SML0416
TCN-201
≥98% (HPLC)
别名:
3-Chloro-4-fluoro-N-[(4-{[2-(phenylcarbonyl)hydrazino]carbonyl}phenyl)methyl]benzenesulfonamide
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关于此项目
经验公式（希尔记法）:
C21H17ClFN3O4S
化学文摘社编号:
分子量:
461.89
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
产品名称
TCN-201, ≥98% (HPLC)
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)
SMILES string
Fc1ccc(cc1Cl)S(=O)(=O)NCc2ccc(cc2)C(=O)NNC(=O)c3ccccc3
InChI key
FYIBXBFDXNPBSF-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 5 mg/mL (clear solution)
storage temp.
2-8°C
Quality Level
Biochem/physiol Actions
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.
Features and Benefits
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.
wgk
WGK 3
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Central nervous system, Respiratory system
存储类别
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Structural basis for negative allosteric modulation of GluN2A-containing NMDA receptors
Yi F, et al.
Neuron, 91(6), 1316-1329 (2016)
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)
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
Giacomo Sitzia et al.
Neuropharmacology, 174, 108136-108136 (2020-06-01)
In Parkinson's disease (PD) reduced levels of dopamine (DA) in the striatum lead to an abnormal circuit activity of the basal ganglia and an increased output through the substantia nigra pars reticulata (SNr) and the globus pallidus internal part. Synaptic
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