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SML0416

Sigma-Aldrich

TCN-201

≥98% (HPLC)

Sinônimo(s):

3-Chloro-4-fluoro-N-[(4-{[2-(phenylcarbonyl)hydrazino]carbonyl}phenyl)methyl]benzenesulfonamide

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About This Item

Fórmula empírica (Notação de Hill):
C21H17ClFN3O4S
Número CAS:
852918-02-6
Peso molecular:
461.89
Número MDL:
MFCD06683895
Código UNSPSC:
12352200
ID de substância PubChem:
329825411
NACRES:
NA.77

Ensaio

≥98% (HPLC)

Formulário

powder

cor

white to beige

solubilidade

DMSO: 5 mg/mL (clear solution)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

Fc1ccc(cc1Cl)S(=O)(=O)NCc2ccc(cc2)C(=O)NNC(=O)c3ccccc3

InChI

1S/C21H17ClFN3O4S/c22-18-12-17(10-11-19(18)23)31(29,30)24-13-14-6-8-16(9-7-14)21(28)26-25-20(27)15-4-2-1-3-5-15/h1-12,24H,13H2,(H,25,27)(H,26,28)

chave InChI

FYIBXBFDXNPBSF-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

TCN-201 is a NR2A-selective NMDAreceptor antagonist 1.
TCN-201 is a sulphonamide derivative, that negatively modulates glycine binding to the GluN1 (glutamate receptor subunit) subunit of the receptor.
TCN-201 is the first NMDA receptor antagonist that is specific for NR2A-subunit containing receptors. The pIC50 for NR2A NMDA receptors is 6.8. TCN-201has no effect on NR2B-containing receptors at concentrations up to 50 mM.

Características e benefícios

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335,H336

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Central nervous system, Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
083M4722V
072M4741V

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Jean-Baptiste Esmenjaud et al.
The EMBO journal, 38(2) (2018-11-07)
NMDA receptors (NMDARs) are glutamate-gated ion channels that are key mediators of excitatory neurotransmission and synaptic plasticity throughout the central nervous system. They form massive heterotetrameric complexes endowed with unique allosteric capacity provided by eight extracellular clamshell-like domains arranged as
TCN 201 selectively blocks GluN2A-containing NMDARs in a GluN1 co-agonist dependent but non-competitive manner
Edman S, et al.
Neuropharmacology, 63(3), 441-449 (2012)
Structural basis for negative allosteric modulation of GluN2A-containing NMDA receptors
Yi F, et al.
Neuron, 91(6), 1316-1329 (2016)
Yong-Tao He et al.
European journal of pharmacology, 854, 62-69 (2019-04-06)
Src Homology 2 domain-containing protein tyrosine phosphatase 1 (SHP1) interacts specifically with GluN2A subunit of N-methyl-D-aspartate (NMDA) subtype of glutamate receptors in spinal cord dorsal horn. This molecular interaction is involved in the development of GluN2A-dependent spinal sensitization of nociceptive
Joseph A McQuail et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 36(50), 12537-12548 (2016-11-04)
Working memory, the ability to temporarily maintain representational knowledge, is a foundational cognitive process that can become compromised in aging and neuropsychiatric disease. NMDA receptor (NMDAR) activation in prefrontal cortex (PFC) is necessary for the pyramidal neuron activity believed to
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