CHEBI:9468 - tetracaine

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ChEBI Name tetracaine
ChEBI ID CHEBI:9468
Definition A benzoate ester in which 4-N-butylbenzoic acid and 2-(dimethylamino)ethanol have combined to form the ester bond; a local ester anaesthetic (ester caine) used for surface and spinal anaesthesia.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:132027
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Formula C15H24N2O2
Net Charge 0
Average Mass 264.36330
Monoisotopic Mass 264.184
InChI InChI=1S/C15H24N2O2/c1-4-5-10-16-14-8-6-13(7-9-14)15(18)19-12-11-17(2)3/h6-9,16H,4-5,10-12H2,1-3H3
InChIKey GKCBAIGFKIBETG-UHFFFAOYSA-N
SMILES CCCCNc1ccc(cc1)C(=O)OCCN(C)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Application(s): local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
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ChEBI Ontology
Outgoing tetracaine (CHEBI:9468) has role local anaesthetic (CHEBI:36333)
tetracaine (CHEBI:9468) is a benzoate ester (CHEBI:36054)
tetracaine (CHEBI:9468) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
2-(dimethylamino)ethyl 4-(butylamino)benzoate
INNs Sources
tetracaína WHO MedNet
tetracaine ChemIDplus
tétracaïne WHO MedNet
tetracainum ChemIDplus
Synonyms Sources
2-(Dimethylamino)ethyl p-(butylamino)benzoate ChemIDplus
Amethocaine KEGG COMPOUND
Diäthylaminoäthanol ester der p-butylaminobenzösäure ChemIDplus
p-(butylamino)benzoic acid β-(dimethylamino)ethyl ester ChEBI
p-Butylaminobenzoyl-2-dimethylaminoethanol ChemIDplus
Brand Name Source
Amethocaine KEGG DRUG
Manual Xrefs Databases
2610 DrugCentral
C07526 KEGG COMPOUND
D00551 KEGG DRUG
LSM-4633 LINCS
Tetracaine Wikipedia
US1889645 Patent
View more database links
Registry Numbers Types Sources
2216051 Reaxys Registry Number Reaxys
2216051 Beilstein Registry Number Beilstein
94-24-6 CAS Registry Number ChemIDplus
94-24-6 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
25119673 PubMed citation Europe PMC
7567006 PubMed citation Europe PMC
7574001 PubMed citation Europe PMC
9989796 PubMed citation Europe PMC
Last Modified
22 February 2017