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P152

Sigma-Aldrich

S(–)-Pindolol

solid

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About This Item

Empirical Formula (Hill Notation):
C14H20N2O2
CAS Number:
26328-11-0
Molecular Weight:
248.32
MDL number:
MFCD00153863
UNSPSC Code:
12352202
PubChem Substance ID:
24278026

form

solid

optical activity

[α]23/D −4.38°, c = 1% in methanol(lit.)

color

white

solubility

0.1 M NaOH: 0.2 mg/mL
methanol: 18 mg/mL
0.1 M HCl: 20 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 3.4 mg/mL
H2O: insoluble

originator

Novartis

SMILES string

CC(C)NC[C@H](O)COc1cccc2[nH]ccc12

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/t11-/m0/s1

InChI key

JZQKKSLKJUAGIC-NSHDSACASA-N

Gene Information

human ... ADRB1(153) , HTR1A(3350) , HTR1B(3351)

Biochem/physiol Actions

β1-adrenoceptor antagonist; putative 5-HT1A serotonin receptor agonist; vasodilator. Active enantiomer of pindolol.

Features and Benefits

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M J Millan et al.
Neuropharmacology, 38(6), 909-912 (1999-08-28)
(-)-Pindolol (2.5-20.0 mg/kg, s.c.) markedly increased extracellular levels of dopamine (DA) and noradrenaline (NA) in single dialysate samples of the frontal cortex (FCX) of freely-moving rats. This action was specific inasmuch as serotonin (5-HT) levels were not significantly modified. In
J Ichikawa et al.
Brain research, 842(2), 445-451 (1999-10-20)
Serotonin (5-hydroxytryptamine, 5-HT)(1A) receptor agonism and 5-HT(2A) receptor antagonism are components in the action of some of the recently developed antipsychotic drugs, e.g., clozapine and ziprasidone. However, studies of the role of 5-HT(1A) receptor agonism in the ability of these
C A Fornal et al.
The Journal of pharmacology and experimental therapeutics, 291(1), 229-238 (1999-09-22)
Clinical studies have shown that pindolol can enhance the effects of antidepressant drugs, presumably by acting as an antagonist at somatodendritic 5-hydroxytryptamine (5-HT)(1A) autoreceptors, which regulate the firing rate of central serotonergic neurons. The current study characterized the action of
D J Watkins et al.
Journal of the autonomic nervous system, 60(1-2), 12-16 (1996-08-27)
The nodose ganglion contains the cell bodies of afferent nerves which convey predominantly sensory information from the viscera to the central nervous system (CNS). Autoradiographic studies show binding sites for beta-adrenoceptor ligands are present on sections of the rat nodose
Phedias Diamandis et al.
Nature chemical biology, 3(5), 268-273 (2007-04-10)
The identification of self-renewing and multipotent neural stem cells (NSCs) in the mammalian brain holds promise for the treatment of neurological diseases and has yielded new insight into brain cancer. However, the complete repertoire of signaling pathways that governs the

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