CHEBI:553827 - bambuterol

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ChEBI Name bambuterol
ChEBI ID CHEBI:553827
Definition A carbamate ester that is terbutaline in which both of the phenolic hydroxy groups have been protected as the corresponding N,N-dimethylcarbamates. A long acting beta-adrenoceptor agonist used in the treatment of asthma, it is a prodrug for terbutaline.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H29N3O5
Net Charge 0
Average Mass 367.44000
Monoisotopic Mass 367.21072
InChI InChI=1S/C18H29N3O5/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7/h8-10,15,19,22H,11H2,1-7H3
InChIKey ANZXOIAKUNOVQU-UHFFFAOYSA-N
SMILES CN(C)C(=O)Oc1cc(OC(=O)N(C)C)cc(c1)C(O)CNC(C)(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 )
Biological Role(s): EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
Application(s): tocolytic agent
Any compound used to suppress premature labour and immature birth by suppressing uterine contractions.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
anti-asthmatic drug
A drug used to treat asthma.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing bambuterol (CHEBI:553827) has functional parent terbutaline (CHEBI:9449)
bambuterol (CHEBI:553827) has role β-adrenergic agonist (CHEBI:35522)
bambuterol (CHEBI:553827) has role anti-asthmatic drug (CHEBI:49167)
bambuterol (CHEBI:553827) has role bronchodilator agent (CHEBI:35523)
bambuterol (CHEBI:553827) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
bambuterol (CHEBI:553827) has role prodrug (CHEBI:50266)
bambuterol (CHEBI:553827) has role sympathomimetic agent (CHEBI:35524)
bambuterol (CHEBI:553827) has role tocolytic agent (CHEBI:66993)
bambuterol (CHEBI:553827) is a carbamate ester (CHEBI:23003)
bambuterol (CHEBI:553827) is a phenylethanolamines (CHEBI:25990)
Incoming bambuterol hydrochloride (CHEBI:59167) has part bambuterol (CHEBI:553827)
(R)-bambuterol (CHEBI:59179) is a bambuterol (CHEBI:553827)
(S)-bambuterol (CHEBI:59180) is a bambuterol (CHEBI:553827)
IUPAC Name
5-[2-(tert-butylamino)-1-hydroxyethyl]benzene-1,3-diyl bis(dimethylcarbamate)
INNs Sources
bambuterol ChemIDplus
bambuterol WHO MedNet
bambutérol WHO MedNet
bambuterolum ChemIDplus
Synonyms Sources
(±)-5-(2-(tert-butylamino)-1-hydroxyethyl)-m-phenylene bis(dimethylcarbamate) ChemIDplus
Bambuterol ChEMBL
terbutaline bis(dimethylcarbamate) ChEBI
terbutaline bisdimethylcarbamate ChEBI
Manual Xrefs Databases
285 DrugCentral
D07377 KEGG DRUG
DB01408 DrugBank
EP43807 Patent
LSM-4346 LINCS
US4419364 Patent
View more database links
Registry Numbers Types Sources
8158052 Beilstein Registry Number Beilstein
8158052 Reaxys Registry Number Reaxys
81732-65-2 CAS Registry Number ChemIDplus
81732-65-2 CAS Registry Number KEGG DRUG
Citation Waiting for Citations Type Source
18582854 PubMed citation Europe PMC
Last Modified
22 February 2017