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Details

Stereochemistry ACHIRAL
Molecular Formula C18H19ClN4.3ClH
Molecular Weight 436.206
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of L-745870 TRIHYDROCHLORIDE

SMILES

Cl.Cl.Cl.ClC1=CC=C(C=C1)N2CCN(CC3=CNC4=C3C=CC=N4)CC2

InChI

InChIKey=KJSOYZLYCFYXFC-UHFFFAOYSA-N
InChI=1S/C18H19ClN4.3ClH/c19-15-3-5-16(6-4-15)23-10-8-22(9-11-23)13-14-12-21-18-17(14)2-1-7-20-18;;;/h1-7,12H,8-11,13H2,(H,20,21);3*1H

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.0 nM [IC50]
PubMed

PubMed

TitleDatePubMed
3-((4-(4-Chlorophenyl)piperazin-1-yl)-methyl)-1H-pyrrolo-2,3-b-pyridine: an antagonist with high affinity and selectivity for the human dopamine D4 receptor.
1996 May 10
Effects of the atypical neuroleptic clozapine on micturition parameters in anesthetized rats.
2001
Comparative molecular field analysis of dopamine D4 receptor antagonists including 3-[4-(4-chlorophenyl)piperazin-1-ylmethyl]pyrazolo[1,5-a]pyridine (FAUC 113), 3-[4-(4-chlorophenyl)piperazin-1-ylmethyl]-1H-pyrrolo-[2,3-b]pyridine (L-745,870), and clozapine.
2001 Apr 12
Synthesis of potent and selective dopamine D(4) antagonists as candidate radioligands.
2001 Jun 4
Dopamine D4 receptors modulate GABAergic signaling in pyramidal neurons of prefrontal cortex.
2002 Nov 1
Evidence for regulation of body temperature in rats by dopamine D2 receptor and possible influence of D1 but not D3 and D4 receptors.
2003 Jun
Pharmacological and functional characterisation of dopamine D4 receptors in the rat retina.
2003 Jun
Facilitatory effect of the dopamine D4 receptor agonist PD168,077 on memory consolidation of an inhibitory avoidance learned response in C57BL/6J mice.
2003 Jun 16
L-745,870 suppresses the nighttime serotonin N-acetyltransferase activity in chick retina: in vivo evidence for agonist activity at D4-dopamine receptors.
2003 Mar
Effects of L-745,870, a dopamine D4 receptor antagonist, on naloxone-induced morphine dependence in mice.
2004 Oct
Regulation of working memory by dopamine D4 receptor in rats.
2004 Sep
Dopamine D4 receptors inhibit depolarization-induced [3H]GABA release in the rat subthalamic nucleus.
2004 Sep 13
Tonic modulation of inhibition by dopamine D4 receptors in the rat hippocampus.
2005
2-[4-(3,4-Dimethylphenyl)piperazin-1-ylmethyl]-1H benzoimidazole (A-381393), a selective dopamine D4 receptor antagonist.
2005 Jul
A dopamine D4 receptor antagonist attenuates ischemia-induced neuronal cell damage via upregulation of neuronal apoptosis inhibitory protein.
2005 Jul
The combination of nicotine with the D2 antagonist raclopride or the weak D4 antagonist L-745,870 generates a clozapine-like facilitation of NMDA receptor-mediated neurotransmission in pyramidal cells of the rat medial prefrontal cortex.
2005 Jun
Involvement of dopamine D3 and D4 receptors in the discriminative stimulus properties of cocaine in the rat.
2005 Nov
Control of the subthalamic innervation of the rat globus pallidus by D2/3 and D4 dopamine receptors.
2006 Dec
Clozapine modulates aromatic L-amino acid decarboxylase activity in mouse striatum.
2006 May
PIP3EA and PD-168077, two selective dopamine D4 receptor agonists, induce penile erection in male rats: site and mechanism of action in the brain.
2006 Oct
Stimulation of dopamine receptors in the paraventricular nucleus of the hypothalamus of male rats induces penile erection and increases extra-cellular dopamine in the nucleus accumbens: Involvement of central oxytocin.
2007 Mar
Dopamine D(4) receptor activation decreases the expression of mu-opioid receptors in the rat striatum.
2007 May 20
A dopamine receptor antagonist L-745,870 suppresses microglia activation in spinal cord and mitigates the progression in ALS model mice.
2008 Jun
Dopamine D4 receptor antagonist L745,870 abolishes cognitive effects of intracerebroventricular angiotensin IV and des-Phe(6)-Ang IV in rats.
2009 Feb
Dopaminergic modulation of risk-based decision making.
2009 Feb
p-Hydroxyamphetamine causes prepulse inhibition disruptions in mice: contribution of dopamine neurotransmission.
2010 Dec 25
D2 dopamine receptor subtype-mediated hyperactivity and amphetamine responses in a model of ADHD.
2010 Jan
Amphetamines induce tissue factor and impair tissue factor pathway inhibitor: role of dopamine receptor type 4.
2010 Jul
Bromocriptine methylate suppresses glial inflammation and moderates disease progression in a mouse model of amyotrophic lateral sclerosis.
2011 Nov
Patents

Patents

Name Type Language
L-745870 TRIHYDROCHLORIDE
Code English
3-((4-(4-CHLOROPHENYL)-1-PIPERAZINYL)METHYL)-1H-PYRROLO(2,3-B)PYRIDINE TRIHYDROCHLORIDE
Systematic Name English
1H-PYRROLO(2,3-B)PYRIDINE, 3-((4-(4-CHLOROPHENYL)-1-PIPERAZINYL)METHYL)-, HYDROCHLORIDE (1:3)
Systematic Name English
Code System Code Type Description
FDA UNII
8H9TSV2PSX
Created by admin on Sat Dec 16 14:53:22 GMT 2023 , Edited by admin on Sat Dec 16 14:53:22 GMT 2023
PRIMARY
CAS
866021-03-6
Created by admin on Sat Dec 16 14:53:22 GMT 2023 , Edited by admin on Sat Dec 16 14:53:22 GMT 2023
PRIMARY
PUBCHEM
49759035
Created by admin on Sat Dec 16 14:53:22 GMT 2023 , Edited by admin on Sat Dec 16 14:53:22 GMT 2023
PRIMARY