CHEBI:3231 - butamben

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ChEBI Name butamben
Definition An amino acid ester resulting from the formal condensation of the carboxy group of 4-aminobenzoic acid with the hydroxy group of butan-1-ol. Its local anaesthetic properties have been used for surface anaesthesia of the skin and mucous membranes, and for relief of pain and itching associated with some anorectal disorders.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C11H15NO2
Net Charge 0
Average Mass 193.24230
Monoisotopic Mass 193.11028
InChI InChI=1S/C11H15NO2/c1-2-3-8-14-11(13)9-4-6-10(12)7-5-9/h4-7H,2-3,8,12H2,1H3
SMILES CCCCOC(=O)c1ccc(N)cc1
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 butamben (CHEBI:3231) has functional parent 4-aminobenzoic acid (CHEBI:30753)
butamben (CHEBI:3231) has functional parent butan-1-ol (CHEBI:28885)
butamben (CHEBI:3231) has role local anaesthetic (CHEBI:36333)
butamben (CHEBI:3231) is a amino acid ester (CHEBI:46668)
butamben (CHEBI:3231) is a benzoate ester (CHEBI:36054)
butamben (CHEBI:3231) is a primary amino compound (CHEBI:50994)
butamben (CHEBI:3231) is a substituted aniline (CHEBI:48975)
butamben (CHEBI:3231) is conjugate base of butamben(1+) (CHEBI:86302)
Incoming butamben picrate (CHEBI:86300) has part butamben (CHEBI:3231)
butamben(1+) (CHEBI:86302) is conjugate acid of butamben (CHEBI:3231)
butyl 4-aminobenzoate
Synonyms Sources
4-(butoxycarbonyl)aniline ChemIDplus
4-aminobenzoic acid butyl ester ChemIDplus
butyl aminobenzoate ChEBI
butyl p-aminobenzoate ChemIDplus
n-butyl p-aminobenzoate ChemIDplus
p-aminobenzoic acid butyl ester ChemIDplus
Brand Names Sources
Butesin ChemIDplus
Butoform ChemIDplus
Planoform ChemIDplus
Scuroform ChemIDplus
Scuroforme ChemIDplus
Manual Xrefs Databases
3051 DrugCentral
Butamben Wikipedia
GB252870 Patent
US1440652 Patent
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Registry Numbers Types Sources
1211465 Reaxys Registry Number Reaxys
94-25-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15920194 PubMed citation Europe PMC
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Last Modified
22 February 2017