141424
CAS 47141-42-4
Description Levobunolol is a beta-Adrenergic Blocker. The mechanism of action of levobunolol is as an Adrenergic beta-Antagonist.
Synonyms Levobunololum; (-)-Bunolol
IUPAC Name 5-[(2S)-3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-2H-naphthalen-1-one
Molecular Weight 291.4
Molecular Formula C17H25NO3
InChI IXHBTMCLRNMKHZ-LBPRGKRZSA-N
InChI Key InChI=1S/C17H25NO3/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3/t12-/m0/s1
Drug Categories Adrenergic Agents; Adrenergic Antagonists; Adrenergic beta-Antagonists; Agents causing hyperkalemia; Alcohols; Amines; Amino Alcohols; Antiglaucoma Preparations and Miotics; Autonomic Agents; Beta-adrenergic Agents; Bradycardia-Causing Agents; Bunolol; Cytochrome P-450 CYP2D6 Substrates; Cytochrome P-450 Substrates; Hypotensive Agents; Naphthalenes; Neurotransmitter Agents; Ophthalmologicals; Peripheral Nervous System Agents; Phenoxypropanolamines; Propanolamines; Propanols; Sensory Organs; Sympatholytics; Tetrahydronaphthalenes
Drug Interactions Avanafil-The risk or severity of hypotension can be increased when Avanafil is combined with Levobunolol.
Clobazam-The serum concentration of Levobunolol can be increased when it is combined with Clobazam.
Clozapine-The serum concentration of Levobunolol can be increased when it is combined with Clozapine.
Desvenlafaxine-The serum concentration of Levobunolol can be increased when it is combined with Desvenlafaxine.
Dipyridamole-The risk or severity of hypotension can be increased when Dipyridamole is combined with Levobunolol.
Half-Life 20 hours
Isomeric SMILES CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O
Standard In-house
Type Small Molecule
Therapeutic Category Ophthalmic Agents
Pharmacology

Indications

Levobunolol is primarily indicated for the reduction of intraocular pressure (IOP) and is suitable for patients diagnosed with chronic open-angle glaucoma or ocular hypertension. It serves as an effective therapeutic option for managing elevated IOP, thereby helping to prevent potential optic nerve damage and loss of vision associated with these conditions.

Pharmacodynamics

As an ophthalmic beta-blocker, Levobunolol exhibits activity at both β(1)- and β(2)-receptor sites. It effectively reduces intraocular pressure in individuals with or without glaucoma, with the capability to lower mean IOP by approximately 25-40% from baseline in those with elevated levels. Due to its nature as a nonselective beta-adrenergic blocking agent, Levobunolol can also induce systemic effects following topical application, including potential adverse pulmonary effects, such as bronchoconstriction and increased airway resistance, as well as cardiovascular effects like decreased blood pressure and heart rate.

Absorption

Levobunolol demonstrates an absorption rate of 80% following administration.

Metabolism

Hepatic metabolism.

Mechanism of Action

Levobunolol is postulated to lower intraocular pressure (IOP) primarily through its influence on aqueous humor dynamics. Although the precise mechanism remains incompletely understood, it is thought that levobunolol exerts its effect by inhibiting the stimulation of cyclic adenosine monophosphate (cAMP) concentrations by endogenous catecholamines within the ciliary processes. This action subsequently leads to a decrease in aqueous humor production, thereby contributing to reduced IOP.

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