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M216

Sigma-Aldrich

MDL 105,519

≥98% (HPLC), solid

Synonym(s):

(E)-4,6-Dichloro-3-(2-phenyl-2-carboxyethenyl)indole-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C18H11Cl2NO4
CAS Number:
161230-88-2
Molecular Weight:
376.19
MDL number:
MFCD00935267
UNSPSC Code:
12352200
PubChem Substance ID:
24277992
NACRES:
NA.32

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: >20 mg/mL

SMILES string

OC(=O)C(=C/c1c([nH]c2cc(Cl)cc(Cl)c12)C(O)=O)\c3ccccc3

InChI

1S/C18H11Cl2NO4/c19-10-6-13(20)15-12(16(18(24)25)21-14(15)7-10)8-11(17(22)23)9-4-2-1-3-5-9/h1-8,21H,(H,22,23)(H,24,25)/b11-8-

InChI key

LPWVUDLZUVBQGP-FLIBITNWSA-N

Gene Information

human ... GRIN1(2902)
rat ... Grin1(24408)

Biochem/physiol Actions

MDL 105,519 is a high affinity N-methyl-D-aspartate (NMDA) glutamate receptor antagonist at the glycine site. It inhibits NMDA-dependent responses.

Legal Information

Sold under exclusive license from Hoechst Marion Roussel, Inc.

Storage Class

11 - Combustible Solids

wgk_germany

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
047M4733V
128K46081
128K4608
054K4616
091K4612

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B M Baron et al.
European journal of pharmacology, 323(2-3), 181-192 (1997-04-04)
MDL 105,519, (E)-3-(2-phenyl-2-carboxyethenyl)-4,6-dichloro-1 H-indole-2-carboxylic acid, is a potent and selective inhibitor of [3H]glycine binding to the NMDA receptor. MDL 105,519 inhibits NMDA (N-methyl-D-aspartate)-dependent responses including elevations of [3H]N-[1,(2-thienyl)cyclohexyl]-piperidine ([3H]TCP) binding in brain membranes, cyclic GMP accumulation in brain slices, and
Pharmacological characterization of MDL 105,519, an NMDA receptor glycine site antagonist.
Baron BM
European Journal of Pharmacology, 323(2-3), 181-192 (1997)

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