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Details

Stereochemistry RACEMIC
Molecular Formula C15H19N3O2
Molecular Weight 273.3303
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYANOPINDOLOL

SMILES

CC(C)NCC(O)COC1=C2C=C(NC2=CC=C1)C#N

InChI

InChIKey=ZDFQDGBLPBGVBY-UHFFFAOYSA-N
InChI=1S/C15H19N3O2/c1-10(2)17-8-12(19)9-20-15-5-3-4-14-13(15)6-11(7-16)18-14/h3-6,10,12,17-19H,8-9H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C15H19N3O2
Molecular Weight 273.3303
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
7.07 null [pKi]
7.67 null [pKi]
PubMed

PubMed

TitleDatePubMed
The role of the central serotonergic system in pilocarpine-induced seizures: receptor mechanisms.
1989 Nov
Primary structure and functional characterization of a human 5-HT1D-type serotonin receptor.
1991 Aug
Selective activation of beta3-adrenoceptors by octopamine: comparative studies in mammalian fat cells.
1999 Apr
A 5-HT(7) receptor-mediated depolarization in the anterodorsal thalamus. I. Pharmacological characterization.
2001 Apr
Abolition of (-)-CGP 12177-evoked cardiostimulation in double beta1/beta2-adrenoceptor knockout mice. Obligatory role of beta1-adrenoceptors for putative beta4-adrenoceptor pharmacology.
2001 Jan
Colitis-induced alterations in adrenergic control of circular smooth muscle in vitro in rats.
2001 Nov
BRL 37344 inhibited adrenergic transmission in the rat portal vein via atypical beta-adrenoceptors.
2002 Apr
Specific labelling of serotonin 5-HT(1B) receptors in rat frontal cortex with the novel, phenylpiperazine derivative, [3H]GR125,743. A pharmacological characterization.
2002 Apr
Serotonergic control of cerebellar mossy fiber activity by modulation of signal transfer by rat pontine nuclei neurons.
2002 Aug
Altered expression of autonomic neurotransmitter receptors and proliferative responses in lymphocytes from a chronic mild stress model of depression: effects of fluoxetine.
2002 Aug
Types of adrenoreceptors mediating responses of rabbit gastric muscularis mucosae.
2002 Feb
Methiothepin attenuates gastric secretion and motility effects of vagal stimulants at the dorsal vagal complex.
2002 Feb 1
Hypothalamic-pituitary-thyroid axis and sympathetic nervous system involvement in hyperthermia induced by 3,4-methylenedioxymethamphetamine (Ecstasy).
2003 Apr
Characterization of the 5-hydroxytryptamine receptors mediating contraction in the pig isolated intravesical ureter.
2003 Jan
Beta 1-adrenoceptor selectivity of nebivolol and bisoprolol. A comparison of [3H]CGP 12.177 and [125I]iodocyanopindolol binding studies.
2003 Jan 26
[Impairment of atypical beta-adrenergic-mediated relaxation in spontaneously hypertensive rats before and during the development of arterial hypertension].
2003 Jul-Aug
Serotonin receptors involved in vasopressin and oxytocin secretion.
2003 Mar
Modulatory effects on myocardial physiology induced by an anti-Trypanosoma cruzi monoclonal antibody involve recognition of major antigenic epitopes from beta1-adrenergic and M2-muscarinic cholinergic receptors without requiring receptor cross-linking.
2004 Aug
Comparative pharmacology of human beta-adrenergic receptor subtypes--characterization of stably transfected receptors in CHO cells.
2004 Feb
Site-directed mutagenesis of the rat beta1-adrenoceptor. Involvement of Tyr356 (7.43) in (+/-)cyanopindolol but not (+/-)[125Iodo]cyanopindolol binding.
2004 Jul
Functional responses of human beta1 adrenoceptors with defined haplotypes for the common 389R>G and 49S>G polymorphisms.
2004 Jun
Characterization of mexiletine as an antagonist of beta-adrenoceptor in Chinese hamster ovary cells expressing cloned human beta-adrenoceptors.
2004 Mar 1
Impairment of the low-affinity state beta1-adrenoceptor-induced relaxation in spontaneously hypertensive rats.
2004 Nov
Low-affinity state beta1-adrenoceptor-induced vasodilation in SHR.
2005 Aug
Ligands at beta2-, beta3-, and the low-affinity state of beta1-adrenoceptors block the alpha1-adrenoceptor-mediated constriction in human pulmonary and rat mesenteric arteries.
2005 Jul
Evidence for the presence of beta-3-adrenoceptors mediating relaxation in the human oviduct.
2005 Jun
Evidence for pleiotropic signaling at the mouse beta3-adrenoceptor revealed by SR59230A [3-(2-Ethylphenoxy)-1-[(1,S)-1,2,3,4-tetrahydronapth-1-ylamino]-2S-2-propanol oxalate].
2005 Mar
Beta-adrenoceptor-mediated vascular relaxation in spontaneously hypertensive rats.
2005 Mar 31
Positive inotropic and lusitropic effects mediated via the low-affinity state of beta1-adrenoceptors in pithed rats.
2005 Nov
5-HT-stimulated [35S]guanosine-5'-O-(3-thio)triphosphate binding as an assay for functional activation of G proteins coupled with 5-HT1B receptors in rat striatal membranes.
2006 Feb
5-HT uptake blockade prevents the increasing effect of K(ATP) channel blockers on electrically evoked [3H]-5-HT release in rat and mouse neocortical slices.
2006 Feb
Role of the G protein-coupled receptor kinase site serine cluster in beta2-adrenergic receptor internalization, desensitization, and beta-arrestin translocation.
2006 Mar 17
Potential involvement of a propranolol-insensitive atypical beta-adrenoceptor the vasodilator effect of cyanopindolol in the human pulmonary artery.
2006 Sep
Serotonin increases the excitability of the hypothalamic paraventricular nucleus magnocellular neurons.
2007 May
Adrenergic responses of rat colonic muscularis mucosae.
2008 Aug
beta-adrenergic relaxation in pulmonary arteries: preservation of the endothelial nitric oxide-dependent beta2 component in pulmonary hypertension.
2008 Jan
5-HT excites globus pallidus neurons by multiple receptor mechanisms.
2008 Jan 24
Structure of a beta1-adrenergic G-protein-coupled receptor.
2008 Jul 24
Preservation of the positive lusitropic effect of beta-adrenoceptors stimulation in diabetic cardiomyopathy.
2008 Oct
Computing highly correlated positions using mutual information and graph theory for G protein-coupled receptors.
2009
[Role of serotonin receptors in vascular tone in the pithed rat].
2009 Dec
G-protein-coupled receptor structure: what can we learn?
2009 Feb 24
X-ray structure breakthroughs in the GPCR transmembrane region.
2009 Jul 1
Can [I]-Iodocyanopindolol Label β(3)-Adrenoceptors in Rat Urinary Bladder?
2010
Influence of beta2-adrenoceptor gene polymorphisms on beta2-adrenoceptor expression in human lung.
2010 Apr
Tissue functions mediated by beta(3)-adrenoceptors-findings and challenges.
2010 Aug
Structural insights into conformational stability of wild-type and mutant beta1-adrenergic receptor.
2010 Jul 21
Forced unbinding of GPR17 ligands from wild type and R255I mutant receptor models through a computational approach.
2010 Mar 16
A full pharmacological analysis of the three turkey β-adrenoceptors and comparison with the human β-adrenoceptors.
2010 Nov 30
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:30:35 UTC 2023
Edited
by admin
on Sat Dec 16 08:30:35 UTC 2023
Record UNII
4K0SD5SNFS
Record Status Validated (UNII)
Record Version
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Name Type Language
CYANOPINDOLOL
Common Name English
4-(2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)-1H-INDOLE-2-CARBONITRILE
Systematic Name English
Code System Code Type Description
CAS
81608-27-7
Created by admin on Sat Dec 16 08:30:35 UTC 2023 , Edited by admin on Sat Dec 16 08:30:35 UTC 2023
PRIMARY
PUBCHEM
107752
Created by admin on Sat Dec 16 08:30:35 UTC 2023 , Edited by admin on Sat Dec 16 08:30:35 UTC 2023
PRIMARY
WIKIPEDIA
Cyanopindolol
Created by admin on Sat Dec 16 08:30:35 UTC 2023 , Edited by admin on Sat Dec 16 08:30:35 UTC 2023
PRIMARY
EPA CompTox
DTXSID801002083
Created by admin on Sat Dec 16 08:30:35 UTC 2023 , Edited by admin on Sat Dec 16 08:30:35 UTC 2023
PRIMARY
FDA UNII
4K0SD5SNFS
Created by admin on Sat Dec 16 08:30:35 UTC 2023 , Edited by admin on Sat Dec 16 08:30:35 UTC 2023
PRIMARY