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Details

Stereochemistry RACEMIC
Molecular Formula C14H20N2O2
Molecular Weight 248.3208
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Pindolol

SMILES

CC(C)NCC(O)COC1=C2C=CNC2=CC=C1

InChI

InChIKey=JZQKKSLKJUAGIC-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C14H20N2O2
Molecular Weight 248.3208
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Pindolol was developed at Sandoz at 1960s. Pindolol is a nonselective beta-adrenergic antagonist (beta-blocker) which possesses intrinsic sympathomimetic activity (partial agonist activity) in therapeutic dosage ranges but does not possess quinidine-like membrane stabilizing activity. The partial beta-adrenergic agonistic activity of pindolol in the heart appears to be completely restricted to the sinoatrial pacemaker. In standard pharmacologic tests in man and animals, Pindolol attenuates increases in heart rate, systolic blood pressure, and cardiac output resulting from exercise and isoproterenol administration, thus confirming its beta-blocking properties. In addition to beta-adrenergic activity pindolol demonstrates mixed agonist-antagonist activity at central 5-HT receptors. Although in accordance with the hypothesis that pindolol increases the antidepressant effects of selective serotonin reuptake inhibitors by antagonism of 5-HT at inhibitory 5-HT1A autoreceptors, pindolol possesses partial agonist activity at 5-HT1A receptors. Pindolol tablets are indicated in the management of hypertension.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
6.4 nM [Ki]
9.25 null [pKd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
VISKEN
Primary
PINDOLOL

Cmax

ValueDoseCo-administeredAnalytePopulation
250 nM
10 mg single, oral
PINDOLOL plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
1200 nM × h
10 mg single, oral
PINDOLOL plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
3.1 h
10 mg single, oral
PINDOLOL plasma
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer




Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended initial dose of pindolol tablets is 5 mg b.i.d. alone or in combination with other antihypertensive agents. An antihypertensive response usually occurs within the first week of treatment. Maximal response, however, may take as long as or occasionally longer than 2 weeks. If a satisfactory reduction in blood pressure does not occur within 3 to 4 weeks, the dose may be adjusted in increments of 10 mg/day at these intervals up to a maximum of 60 mg/day.
Route of Administration: Oral
In Vitro Use Guide
Pindolol (1-10 uM) blocked the catecholamine-induced augmentation of late after-discharge (LAD) (postganglionic branches or ganglion cells of the paravertebral sympathetic chain of the bullfrog were used in vitro)
Substance Class Chemical
Record UNII
BJ4HF6IU1D
Record Status Validated (UNII)
Record Version