DIZOCILPINE, (-)-

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H15N
Molecular Weight	221.297
Optical Activity	( - )
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@]12N[C@@H](CC3=CC=CC=C13)C4=CC=CC=C24

InChI

InChIKey=LBOJYSIDWZQNJS-JKSUJKDBSA-N

InChI=1S/C16H15N/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16/h2-9,15,17H,10H2,1H3/t15-,16+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H15N
Molecular Weight	221.297
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Voltage-gated potassium channel 16 Target ID: CHEMBL2362996 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25704024	Blocker 537		134.0 µM [IC50]
Glutamate NMDA receptor 46 Target ID: CHEMBL1907608 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3529096	Antagonist 2778		211.7 nM [Ki]

PubMed

Title	Date	PubMed
The metabotropic glutamate receptor agonist 1S,3R-ACPD stimulates and modulates NMDA receptor mediated excitotoxicity in organotypic hippocampal slice cultures.	2001 Apr 13	11292452
Protection against glutamate toxicity through inhibition of the p44/42 mitogen-activated protein kinase pathway in neuronally differentiated P19 cells.	2001 Aug 1	11434901
Selective blockade of the mGluR1 receptor reduces traumatic neuronal injury in vitro and improvesoOutcome after brain trauma.	2001 Feb	11161632
On the mechanisms of neuroprotection by creatine and phosphocreatine.	2001 Jan	11208905
Glutamate N-methyl-D-aspartate receptor blockade prevents induction of GAP-43 after focal ischemia in rats.	2001 Jun 8	11376890
Blockade of AMPA/kainate receptors can either decrease or increase the survival of cultured neocortical cells depending on the stage of maturation.	2001 May	11248399
MK-801- and ethanol-induced activity in inbred long-sleep and short-sleep mice: dopamine and serotonin systems.	2002 Dec 20	12464358
GABA(A) and GABA(C) receptor antagonists increase retinal cyclic GMP levels through nitric oxide synthase.	2003 Nov-Dec	15088716
Time-dependent changes in CRH concentrations and release in discrete brain regions following global ischemia: effects of MK-801 pretreatment.	2004 Jul 30	15234251
The effect of tryptophan depletion on the action of haloperidol in MK-801-treated rats.	2004 Oct 11	15464096
Stimulation of 5-HT1A receptor with 8-OH-DPAT inhibits hydrogen peroxide-induced neurotoxicity in cultured rat cortical cells.	2005 Mar	15661577
Role of neuronal NR2B subunit-containing NMDA receptor-mediated Ca2+ influx and astrocytic activation in cultured mouse cortical neurons and astrocytes.	2006 Jan	16235228
The nicotinic agonist RJR-2403 compensates the impairment of eyeblink conditioning produced by the noncompetitive NMDA-receptor antagonist MK-801.	2006 Jul 10	16644113
Protection of amyloid beta protein (25-35)-induced neurotoxicity by methanol extract of Smilacis chinae rhizome in cultured rat cortical neurons.	2006 Jun 30	16497458
ACP-103, a 5-hydroxytryptamine 2A receptor inverse agonist, improves the antipsychotic efficacy and side-effect profile of haloperidol and risperidone in experimental models.	2007 Aug	17519387
Pharmacological characterization of glycine-activated currents in HEK 293 cells expressing N-methyl-D-aspartate NR1 and NR3 subunits.	2007 Aug	17502428
Intrathecal high-dose histamine induces spinally-mediated nociceptive behavioral responses through a polyamine site of NMDA receptors.	2008 Feb 26	18155693
Effects of selective inhibition of N-acetylated-alpha-linked-acidic dipeptidase (NAALADase) on mice in learning and memory tasks.	2008 Jan 28	18031726
Activation of spinal ERK signaling pathway contributes to pain-related responses induced by scorpion Buthus martensi Karch venom.	2008 May	18328523
Effects of glutamate-related drugs on marble-burying behavior in mice: implications for obsessive-compulsive disorder.	2008 May 31	18423440
Face-washing behavior induced by the group I metabotropic glutamate receptor agonist (S)-3,5-DHPG in mice is mediated by mGlu1 receptor.	2008 May 31	18378225
Pharmacological characterization of harmaline-induced tremor activity in mice.	2009 Aug 15	19497322
Input-specific plasticity of N-methyl-D-aspartate receptor-mediated synaptic responses in neonatal rat motoneurons.	2009 Jun	19490018
Antillatoxin, a novel lipopeptide, enhances neurite outgrowth in immature cerebrocortical neurons through activation of voltage-gated sodium channels.	2010 Mar	20026674

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:19:30 GMT 2023` Edited by `admin` on `Sat Dec 16 09:19:30 GMT 2023`
Record UNII	2V2JET5YTL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIZOCILPINE, (-)-

Common Name

English

5H-DIBENZO(A,D)CYCLOHEPTEN-5,10-IMINE, 10,11-DIHYDRO-5-METHYL-, (5R,10S)-

Systematic Name

English

DIZOCILPINE (-)-FORM [MI]

Common Name

English

Code System Code Type Description

PUBCHEM

6337640