CHEBI:8214 - pindolol

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ChEBI Name pindolol
ChEBI ID CHEBI:8214
Definition A member of the class of indols which is the 2-hydroxy-3-(isopropylamino)propyl ether derivative of 1H-indol-4-ol.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H20N2O2
Net Charge 0
Average Mass 248.32080
Monoisotopic Mass 248.152
InChI InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3
InChIKey JZQKKSLKJUAGIC-UHFFFAOYSA-N
SMILES CC(C)NCC(O)COc1cccc2[nH]ccc12
Roles Classification
Biological Role(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
Application(s): serotonergic antagonist
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
beta-adrenergic antagonist
An agent that binds to but does not activate beta-adrenergic receptors thereby blocking the actions of endogenous or exogenous beta-adrenergic agonists. beta-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
antiglaucoma drug
Any drug which can be used to prevent or alleviate glaucoma, a disease in which the optic nerve is damaged, resulting in progressive, irreversible loss of vision. It is often, though not always, associated with increased pressure of the fluid in the eye.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
vasodilator agent
A drug used to cause dilation of the blood vessels.
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ChEBI Ontology
Outgoing pindolol (CHEBI:8214) has role β-adrenergic antagonist (CHEBI:35530)
pindolol (CHEBI:8214) has role antiglaucoma drug (CHEBI:39456)
pindolol (CHEBI:8214) has role antihypertensive agent (CHEBI:35674)
pindolol (CHEBI:8214) has role serotonergic antagonist (CHEBI:48279)
pindolol (CHEBI:8214) has role vasodilator agent (CHEBI:35620)
pindolol (CHEBI:8214) is a indoles (CHEBI:24828)
pindolol (CHEBI:8214) is a secondary amine (CHEBI:32863)
Incoming (R)-(+)-pindolol (CHEBI:48280) is a pindolol (CHEBI:8214)
(S)-(−)-pindolol (CHEBI:48281) is a pindolol (CHEBI:8214)
IUPAC Name
1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol
INNs Sources
pindolol ChemIDplus
pindololum ChemIDplus
Synonyms Sources
1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-ol IUPAC
1-(1H-indol-4-yloxy)-3-(propan-2-ylamino)-propan-2-ol IUPHAR
1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]propan-2-ol IUPAC
4-(2-hydroxy-3-isopropylaminopropoxy)-indole ChemIDplus
Pindolol KEGG COMPOUND
pindolol KEGG DRUG
pindolol IUPHAR
Brand Names Sources
Betapindol DrugBank
Blockin L DrugBank
Blocklin L DrugBank
Blocklin-L KEGG DRUG
Calvisken DrugBank
Cardilate DrugBank
Carvisken KEGG DRUG
Decreten DrugBank
Durapindol DrugBank
Glauco-Visken DrugBank
Pectobloc DrugBank
Pinbetol DrugBank
Prinodolol DrugBank
Pynastin ChemIDplus
Visken KEGG DRUG
Database Links Databases
2176 DrugCentral
C07445 KEGG COMPOUND
D00513 KEGG DRUG
DB00960 DrugBank
HMDB0015095 HMDB
LSM-1953 LINCS
NL6601040 Patent
Pindolol Wikipedia
View more database links
Registry Numbers Types Sources
13523-86-9 CAS Registry Number ChemIDplus
13523-86-9 CAS Registry Number NIST Chemistry WebBook
1536506 Reaxys Registry Number Reaxys
1536506 Beilstein Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11022403 PubMed citation Europe PMC
11050366 PubMed citation Europe PMC
11185947 PubMed citation Europe PMC
11379796 PubMed citation Europe PMC
23020995 PubMed citation Europe PMC
Last Modified
22 February 2017
General Comment
2011-01-06 A non-cardioselective beta-blocker, pindolol is used in the management of hypertension, angina pectoris, and other cardiovascular disorders. It is also used in the management of glaucoma.