CHEBI:48281 - (S)-(−)-pindolol

ChEBI IDCHEBI:48281
ChEBI Name(S)-(−)-pindolol
Stars
ASCII Name(S)-(-)-pindolol
Last Modified25 February 2016
SubmitterKirill Degtyarenko
DownloadsMolfile
FormulaC14H20N2O2
Net Charge0
Average Mass248.326
Monoisotopic Mass248.15248
SMILESCC(C)NC[C@H](O)COc1cccc2nccc12
InChIInChI=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/t11-/m0/s1
InChIKeyJZQKKSLKJUAGIC-NSHDSACASA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
beta-adrenergic antagonist  An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
Applications:
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.
vasodilator agent  A drug used to cause dilation of the blood vessels.
beta-adrenergic antagonist  An agent that binds to but does not activate β-adrenergic receptors thereby blocking the actions of endogenous or exogenous β-adrenergic agonists. β-Adrenergic antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches and anxiety.
serotonergic antagonist  Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists.
antihypertensive agent  Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
ChEBI Ontology
Outgoing Relation(s)
(S)-(−)-pindolol (CHEBI:48281) is a pindolol (CHEBI:8214)
(S)-(−)-pindolol (CHEBI:48281) is enantiomer of (R)-(+)-pindolol (CHEBI:48280)
Incoming Relation(s)
(R)-(+)-pindolol (CHEBI:48280) is enantiomer of (S)-(−)-pindolol (CHEBI:48281)
IUPAC Name 
(2S)-1-(1H-indol-4-yloxy)-3-[(propan-2-yl)amino]propan-2-ol
Synonyms  Source
(2S)-1-(1H-indol-4-yloxy)-3-(isopropylamino)propan-2-olIUPAC
(2S)-1-(1H-indol-4-yloxy)-3-[(1-methylethyl)amino]propan-2-olIUPAC
(−)-pindololChEBI
(S)-pindololChEBI
Manual XrefsDatabases
LSM-24941LINCS
Registry NumbersSources
Beilstein:5747766Beilstein
Beilstein:5747768Beilstein
CAS:26328-11-0ChemIDplus