ETICLOPRIDE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H25ClN2O3.ClH
Molecular Weight	377.306
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CCN1CCC[C@H]1CNC(=O)C2=C(OC)C(Cl)=CC(CC)=C2O

InChI

InChIKey=HFJFXXDHVWLIKX-YDALLXLXSA-N

InChI=1S/C17H25ClN2O3.ClH/c1-4-11-9-13(18)16(23-3)14(15(11)21)17(22)19-10-12-7-6-8-20(12)5-2;/h9,12,21H,4-8,10H2,1-3H3,(H,19,22);1H/t12-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C17H25ClN2O3
Molecular Weight	340.845
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8301592 | https://www.ncbi.nlm.nih.gov/pubmed/18801115 | https://www.ncbi.nlm.nih.gov/pubmed/9108576

Eticlopride {2S(−)-3-chloro-5-ethyl-N-[(1-ethyl-2-pyrrolidinyl)methyl]-6-hydroxy-2-methoxybenzamide} is an antagonist at dopamine D2 and D3 receptors. It is widely used for in vivo, in vitro, and ex vivo examination of D2/D3 receptors densities and function. Eticlopride exerts antipsychotic activity in animals.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
dopamine receptor D2 4 Target ID: 694181.0 Gene Symbol: DRD2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16631246 \| https://www.ncbi.nlm.nih.gov/pubmed/10591881	Antagonist 2778	0.5 nM [Ki]
dopamine receptor D3 2 Target ID: 1.00425048E8 Gene Symbol: DRD3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16631246 \| https://www.ncbi.nlm.nih.gov/pubmed/10591881	Antagonist 2778	0.16 nM [Ki]
D(2) dopamine receptor 58 Target ID: P14416 Gene ID: 1813.0 Gene Symbol: DRD2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21097933 \| https://www.ncbi.nlm.nih.gov/pubmed/8301592	Antagonist 2778	0.08 nM [Ki]
D(3) dopamine receptor 16 Target ID: P35462 Gene ID: 1814.0 Gene Symbol: DRD3 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21097933 \| https://www.ncbi.nlm.nih.gov/pubmed/8301592	Antagonist 2778	0.134 nM [Ki]
Dopamine D4 receptor 71 Target ID: CHEMBL219 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7475902 \| http://www.guidetopharmacology.org/GRAC/LigandDisplayForward?tab=biology&ligandId=966	Antagonist 2778	7.0 null [pKi]

PubMed

Title	Date	PubMed
Cerebrocortical Fos expression following dopaminergic stimulation: D1/D2 synergism and its breakdown.	1996 Jul 22	8864302
Bromocriptine transcriptionally activates the multidrug resistance gene (pgp2/mdr1b) by a novel pathway.	1997 Apr 25	9111066
Involvement of dopamine D2 receptors in the effect of cocaine on sexual behaviour and stretching-yawning of male rats.	1997 Jun	9225304
Effects of single and multiple treatments with L-dihydroxyphenylalanine (L-DOPA) on dopamine receptor-G protein interactions and supersensitive immediate early gene responses in striata of rats after reserpine treatment or with unilateral nigrostriatal lesions.	1999 Jan 1	9890435
The effects of benzamide analogues on cocaine self-administration in rhesus monkeys.	1999 Nov	10591881
Role of dopamine D2-like receptors in cocaine self-administration: studies with D2 receptor mutant mice and novel D2 receptor antagonists.	2002 Apr 1	11923462
Effects of dopamine antagonists on alfentanil-induced locomotor activity in horses.	2003 Jul	14498848
Opposite regulation by typical and atypical anti-psychotics of ERK1/2, CREB and Elk-1 phosphorylation in mouse dorsal striatum.	2003 Jul	12871586
Glutamic acid decarboxylase 67 mRNA regulation in two globus pallidus neuron populations by dopamine and the subthalamic nucleus.	2004 Mar 24	15044549
Dopamine D1 and D2 receptor contributions to L-DOPA-induced dyskinesia in the dopamine-depleted rat.	2005 Aug	16023708
Acute amphetamine down-regulates RGS4 mRNA and protein expression in rat forebrain: distinct roles of D1 and D2 dopamine receptors.	2006 Mar	16539683
The role of peripheral and central sodium channels in mediating brain temperature fluctuations induced by intravenous cocaine.	2006 Oct 30	16956595

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:50:57 GMT 2023` Edited by `admin` on `Sat Dec 16 08:50:57 GMT 2023`
Record UNII	HJ2CAH4TZ1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETICLOPRIDE HYDROCHLORIDE

Common Name

English

NSC-759849

Code

English

BENZAMIDE, 3-CHLORO-5-ETHYL-N-(((2S)-1-ETHYL-2-PYRROLIDINYL)METHYL)-6-HYDROXY-2-METHOXY-, HYDROCHLORIDE (1:1)

Systematic Name

English

Code System Code Type Description

CAS

97612-24-3