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Merck
CN

C9847

Cyclothiazide

AMPA glutamate receptor blocker, powder

别名:

6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazine-7-sulfonamide 1,1-dioxide

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关于此项目

经验公式(希尔记法):
C14H16ClN3O4S2
化学文摘社编号:
分子量:
389.88
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352125
EC Number:
218-859-7
MDL number:
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产品名称

Cyclothiazide,

InChI key

BOCUKUHCLICSIY-QJWLJZLASA-N

InChI

1S/C14H16ClN3O4S2/c15-10-5-11-13(6-12(10)23(16,19)20)24(21,22)18-14(17-11)9-4-7-1-2-8(9)3-7/h1-2,5-9,14,17-18H,3-4H2,(H2,16,19,20)/t7-,8+,9?,14?/m0/s1

SMILES string

[H][C@@]12CC(C3Nc4cc(Cl)c(cc4S(=O)(=O)N3)S(N)(=O)=O)[C@@]([H])(C1)C=C2

form

powder

originator

Eli Lilly

storage temp.

2-8°C

Quality Level

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Application

Cyclothiazide has been used as a α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (AMPAR) desensitization blocker to study the effects of γ2 on receptor desensitization.

Biochem/physiol Actions

Blocks the rapid desensitization of the AMPA glutamate receptors and markedly prolongs the decay time of the evoked excitatory post-synaptic current.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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.
This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Cyclothiazide is a benzothiadiazine, which has a similar structure to diazoxide.

存储类别

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

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Martin Loynaz Prieto et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(12), 4449-4459 (2010-03-26)
AMPA receptors are ligand-gated ion channels that show multiple conductance levels, indicating that gating of individual AMPA subunits is to some extent independent of the other subunits. To study AMPAR subunit interactions during activation gating, we recorded from single channels
Richard Piet et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(46), 16591-16596 (2011-11-18)
The endocannabinoid (eCB) system and the cannabinoid CB1 receptor (CB1R) play key roles in the modulation of brain functions. Although actions of eCBs and CB1Rs are well described at the synaptic level, little is known of their modulation of neural
Cole W Graydon et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(24), 8358-8372 (2014-06-13)
Sensory processing in the auditory system requires that synapses, neurons, and circuits encode information with particularly high temporal and spectral precision. In the amphibian papillia, sound frequencies up to 1 kHz are encoded along a tonotopic array of hair cells
Lisa Grant et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(12), 4210-4220 (2010-03-26)
Cochlear inner hair cells (IHCs) convert sounds into receptor potentials and via their ribbon synapses into firing rates in auditory nerve fibers. Multivesicular release at individual IHC ribbon synapses activates AMPA-mediated EPSCs with widely ranging amplitudes. The underlying mechanisms and
Patricio Opazo et al.
Neuron, 67(2), 239-252 (2010-07-31)
The Ca(2+)/calmodulin-dependent protein kinase II (CaMKII) is critically required for the synaptic recruitment of AMPA-type glutamate receptors (AMPARs) during both development and plasticity. However, the underlying mechanism is unknown. Using single-particle tracking of AMPARs, we show that CaMKII activation and

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