Benzonatate

Benzonatate

Cat Number
API104314
CAS Number
104-31-4

For research use only. We do not supply to patients.

For pharmaceutical-grade products or other inquiries, please contact our experts.

CAS Number
104-31-4
EINECS
203-194-7
Storage
Store at room temperature
Synonyms
Benzononatine; Tessalon; Benzonatatum; Benzonatato; Tessalon Perles; Zonatuss
Molecular Formula
C30H53NO11
Molecular Weight
603.7
Smiles
CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC
Appearance
Typically exists as solid
Boiling Point
649.0±55.0°C at 760 mmHg (Predicted)
Relative Density
1.096±0.06 (Predicted)
General Description
Benzonatate is a synthetic derivative of tetracaine, a local anesthetic, with a polyethylene glycol chain attached to the benzoic acid moiety. Its chemical structure is a butylamino benzoate with a polyethylene glycol chain, forming a viscous liquid that is practically insoluble in water but soluble in organic solvents. Benzonatate is an antitussive agent with a unique chemical structure.
Mechanism of Action
Benzonatate acts by anesthetizing the stretch receptors in the lungs, bronchi, and pleura, which are responsible for the cough reflex. It reduces the sensitivity of these receptors to stimuli, thereby suppressing the cough reflex without affecting the respiratory center. The drug also has a mild local anesthetic effect on the pharynx, contributing to its efficacy.
Application
Benzonatate is indicated for the relief of cough associated with the common cold, bronchitis, and other respiratory conditions. It is effective in reducing the frequency and intensity of cough, particularly non-productive cough.

Does Benzonatate require protection from light during long-term storage?

Yes, it is photosensitive. UV exposure can cause photodegradation of the polyethylene glycol side chain. Store in light-resistant containers, preferably amber glass.

What is the recommended storage temperature for Benzonatate?

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

Is Benzonatate stable in soft gelatin capsule formulations?

Yes, when formulated with standard excipients and protected from light.

How is the impurity 4-aminobenzoic acid (a hydrolysis product) monitored?

This degradation product is specifically quantified using a stability-indicating HPLC method, ensuring it remains below pharmacopoeial limits.
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