CHEBI:309594 - oxybuprocaine

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ChEBI Name oxybuprocaine
ChEBI ID CHEBI:309594
Definition A benzoate ester in which 4-amino-3-butoxybenzoic acid and 2-(diethylamino)ethanol have combined to form the ester bond; an ester-based local anaesthetic (ester "caine") used especially in ophthalmology and otolaryngology.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H28N2O3
Net Charge 0
Average Mass 308.41580
Monoisotopic Mass 308.210
InChI InChI=1S/C17H28N2O3/c1-4-7-11-21-16-13-14(8-9-15(16)18)17(20)22-12-10-19(5-2)6-3/h8-9,13H,4-7,10-12,18H2,1-3H3
InChIKey CMHHMUWAYWTMGS-UHFFFAOYSA-N
SMILES CCCCOc1cc(ccc1N)C(=O)OCCN(CC)CC
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.
topical anaesthetic
A local anesthetic that is used to numb the surface of a body part.
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ChEBI Ontology
Outgoing oxybuprocaine (CHEBI:309594) has functional parent 2-diethylaminoethanol (CHEBI:52153)
oxybuprocaine (CHEBI:309594) has role local anaesthetic (CHEBI:36333)
oxybuprocaine (CHEBI:309594) has role topical anaesthetic (CHEBI:48425)
oxybuprocaine (CHEBI:309594) is a amino acid ester (CHEBI:46668)
oxybuprocaine (CHEBI:309594) is a benzoate ester (CHEBI:36054)
oxybuprocaine (CHEBI:309594) is a substituted aniline (CHEBI:48975)
oxybuprocaine (CHEBI:309594) is a tertiary amino compound (CHEBI:50996)
Incoming oxybuprocaine hydrochloride (CHEBI:31260) has part oxybuprocaine (CHEBI:309594)
IUPAC Name
2-(diethylamino)ethyl 4-amino-3-butoxybenzoate
INNs Sources
oxibuprocaina ChemIDplus
oxybuprocaine ChemIDplus
oxybuprocainum ChemIDplus
Synonyms Sources
4-Amino-3-butoxy-2-(diethylamino)ethyl ester benzoic acid ChemIDplus
4-Amino-3-butoxy-benzoic acid 2-diethylamino-ethyl ester ChEMBL
4-Amino-3-n-butoxy-benzoesäure-diäthylaminoäthylester ChemIDplus
Benoxil ChemIDplus
Benoxinate DrugBank
BENOXINATE ChEMBL
Butoxyaminobenzoyldiethylaminoethanol ChemIDplus
Oxbarukain HMDB
Oxibuprokain HMDB
Oxybucaine ChemIDplus
Oxyriprocaine ChemIDplus
Manual Xrefs Databases
3016 DrugCentral
D08319 KEGG DRUG
DB00892 DrugBank
GB654484 Patent
HMDB0015029 HMDB
LSM-2069 LINCS
Oxybuprocaine Wikipedia
View more database links
Registry Numbers Types Sources
2288926 Beilstein Registry Number Beilstein
2288926 Reaxys Registry Number Reaxys
99-43-4 CAS Registry Number NIST Chemistry WebBook
99-43-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
25360701 PubMed citation Europe PMC
3598888 PubMed citation Europe PMC
6621359 PubMed citation Europe PMC
8214534 PubMed citation Europe PMC
9013953 PubMed citation Europe PMC
9989796 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2010-12-09 A local anaesthetic, oxybuprocaine is used as solutions of the hydrochloride for surface anaesthesia, particularly for the eye, ear, nose and throat.