CHEBI:64317 - isoprenaline

Main ChEBI Ontology Automatic Xrefs Reactions Pathways
ChEBI Name isoprenaline
ChEBI ID CHEBI:64317
Definition A secondary amino compound that is noradrenaline in which one of the hydrogens attached to the nitrogen is replaced by an isopropyl group. A sympathomimetic acting almost exclusively on β-adrenergic receptors, it is used (mainly as the hydrochloride salt) as a bronghodilator and heart stimulant for the management of a variety of cardiac disorders.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Colin Batchelor
Supplier Information
Save molfile Download Molfile
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C11H17NO3
Net Charge 0
Average Mass 211.25760
InChI InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8/h3-5,7,11-15H,6H2,1-2H3
InChIKey JWZZKOKVBUJMES-UHFFFAOYSA-N
SMILES CC(C)NCC(O)c1ccc(O)c(O)c1
Roles Classification
Biological Role(s): beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
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.
Application(s): beta-adrenergic agonist
An agent that selectively binds to and activates beta-adrenergic receptors.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
cardiotonic drug
A drug that has a strengthening effect on the heart or that can increase cardiac output.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing isoprenaline (CHEBI:64317) has role β-adrenergic agonist (CHEBI:35522)
isoprenaline (CHEBI:64317) has role bronchodilator agent (CHEBI:35523)
isoprenaline (CHEBI:64317) has role cardiotonic drug (CHEBI:38147)
isoprenaline (CHEBI:64317) has role sympathomimetic agent (CHEBI:35524)
isoprenaline (CHEBI:64317) is a catechols (CHEBI:33566)
isoprenaline (CHEBI:64317) is a secondary alcohol (CHEBI:35681)
isoprenaline (CHEBI:64317) is a secondary amino compound (CHEBI:50995)
IUPAC Name
4-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol
INNs Sources
isoprenalina ChemIDplus
isoprenaline KEGG DRUG
isoprénaline WHO MedNet
isoprenalinum ChemIDplus
Synonyms Sources
(±)-isoprenaline ChemIDplus
(±)-isoproterenol ChemIDplus
1-(3,4-dihydroxyphenyl)-2-(isopropylamino)ethanol ChemIDplus
1-(3,4-dihydroxyphenyl)-2-isopropylaminoethanol ChemIDplus
3,4-dihydroxy-α-[(isopropylamino)methyl]benzyl alcohol ChemIDplus
α-(isopropylaminomethyl)protocatechuyl alcohol ChemIDplus
Isoprenaline KEGG COMPOUND
isopropyl noradrenaline ChemIDplus
isoproterenol ChemIDplus
N-isopropyl-β-dihydroxyphenyl-β-hydroxyethylamine ChemIDplus
N-isopropylnoradrenaline ChemIDplus
N-isopropylnorepinephrine ChemIDplus
Database Links Databases
C07056 KEGG COMPOUND
D08090 KEGG DRUG
DB01064 DrugBank
DE723278 Patent
Isoprenaline Wikipedia
LSM-4311 LINCS
US2308232 Patent
View more database links
Registry Numbers Types Sources
2213857 Reaxys Registry Number Reaxys
7683-59-2 CAS Registry Number NIST Chemistry WebBook
7683-59-2 CAS Registry Number KEGG DRUG
7683-59-2 CAS Registry Number ChemIDplus
Last Modified
25 February 2016