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C9847

Sigma-Aldrich

Cyclothiazid

Synonym(e):

6-Chlor-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazin-7-sulfonamid-1,1-dioxid

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About This Item

Empirische Formel (Hill-System):
C14H16ClN3O4S2
CAS-Nummer:
2259-96-3
Molekulargewicht:
389.88
EG-Nummer:
218-859-7
MDL-Nummer:
MFCD00210192
UNSPSC-Code:
12352125
PubChem Substanz-ID:
24278350
NACRES:
NA.77

Form

powder

Qualitätsniveau

200

Ersteller

Eli Lilly

Lagertemp.

2-8°C

SMILES String

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

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

InChIKey

BOCUKUHCLICSIY-QJWLJZLASA-N

Angaben zum Gen

human ... CA1(759) , CA4(762) , GRIA1(2890) , GRIA2(2891) , GRIA3(2892) , GRIA4(2893)
rat ... Gria1(50592)

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Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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

Leistungsmerkmale und Vorteile

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Autumn M Weeks et al.
Neuropharmacology, 85, 57-66 (2014-06-01)
Positive allosteric modulators of α-amino-3-hydroxy-5-methyl-isoxazole-propionic acid (AMPA) ionotropic glutamate receptors facilitate synaptic plasticity and contribute essentially to learning and memory, properties which make AMPA receptors targets for drug discovery and development. One region at which several different classes of positive
H Schmidhammer et al.
Journal of medicinal chemistry, 32(2), 418-421 (1989-02-01)
(-)-N-(Cyclopropylmethyl)-4,14-dimethoxymorphinan-6-one (2) was synthesized with 4,14-dimethoxy-N-methylmorphinan-6-one (1) as starting material. In vivo and in vitro experiments show 2 (cyprodime) to be a pure opioid receptor antagonist. Some of these tests (opioid receptor binding assays, guinea pig ileal longitudinal muscle preparation
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
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
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
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