Structure via PubChem · Public domain (PubChem)
tetracaine
Sign in to saveAlso known as Metraspray, Dicaine, Medihaler-Tetracaine, Pontocaine, p-Butylaminobenzoyl-2-dimethylaminoethanol, 2-(Dimethylamino)ethyl p-(butylamino)benzoate, p-(butylamino)benzoic acid beta-(dimethylamino)ethyl ester, Amethocaine
Tetracaine, also known as amethocaine, is an ester local anesthetic used to numb the eyes, nose, or throat. It may also be applied to the skin before starting intravenous therapy to decrease pain from the procedure. Typically it is applied as a liquid to the area. Onset of effects when used in the eyes is within 30 seconds and last for less than 15 minutes.
Chemical data
- Formula
- C15H24N2O2
- Molecular weight
- 264.36 g/mol
- IUPAC name
- 2-(dimethylamino)ethyl 4-(butylamino)benzoate
- SMILES
- CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C
- InChIKey
- GKCBAIGFKIBETG-UHFFFAOYSA-N
- XLogP
- 3.7
- Polar surface area
- 41.6 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2005
- Admin. routes
- topical
- Indications
- pain, Pruritus, injury, carpal tunnel syndrome
via ChEMBL · EBI
Research
3,579 papers- Lidocaine/tetracaine medicated plaster: in minor dermatological and needle puncture procedures.Drugs · 2010
- Tetracaine hydrochloride induces cell cycle arrest in melanoma by downregulating hnRNPA1.Toxicology and applied pharmacology · 2022
- Tetracaine.The Annals of otology, rhinology, and laryngology · 1976
- Lidocaine-prilocaine cream versus tetracaine gel for procedural pain in children.The Annals of pharmacotherapy · 2002
- Tetracaine toxicity.Annals of ophthalmology · 1984
via PubMed
Wikidata facts
- Subclass of
- ester
- Mass
- 264.184
- Has use
- medication
Show 6 more facts
- chemical formula
- C₁₅H₂₄N₂O₂
- medical condition treated
- pain
- canonical SMILES
- CCCCNC1=CC=C(C=C1)C(=O)OCCN(C)C
- World Health Organisation international non-proprietary name
- tetracaine
- Commons category
- Tetracaine
- subject has role
- essential medicine
Sources (5)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Medical uses
- Mechanism
- References
- External links
Tetracaine, also known as amethocaine, is an ester local anesthetic used to numb the eyes, nose, or throat. It may also be applied to the skin before starting intravenous therapy to decrease pain from the procedure. Typically it is applied as a liquid to the area. Onset of effects when used in the eyes is within 30 seconds and last for less than 15 minutes.
Common side effects include a brief period of burning at the site of use. Allergic reactions may uncommonly occur. Long-term use is generally not recommended as it may slow healing of the eye. It is unclear if use during pregnancy is safe for the baby. Tetracaine is in the ester-type local anesthetic family of medications. It works by blocking the sending of nerve impulses.
Excerpted from Wikipedia’s “tetracaine” article, available under the CC BY-SA 4.0 licence.