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M108

(−)-MK-801 hydrogen maleate

≥98% (HPLC)

Synonym(s):

(5R,10S)-(–)-5-Methyl-10,11-dihydro-5H-dibenzo­[a,d]­cyclo­hepten-5,10-imine hydrogen maleate

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About This Item

Empirical Formula (Hill Notation):
C16H15N · C4H4O4
CAS Number:
Molecular Weight:
337.37
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:


Quality Level

assay

≥98% (HPLC)

form

solid

optical activity

[α]25/D −117.7°, c = 1 in methanol(lit.)

color

white

solubility

DMSO: >20 mg/mL

storage temp.

room temp

SMILES string

[H]\C(=C(/[H])C(O)=O)C(O)=O.[H][C@@]12Cc3ccccc3[C@@](C)(N1)c4ccccc24

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+;/m0./s1

InChI key

QLTXKCWMEZIHBJ-FWHYOZOBSA-N

General description

(-)-MK-801 hydrogen maleate is a less potent stereoisomer of (+)-MK-801.

Biochem/physiol Actions

Less active enantiomer of (+)-MK-801 hydrogen maleate
MK-801 functions as a selective non-competitive N-methyl-D-aspartate (NMDA) receptor antagonist.


Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Tianwen Huang et al.
The Journal of biological chemistry, 294(21), 8617-8629 (2019-04-11)
We previously reported that the cell cycle-related cyclin-dependent kinase 4-retinoblastoma (RB) transcriptional corepressor pathway is essential for stroke-induced cell death both in vitro and in vivo However, how this signaling pathway induces cell death is unclear. Previously, we found that
Toshiaki Yoshida
Journal of chromatographic science, 55(9), 873-881 (2017-05-20)
Pyrethroids are widely being used as household insecticides or mothproof repellents. An analytical method is described for determination of urinary metabolites as biomarkers for monitoring exposure to the pyrethroids. In total, 11 urinary metabolites, 3-(2-carboxyprop-1-enyl)-2,2-dimethylcyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid
The NMDA antagonist MK-801 causes marked locomotor stimulation in monoamine-depleted mice.
Carlsson M and Carlsson A
Journal of Neural Transmission. General Section, 75(3), 221-226 (1989)



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