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Benzonatate

Catalog No. DB00868 Name DrugBank
CAS Number 104-31-4 Website http://www.ualberta.ca/
M. F. C30H53NO11 Telephone (780) 492-3111
M. W. 603.74192 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 746

SYNONYMS

IUPAC name
2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-(butylamino)benzoate
IUPAC Traditional name
@benzonatate
Brand Name
Exangit
Benzononantin
Tessalon-Ciba
Ventussin
Tesalon
Tessalin
Tessalon
Tessalon Perles
Ventussin-Loz
Synonyms
Benzononatine
Benzonatato [INN-Spanish]
Benzonatatum [INN-Latin]

DATABASE IDS

CAS Number 104-31-4
PubChem SID 46506376
PubChem CID 7699

PROPERTIES

Hydrophobicity(logP) 1.2
Solubility Soluble in most organic solvents except aliphatic hydrocarbons

DETAILS

Description (English)
Item Information
Drug Groups approved
Description Benzonatate is a non-narcotic oral antitussive (cough suppressant) drug which works by anesthetizing the tissues of the lungs and pleura responsible for the cough reflex. It is chemically related to other ester anesthetics such as procaine. It has an anesthetic (numbing) action similar to that of benzocaine and "numbs" the stretch sensors in the lungs. It is the stretching of these sensors with breathing that causes the cough. It was approved by the FDA in 1958.
Indication For the symptomatic relief of cough. Has also been applied locally in the oral cavity in adults by releasing the drug from the liquid-filled capsules to provide oropharyngeal anesthesia for conscious intubation.
Pharmacology Benzonatate, a non-narcotic antitussive agent chemically related to tetracaine and other ester-type local anesthetics, is used to suppress cough associated with both acute and chronic respiratory conditions. The drug acts peripherally by anesthetizing the stretch receptors located in the respiratory passages, lungs, and pleura through the dampening of their activity, which reduces the cough reflex.
Toxicity Restlessness, tremors, seizures and unconsciousness.
Affected Organisms
Humans and other mammals
Biotransformation Benzonatate is hydrolyzed to para-aminobenzoic acid (PABA) by plasma esterases
Half Life 3-8 hours
References
Cohen V, Jellinek SP, Stansfield L, Truong H, Baseluos C, Marshall JP: Cardiac arrest with residual blindness after overdose of tessalon(R) (benzonatate) perles. J Emerg Med. 2009 Nov 4. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com

REFERENCES

  • Cohen V, Jellinek SP, Stansfield L, Truong H, Baseluos C, Marshall JP: Cardiac arrest with residual blindness after overdose of tessalon(R) (benzonatate) perles. J Emerg Med. 2009 Nov 4. Pubmed