Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C16H15N.C4H4O4 |
| Molecular Weight | 337.3692 |
| Optical Activity | ( + ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)\C=C/C(O)=O.C[C@]12N[C@H](CC3=CC=CC=C13)C4=CC=CC=C24
InChI
InChIKey=QLTXKCWMEZIHBJ-PJGJYSAQSA-N
InChI=1S/C16H15N.C4H4O4/c1-16-13-8-4-2-6-11(13)10-15(17-16)12-7-3-5-9-14(12)16;5-3(6)1-2-4(7)8/h2-9,15,17H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-,16+;/m1./s1
| Molecular Formula | C4H4O4 |
| Molecular Weight | 116.0722 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
| 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 |
Dizocilpine (MK-801) is an antagonist of the N-methyl-D-aspartate (NMDA) receptor in the glutamate category involved with the central nervous system (CNS). The drug displays a variety of physiological actions, many of which involve the CNS, such as anesthetic and anticonvulsant properties. It penetrates readily into CNS and was described as the agent with central sympathomimetic properties. Co-administration of dizocilpine with psychostimulants, such as cocaine, amphetamine and nicotine, has been reported to prevent the development of behavioural sensitization to these drugs as well as associated neuroadaptations in rodents. However, studies with bromocriptine have suggested that co-administration of dizocilpine might merely cause sensitization to become state-dependent. A single injection of MK-801 to rats models both positive and negative symptoms of schizophrenia. Treatment of mice with dizocilpine induced learning impairment.
CNS Activity
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Affinity and specificity of N-methyl- D-aspartate channel blockers affect their ability to disrupt prepulse inhibition of acoustic startle in rats. | 2003-02 |
|
| Valproate prevents the induction and the expression of MK-801 sensitization. | 2002-11-08 |
|
| Differential effects of direct and indirect dopamine agonists on prepulse inhibition: a study in D1 and D2 receptor knock-out mice. | 2002-11-01 |
|
| SR146131, a cholecystokinin-A receptor agonist, antagonizes prepulse inhibition deficits produced by dizocilpine and DOI. | 2002-11 |
|
| Blockade of ionotropic glutamatergic transmission in the ventral tegmental area reduces heroin reinforcement in rat. | 2002-11 |
|
| Striatal dopamine-NMDA receptor interactions in the modulation of glutamate release in the substantia nigra pars reticulata in vivo: opposite role for D1 and D2 receptors. | 2002-11 |
|
| Excitatory amino acid-elicited tonic convulsions in mice and N-methyl-D-aspartate receptor activation: role of Ca(2+) influx and involvement of intracellular Ca(2+)-dependent biochemical processes. | 2002-11 |
|
| Metabotropic glutamate receptor involvement in phosphoinositide hydrolysis stimulation by an endogenous Na(+), K(+)-ATPase inhibitor and ouabain in neonatal rat brain. | 2002-10-20 |
|
| Blockade by N-methyl-D-aspartate of elevation of activator protein-1 binding after stress in rat adrenal gland. | 2002-10-15 |
|
| Altered responses to dizocilpine maleate administration in ethanol-withdrawn male and female rats. | 2002-10 |
|
| Effects of puerarin on scopolamine-, mecamylamine-, p-chloroamphetamine- and dizocilpine-induced inhibitory avoidance performance impairment in rats. | 2002-10 |
|
| Effects of long-term acetyl-L-carnitine administration in rats: I. increased dopamine output in mesocorticolimbic areas and protection toward acute stress exposure. | 2002-09 |
|
| Synaptic mechanisms of inspiratory off-switching evoked by pontine pneumotaxic stimulation in cats. | 2002-09 |
|
| Severe impairment of NMDA receptor function in mice carrying targeted point mutations in the glycine binding site results in drug-resistant nonhabituating hyperactivity. | 2002-08-01 |
|
| NMDA receptor antagonists impair motor performance in immature rats. | 2002-08 |
|
| N-Methyl-D-aspartate receptor blockade by dizocilpine prevents stress-induced sudden death in cardiomyopathic hamsters. | 2002-07-19 |
|
| Effects of kainic acid on rat body temperature: unmasking by dizocilpine. | 2002-07 |
|
| Characterization of the discriminative stimulus effects of N-methyl- D-aspartate ligands under different ethanol training conditions in the cynomolgus monkey ( Macaca fascicularis). | 2002-07 |
|
| Low doses of dizocilpine block the development and subsequent expression of locomotor sensitization to nicotine in rats. | 2002-06 |
|
| Discriminative stimulus effects of ethanol in C57BL/6J and DBA/2J inbred mice. | 2002-06 |
|
| NMDA receptor involvement in imipramine withdrawal-associated effects on swim stress, GABA levels and NMDA receptor binding in rat hippocampus. | 2002-05-24 |
|
| Acamprosate has no effect on NMDA-induced toxicity but reduces toxicity induced by spermidine or by changing the medium in organotypic hippocampal slice cultures from rat. | 2002-05 |
|
| Involvement of dopaminergic system in the nucleus accumbens in the discriminative stimulus effects of phencyclidine. | 2002-05 |
|
| Relative reinforcing strength of three N-methyl-D-aspartate antagonists with different onsets of action. | 2002-05 |
|
| Endogenous excitatory amino acid neurotransmission regulates thyroid-stimulating hormone and thyroid hormone secretion in conscious freely moving male rats. | 2002-04 |
|
| Behavioral effects of MK-801 on reserpine-treated mice. | 2002-04 |
|
| Protection of methylmercury effects on the in vivo dopamine release by NMDA receptor antagonists and nitric oxide synthase inhibitors. | 2002-04 |
|
| Effects of (+/-)-4-[[2-(1-methyl-2-pyrrolidinyl)ethyl]thio]phenol hydrochloride (SIB-1553A), a selective ligand for nicotinic acetylcholine receptors, in tests of visual attention and distractibility in rats and monkeys. | 2002-04 |
|
| Nitric-oxide-synthase-mediated cyclic guanosine monophosphate production in neonatal rat cerebellar prisms is resistant to calcineurin inhibition. | 2002-03-29 |
|
| Repetitive spreading depression induces nestin protein expression in the cortex of rats and mice. Is this upregulation initiated by N-methyl-D-aspartate receptors? | 2002-03-08 |
|
| Dizocilpine inhibits amphetamine-induced formation of nitric oxide and amphetamine-induced release of amino acids and acetylcholine in the rat brain. | 2002-03 |
|
| Cerebral glucose utilization in transgenic mice overexpressing heat shock protein 70 is altered by dizocilpine. | 2002-03 |
|
| Enhancement of the discriminative stimulus effects of phencyclidine by the tetracycline antibiotics doxycycline and minocycline in rats. | 2002-03 |
|
| Potentiation of nuclear activator protein-1 DNA binding following brief exposure to N-methyl-D-aspartate in immature cultured rat hippocampal neurons. | 2002-02-15 |
|
| MK801 suppresses the L-DOPA-induced increase of glutamate in striatum of hemi-Parkinson rats. | 2002-02-01 |
|
| Ammonia-induced extracellular accumulation of taurine in the rat striatum in vivo: role of ionotropic glutamate receptors. | 2002-02 |
|
| Physiological properties of late inspiratory neurons and their possible involvement in inspiratory off-switching in cats. | 2002-02 |
|
| Sexually dimorphic effects of morphine and MK-801: sex steroid-dependent and -independent mechanisms. | 2002-02 |
|
| Prenatal choline supplementation protects against postnatal neurotoxicity. | 2002-01-01 |
|
| Extradural compression of sensorimotor cortex: a useful model for studies on ischemic brain damage and neuroprotection. | 2002-01 |
|
| Melanin concentrating hormone increase hippocampal synaptic transmission in the rat. | 2002-01 |
|
| Changes in dopaminergic and glutamatergic excitatory mechanisms of micturition reflex after middle cerebral artery occlusion in conscious rats. | 2002-01 |
|
| Glutamate-induced delta-catenin redistribution and dissociation from postsynaptic receptor complexes. | 2002 |
|
| Involvement of N-methyl-D-aspartate receptors in nociception in the cyclophosphamide-induced vesical pain model in the conscious rat. | 2002 |
|
| Delayed sclerosis, neuroprotection, and limbic epileptogenesis after status epilepticus in the rat. | 2002 |
|
| Interactions between cutaneous afferent inputs to a withdrawal reflex in the decerebrated rabbit and their control by descending and segmental systems. | 2002 |
|
| Dizocilpine infusion has a different effect in the development of morphine and cocaine sensitization: behavioral and neurochemical aspects. | 2002 |
|
| Possible mechanism of anticonvulsant effect of ketamine in mice. | 2001-10 |
|
| [Ability of novel non-competitive glutamate receptor blocking agents to weaken motor disorders in animals]. | 2001-09 |
|
| Excitotoxicity-induced expression of amyloid precursor protein (beta-APP) in the hippocampus and cortex of rat brain. an electron-microscopy and biochemical study. | 2001 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:41:55 GMT 2025
by
admin
on
Mon Mar 31 18:41:55 GMT 2025
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| Record UNII |
6LR8C1B66Q
|
| Record Status |
Validated (UNII)
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| Record Version |
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278-614-5
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DTXSID2045785
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6LR8C1B66Q
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6420042
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Z-36
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CHEMBL284237
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300000055432
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D016291
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m4700
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C166949
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77086-22-7
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ACTIVE MOIETY |
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