Structure via PubChem · Public domain (PubChem)
benzonatate
Sign in to saveAlso known as Tessalon®, Zonatuss®, 3,6,9,12,15,18,21,24,27-nonaoxaoctacosyl 4-butylaminobenzoate, benzononatine, p-butylaminobenzoic acid omega-O-methylnonaethyleneglycol ester, nonaethyleneglycol monomethyl ether p-n-butylaminobenzoate, 4-(butylamino)benzoic acid 3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yl ester, 2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-butylaminobenzoate
Benzonatate (), sold under the brand name Tessalon among others, is a medication that is used for the symptomatic relief of cough. Benzonatate is taken by mouth. Effects generally begin within 20minutes and last between 3 and 8hours.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 459953703
- Drug.image
- Benzonatate.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.tradename
- Tessalon, others
- Drug.MedlinePlus
- a682640
- Drug.DailyMedID
- Benzonatate
- Drug.routes_of_administration
- By mouth
- Drug.class
- Antitussives; Local anesthetics; Sodium channel blockers
- Drug.ATC_prefix
- R05
- Drug.ATC_suffix
- DB01
- Drug.legal_US
- Rx-only
- Drug.onset
- 15–20 minutes
- Drug.elimination_half life
- 1 hour
- Drug.duration_of_action
- 3–8 hours
- Drug.CAS_number
- 32760-16-0
via Wikipedia infobox
Chemical data
- Formula
- C30H53NO11
- Molecular weight
- 603.7 g/mol
- IUPAC name
- 2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-(butylamino)benzoate
- SMILES
- CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC
- InChIKey
- MAFMQEKGGFWBAB-UHFFFAOYSA-N
- XLogP
- 2.4
- Polar surface area
- 121 Ų
- H-bond donors
- 1
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Research
73 papers- Benzonatate Safety and Effectiveness: A Systematic Review of the Literature.The Annals of pharmacotherapy · 2023
- Benzonatate.2006
- Benzonatate as a local anesthetic.PloS one · 2023
- Benzonatate Exposure Trends and Adverse Events.Pediatrics · 2022
- In brief: benzonatate warning.The Medical letter on drugs and therapeutics · 2011
via PubMed
Wikidata facts
- Mass
- 603.361862
Show 6 more facts
- chemical formula
- C₃₀H₅₃NO₁₁
- canonical SMILES
- CCCCNC1=CC=C(C=C1)C(=O)OCCOCCOCCOCCOCCOCCOCCOCCOCCOC
- World Health Organisation international non-proprietary name
- benzonatate
- defined daily dose
- 0.6
- NCI Thesaurus ID
- C28863
- Commons category
- Benzonatate
via Wikidata · CC0
~12 min read
Article
23 sectionsContents
- Medical uses
- Cough
- Hiccups
- Intubation
- Available forms
- Contraindications
- Side effects
- Hypersensitivity reactions
- Improper use
- Psychiatric effects
- Children
- Pregnancy and breastfeeding
- Overdose
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- History
- Society and culture
- Economics
- Brand names
- Availability
- References
Benzonatate (), sold under the brand name Tessalon among others, is a medication that is used for the symptomatic relief of cough. Benzonatate is taken by mouth. Effects generally begin within 20minutes and last between 3 and 8hours.
Side effects include sleepiness, dizziness, headache, upset stomach, skin rash, hallucinations, and allergic reactions. Overdosage can result in serious adverse effects including seizures, irregular heartbeat, cardiac arrest, and death. Overdose of only a small number of capsules can be fatal. Chewing or sucking on the capsule, releasing the drug into the mouth, can also lead to laryngospasm, bronchospasm, and circulatory collapse. It is unclear if use in pregnancy or breastfeeding while on the medication is safe. Benzonatate is a local anesthetic and voltage-gated sodium channel blocker. It is theorized to work by inhibiting stretch receptors in the lungs, in turn suppressing the cough reflex in the brain. Benzonatate is structurally related to other local anesthetics like procaine and tetracaine.