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(+)-MK-801 hydrogen maleate

SIGMA/M107 - powder

Synonym: (5S,10R)-(+)-5-Methyl-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine hydrogen maleate; Dizocilpine hydrogen maleate

CAS Number: 77086-22-7
Empirical Formula (Hill Notation): C16H15N · C4H4O4
Molecular Weight: 337.37
EC Number: 278-614-5
MDL Number: MFCD00082465
Linear Formula: C16H15N · C4H4O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-M107-5MG 5 mg
$130.00
1/EA
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45-M107-25MG 25 mg
$267.00
1/EA
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45-M107-50MG 50 mg
$450.00
1/EA
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45-M107-250MG 250 mg
$1920.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M107-250MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M107-50MG

 

color white
form powder
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
InChI key QLTXKCWMEZIHBJ-PJGJYSAQSA-N
optical activity [α]25/D +117°, c = 1 in methanol(lit.)
Quality Level 100 
SMILES string [H]C(=C(/[H])C(O)=O)C(O)=O.C[C@]12N[C@H](Cc3ccccc13)c4ccccc24
solubility 0.1 M HCl: soluble
  DMSO: >20 mg/mL
  ethanol: soluble
  H2O: 6 mg/mL
Application: (+)-MK-801 hydrogen maleate has been used in following experimental studies:
It is injected to mice to study the effect of systemic administration of CIQ [(3-chlorophenyl) (6, 7-dimethoxy-1-((4-methoxyphenoxy) methyl)-3, 4-dihydroisoquinolin-2(1H)-yl)methanone] on schizophrenia-like behaviours stimulated by MK-801.
It has been used to block the NMDA (N-methyl-D-aspartate) receptor-mediated rtPA (recombinant tissue plasminogen activator)-enhanced excitotoxic pathway.
It is injected in varied doses to study behavioral performance altering effects of MK-801 in zebrafish (Danio rerio).
It is used as a NMDA receptor antagonist to study 3-OH-GA-induced neuronal damage via NMDA receptors.
Biochem/physiol Actions: Experimental study shows that MK-801, influence circling behavior in a direction-specific manner, modify swimming activity and place preference in zebrafish. Acute injection of MK-801, dose dependently, enhances extracellular acetylcholine (ACh) release in the rat parietal cortex. For intracerebral hematomas, MK-801 might act as a potent supplement to reduce delayed edema after recombinant tissue plasminogen activator (rtPA) clot lysis. MK-801 functions as an antidepressant in the social defeat stress model, but it doesn’t have long-lasting effect.
Biochem/physiol Actions: Highly potent and selective non-competitive NMDA glutamate receptor antagonist that acts at the NMDA receptor-operated ion channel as an open channel blocker. Inhibits behavioral sensitization to psychostimulants and ethanol.
General description: (+)-MK-801 hydrogen maleate is a highly potent and selective non-competitive NMDA glutamate receptor antagonist that acts at the NMDA receptor-operated ion channel as an open channel blocker. Neurons are depolarized when MK-801 binds to the Glu (40 Glu) receptor (NMDA receptor- ion channel complex) at two sites. 40 Glu is the brain′s primary excitatory neurotransmitter. MK-801 attaches to the ion channel at the binding site PCP of the receptor. Receptor blockade occurs in a voltage-dependent manner. It also known as dizocilpine hydrogen maleate is an effective anticonvulsant with both anxiolytic and sympathomimetic properties.(+)-MK-801 hydrogen maleate stimulates locomotion in monoamine-depleted mice.
Packaging: 25 mg in poly bottle
Packaging: 5 mg in glass bottle
Packaging: 50, 250 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
UNSPSC 12352209

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