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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Pharmacological characterization of MDL 105,519, an NMDA receptor glycine site antagonist.
Baron BM
European Journal of Pharmacology, 323(2-3), 181-192 (1997)
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

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