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
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
| 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 |
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.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: 694181.0 Gene Symbol: DRD2 |
0.5 nM [Ki] | ||
Target ID: 1.00425048E8 Gene Symbol: DRD3 |
0.16 nM [Ki] | ||
Target ID: P14416 Gene ID: 1813.0 Gene Symbol: DRD2 Target Organism: Homo sapiens (Human) |
0.08 nM [Ki] | ||
Target ID: P35462 Gene ID: 1814.0 Gene Symbol: DRD3 Target Organism: Homo sapiens (Human) |
0.134 nM [Ki] | ||
| 7.0 null [pKi] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Role of the central nervous system in hemodynamic and sympathoadrenal responses to cocaine in rats. | 1990 Oct |
|
| Pharmacological and functional characterization of D2, D3 and D4 dopamine receptors in fibroblast and dopaminergic cell lines. | 1994 Jan |
|
| Characterization of the human dopamine D3 receptor expressed in transfected cell lines. | 1994 Jan 1 |
|
| Is clozapine selective for the dopamine D4 receptor? | 1995 |
|
| Cerebrocortical Fos expression following dopaminergic stimulation: D1/D2 synergism and its breakdown. | 1996 Jul 22 |
|
| Bromocriptine transcriptionally activates the multidrug resistance gene (pgp2/mdr1b) by a novel pathway. | 1997 Apr 25 |
|
| Involvement of dopamine D2 receptors in the effect of cocaine on sexual behaviour and stretching-yawning of male rats. | 1997 Jun |
|
| 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 |
|
| The effects of benzamide analogues on cocaine self-administration in rhesus monkeys. | 1999 Nov |
|
| Differential effects of D1- and D2-like compounds on cocaine self-administration in Lewis and Fischer 344 inbred rats. | 2001 Nov |
|
| Role of dopamine D2-like receptors in cocaine self-administration: studies with D2 receptor mutant mice and novel D2 receptor antagonists. | 2002 Apr 1 |
|
| Effects of dopamine antagonists on alfentanil-induced locomotor activity in horses. | 2003 Jul |
|
| Opposite regulation by typical and atypical anti-psychotics of ERK1/2, CREB and Elk-1 phosphorylation in mouse dorsal striatum. | 2003 Jul |
|
| Glutamic acid decarboxylase 67 mRNA regulation in two globus pallidus neuron populations by dopamine and the subthalamic nucleus. | 2004 Mar 24 |
|
| Dopamine D1 and D2 receptor contributions to L-DOPA-induced dyskinesia in the dopamine-depleted rat. | 2005 Aug |
|
| Effects of intra-nucleus accumbens shell administration of dopamine agonists and antagonists on cocaine-taking and cocaine-seeking behaviors in the rat. | 2005 Nov |
|
| Acute amphetamine down-regulates RGS4 mRNA and protein expression in rat forebrain: distinct roles of D1 and D2 dopamine receptors. | 2006 Mar |
|
| Dopamine-2 receptors in the arcuate nucleus modulate cocaine-seeking behavior. | 2006 Oct 23 |
|
| The role of peripheral and central sodium channels in mediating brain temperature fluctuations induced by intravenous cocaine. | 2006 Oct 30 |
|
| Amphetamine up-regulates activator of G-protein signaling 1 mRNA and protein levels in rat frontal cortex: the role of dopamine and glucocorticoid receptors. | 2010 Jun 16 |
|
| Attenuation of cocaine's reinforcing and discriminative stimulus effects via muscarinic M1 acetylcholine receptor stimulation. | 2010 Mar |
|
| Screening of a chemical library reveals novel PXR-activating pharmacologic compounds. | 2015 Jan 5 |
|
| Dopamine induces growth inhibition and vascular normalization through reprogramming M2-polarized macrophages in rat C6 glioma. | 2015 Jul 15 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:50:57 UTC 2023
by
admin
on
Sat Dec 16 08:50:57 UTC 2023
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| Record UNII |
HJ2CAH4TZ1
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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97612-24-3
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HJ2CAH4TZ1
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DTXSID4045769
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57266
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DBSALT002889
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759849
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|---|---|---|---|---|
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PARENT -> SALT/SOLVATE |
