Levobunolol Hydrochloride

Levobunolol Hydrochloride

Cat Number
API0232125
CAS Number
27912-14-7

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CAS Number
27912-14-7
EINECS
248-725-3
Storage
Store at room temperature
Synonyms
Levobunolol HCl; Akbeta; Betagan; DTXSID6020777; W 7000A; NSC-759158; O90S49LDHH
Molecular Formula
C17H26ClNO3
Molecular Weight
327.8
Smiles
CC(C)(C)NC[C@@H](COC1=CC=CC2=C1CCCC2=O)O.Cl
Appearance
White solid
Melting Point
209-211°C
Boiling Point
464.4°C at 760 mmHg
General Description
Levobunolol hydrochloride is a noncardioselective beta-adrenoceptor blocking agent, demonstrating equipotent activity at both beta-1 and beta-2 adrenergic receptors. Its levorotatory isomer is responsible for the pharmacologic activity.
Mechanism of Action
The primary mechanism for reducing intraocular pressure is a decrease in aqueous humor production within the ciliary body. Beta-adrenergic blockade in the ciliary epithelium reduces cyclic AMP formation, which diminishes the secretion of aqueous fluid into the anterior chamber. In bronchial and vascular smooth muscle, levobunolol competes with catecholamines for beta-2 receptors, inhibiting sympathetic stimulation.
Application
This agent is indicated for lowering elevated intraocular pressure in patients with chronic open-angle glaucoma and ocular hypertension. It is effective in reducing pressure both in glaucomatous eyes and in eyes with normal pressure. Its nonselective beta-blocking activity contributes to its ocular hypotensive efficacy.

Does Levobunolol Hydrochloride require protection from light during long-term storage?

Yes, it is photosensitive. UV exposure can cause photodegradation of the naphthalene ring. Store in light-resistant containers, preferably amber glass.

What is the recommended storage temperature for Levobunolol Hydrochloride?

Store at controlled room temperature (15-25°C). Avoid excessive heat above 30°C, which can accelerate oxidative degradation and racemization.

Is Levobunolol Hydrochloride stable in ophthalmic solution formulations?

Yes, when preserved with benzalkonium chloride and protected from light.

How is the impurity levobunolol N-oxide (an oxidative degradation product) monitored?

This degradation product is specifically quantified using a stability-indicating chiral HPLC method, ensuring enantiomeric purity and impurity levels remain within ICH limits.
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