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:
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
Gene Information
human ... CA1(759), CA4(762), GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893)
rat ... Gria1(50592)
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General description
Cyclothiazide is a benzothiadiazine, which has a similar structure to diazoxide.
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.
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
L O Trussell et al.
Neuron, 10(6), 1185-1196 (1993-06-01)
We have investigated the role of AMPA receptor desensitization during transmission at a calyceal synapse. Cyclothiazide blocked the rapid desensitization of AMPA receptors and markedly prolonged the decay time of the evoked excitatory postsynaptic current (PSC). This effect was greater
D K Patneau et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 13(8), 3496-3509 (1993-08-01)
In whole-cell recordings from mammalian CNS neurons, AMPA-preferring glutamate receptors exhibit strong desensitization in response to AMPA, glutamate, and quisqualate, but not to kainate or domoate. Such desensitization is reduced by lectins, by the nootropic drug aniracetam, and by diazoxide.
Lu-Yang Wang et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(53), 14450-14458 (2009-01-02)
During development of the calyx of Held synapse, presynaptic action potentials (APs) become substantially faster and briefer. Nevertheless, this synapse is able to upregulate quantal output triggered by arriving APs. Briefer APs lead to less effective gating of voltage-gated Ca(2+)
A novel Conus snail polypeptide causes excitotoxicity by blocking desensitization of AMPA receptors.
Craig S Walker et al.
Current biology : CB, 19(11), 900-908 (2009-06-02)
Ionotropic glutamate receptors (iGluRs) are glutamate-gated ion channels that mediate excitatory neurotransmission in the central nervous system. Based on both molecular and pharmacological criteria, iGluRs have been divided into two major classes, the non-NMDA class, which includes both AMPA and
Helle Hald et al.
Journal of molecular biology, 391(5), 906-917 (2009-07-14)
Ionotropic glutamate receptors (iGluRs) mediate fast excitatory neurotransmission. Upon glutamate application, 2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid receptors undergo rapid and almost complete desensitization that can be attenuated by positive allosteric modulators. The molecular mechanism of positive allosteric modulation has been elucidated previously by
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