| Identification | Back Directory | [Name]
(Z)-2-CARBOXY-4,6-DICHLOROINDOLE-3-(2'-PHENYL-2'-CARBOXY)-ENE | [CAS]
161230-88-2 | [Synonyms]
MDL-105212
MDL 105,519
MDL 105,519 >=98% (HPLC), solid
(Z)-2-CARBOXY-4,6-DICHLOROINDOLE-3-(2'-PHENYL-2'-CARBOXY)-ENE
3-[(1E)-2-Carboxy-2-phenylethenyl]-4,6-dichloro-1H-indole-2-carboxylic acid
1H-Indole-2-carboxylic acid, 3-[(1E)-2-carboxy-2-phenylethenyl]-4,6-dichloro- | [Molecular Formula]
C18H11Cl2NO4 | [MDL Number]
MFCD00935267 | [MOL File]
161230-88-2.mol | [Molecular Weight]
376.19 |
| Chemical Properties | Back Directory | [Boiling point ]
601.3±55.0 °C(Predicted) | [density ]
1.594±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: 5 mg/mL
| [form ]
solid
| [pka]
3.20±0.19(Predicted) | [color ]
white
| [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- | [InChIKey]
LPWVUDLZUVBQGP-FLIBITNWSA-N | [SMILES]
OC(=O)C(=C/c1c([nH]c2cc(Cl)cc(Cl)c12)C(O)=O)\c3ccccc3 |
| Hazard Information | Back Directory | [Uses]
MDL 105519 is a potent and selective antagonist of glycine binding to the NMDA receptor. | [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. | [in vivo]
MDL 105519 is an NMDA receptor antagonistin vivo. Intravenously administration of MDL 105519 prevents harmaline-stimulated increases in cerebellar cyclic GMP content, providing biochemical evidence of NMDA receptor antagonism in vivo. This antagonism is associated with anticonvulsant activity in genetically based, chemically induced, and electrically mediated seizure models. Anxiolytic activity is observed in the rat separation-induced vocalization model, but muscle-relaxant activity is apparent at lower doses. Higher doses impair rotorod performance, but are without effect on mesolimbic dopamine turnover or prepulse inhibition of the startle reflex[1]. | [IC 50]
NMDA Receptor | [References]
[1] Baron BM, et al. Pharmacological characterization of MDL 105,519, an NMDA receptor glycine site antagonist. Eur J Pharmacol. 1997 Apr 4;323(2-3):181-92. DOI:10.1016/s0014-2999(97)00045-9 |
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