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Merck
CN

M108

(−)-MK-801 马来酸氢盐

≥98% (HPLC)

别名:

(5R,10S)-(–)-5-甲基-10,11-二氢-5H-二苯并-[a,d] 环庚烯-5,10-亚胺 马来酸氢盐

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关于此项目

经验公式（希尔记法）:
C16H15N · C4H4O4
化学文摘社编号:
77086-19-2
分子量:
337.37
UNSPSC Code:
12352200
PubChem Substance ID:
24277961
MDL number:
MFCD00082466

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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

SMILES string

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

InChI key

QLTXKCWMEZIHBJ-FWHYOZOBSA-N

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

Quality Level

100

Gene Information

human ... GRIN1(2902), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907)
mouse ... GRIN1(14810), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168)
rat ... GRIN1(24408), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668)

General description

(-)-MK-801 马来酸氢盐是 (+)-MK-801 的活性较低的立体异构体。

Biochem/physiol Actions

(+)-MK-801 马来酸氢盐的对映异构体活性较低
MK-801 作为选择性非竞争性 N-甲基-D-天冬氨酸 (NMDA) 受体拮抗剂发挥作用。

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
022M4606V
059K46191
059K4619
026K46043
026K46042

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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
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)
E H Wong et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(18), 7104-7108 (1986-09-01)
The compound MK-801 [(+)-5-methyl-10,11-dihydro-5H-dibenzo[a,d] cyclohepten-5,10-imine maleate)] is a potent anticonvulsant that is active after oral administration and whose mechanism of action is unknown. We have detected high-affinity (Kd = 37.2 +/- 2.7 nM) binding sites for [3H]MK-801 in rat brain
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
G S Griesbach et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(19), 11435-11439 (1998-09-16)
These experiments observed the immediate and long-term effects of neonatal treatment with MK-801 on patterned single alternation (PSA), a form of nonspatial, memory-based learning. Rat pups were injected daily on postnatal days (PND) 7-19, with MK-801 (MK+) or the less
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