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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

Molecular Formula C18H19ClN4
Molecular Weight 326.823
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
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
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
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
Dopamine D(4) receptor activation decreases the expression of mu-opioid receptors in the rat striatum.
2007 May 20
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

Substance Class Chemical
Created
by admin
on Sat Dec 16 14:53:21 GMT 2023
Edited
by admin
on Sat Dec 16 14:53:21 GMT 2023
Record UNII
8H9TSV2PSX
Record Status Validated (UNII)
Record Version
  • Download
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
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