CHEBI:64317 - isoprenaline

ChEBI IDCHEBI:64317
ChEBI Nameisoprenaline
Stars
DefinitionA 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.
Last Modified22 February 2017
SubmitterColin Batchelor
DownloadsMolfile
FormulaC11H17NO3
Net Charge0
Average Mass211.261
Monoisotopic Mass211.12084
SMILESCC(C)NCC(O)c1ccc(O)c(O)c1
InChIInChI=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
InChIKeyJWZZKOKVBUJMES-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
beta-adrenergic agonist  An agent that selectively binds to and activates β-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.
Applications:
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.
beta-adrenergic agonist  An agent that selectively binds to and activates β-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.
ChEBI Ontology
Outgoing Relation(s)
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) has role β-adrenergic agonist (CHEBI:35522)
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  Source
isoprenalineKEGG DRUG
isoprenalinumChemIDplus
isoprenalinaChemIDplus
isoprénalineWHO MedNet
Synonyms  Source
isoproterenolChemIDplus
isopropyl noradrenalineChemIDplus
N-isopropylnorepinephrineChemIDplus
(±)-isoproterenolChemIDplus
1-(3,4-dihydroxyphenyl)-2-(isopropylamino)ethanolChemIDplus
3,4-dihydroxy-α-[(isopropylamino)methyl]benzyl alcoholChemIDplus
Manual XrefsDatabases
C07056KEGG COMPOUND
D08090KEGG DRUG
DB01064DrugBank
IsoprenalineWikipedia
DE723278Patent
US2308232Patent
LSM-4311LINCS
1499DrugCentral
Registry NumbersSources
Reaxys:2213857Reaxys
CAS:7683-59-2ChemIDplus
CAS:7683-59-2KEGG DRUG
CAS:7683-59-2NIST Chemistry WebBook
CAS:7683-59-2KEGG COMPOUND