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

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
Pharmacological and functional characterization of D2, D3 and D4 dopamine receptors in fibroblast and dopaminergic cell lines.	1994 Jan	8301592
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
Differential effects of D1- and D2-like compounds on cocaine self-administration in Lewis and Fischer 344 inbred rats.	2001 Nov	11602661
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

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