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Merck
CN

N179

NS 102

solid

Synonym(s):

6,7,8,9-Tetrahydro-5-nitro-1H-benz[g]indole-2,3-dione 3-oxime

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About This Item

Empirical Formula (Hill Notation):
C12H11N3O4
CAS Number:
136623-01-3
Molecular Weight:
261.23
UNSPSC Code:
12352200
PubChem Substance ID:
24897529
NACRES:
NA.32

Key Documents

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form

solid

color

yellow

solubility

DMSO: >3 mg/mL, H2O: insoluble, methanol: insoluble

SMILES string

O\N=C1/C(=O)Nc2c3CCCCc3c(cc12)[N+]([O-])=O

InChI

1S/C12H11N3O4/c16-12-11(14-17)8-5-9(15(18)19)6-3-1-2-4-7(6)10(8)13-12/h5,17H,1-4H2,(H,13,14,16)

InChI key

SCDBMLHUXJBJSS-UHFFFAOYSA-N

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907)
mouse ... GRIN1(14810), GRIN2A(14811), GRIN2B(14812), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168)
rat ... GRIN1(24408), GRIN2A(24409), GRIN2B(24410), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668)

Biochem/physiol Actions

Competitive glutamate receptor antagonist with high selectivity for the low-affinity [3H] kainate binding site.

Legal Information

Sold under exclusive license from NeuroSearch A/S.

Storage Class

11 - 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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Certificates of Analysis (COA)

Lot/Batch Number
0000037689
0000037690
0000024239
0000001799
0000003301

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Hubert Monnerie et al.
Journal of neuroscience research, 83(6), 944-956 (2006-02-25)
Glutamate is an important regulator of dendrite development that may inhibit, (during ischemic injury), or facilitate (during early development) dendrite growth. Previous studies have reported mainly on the N-methyl-D-aspartate (NMDA) receptor-mediated dendrite growth-promoting effect of glutamate. In this study, we
Toshiaki Minami et al.
British journal of pharmacology, 142(4), 679-688 (2004-05-26)
1. Ingestion of a poisonous mushroom Clitocybe acromelalga is known to cause severe tactile pain (allodynia) in the extremities for a month and acromelic acid (ACRO), a kainate analogue isolated from the mushroom, produces selective damage of interneurons of the
H Kamiya et al.
The Journal of physiology, 509 ( Pt 3), 833-845 (1998-05-23)
1. The effect of a low concentration (1 microM) of kainate (kainic acid; KA) on presynaptic calcium (Ca2+) influx at the Schaffer collateral-commissural (SCC) synapse was examined in rat hippocampal slices. 2. Following selective loading of the presynaptic terminals with
S Sequeira et al.
Journal of neurophysiology, 80(2), 895-902 (1998-08-15)
In an in vitro spinal cord slice preparation whole cell electrophysiological recordings of rat superficial dorsal horn neurons responding differentially to glutamate (Glu) and N-methyl-D-aspartate (NMDA) were investigated systematically for the role of kainate (KA) receptors in modulating their activity.
T H Johansen et al.
European journal of pharmacology, 246(3), 195-204 (1993-08-15)
5-Nitro-6,7,8,9-tetrahydrobenzo[G]indole-2,3-dione-3-oxime (NS-102), a new competitive glutamate receptor antagonist displaced binding to non-N-methyl-D-aspartate (non-NMDA) binding sites with no activity at the NMDA and strychnine-insensitive glycine binding sites. Under experimental conditions in which both high- and low-affinity sites were labelled, NS-102 only
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