Structure of Cyclothiazide
CAS No.: 2259-96-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Cyclothiazide is an AMPA receptor modulator used to study the desensitization and current properties of AMPA receptors, applicable in neurobiological research.
Synonyms: Doburil
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CAS No. : | 2259-96-3 |
Formula : | C14H16ClN3O4S2 |
M.W : | 389.88 |
SMILES Code : | O=S1(C2=CC(=C(C=C2NC(N1)C1CC2C=CC1C2)Cl)S(=O)(=O)N)=O |
Synonyms : |
Doburil
|
MDL No. : | MFCD00210192 |
InChI Key : | BOCUKUHCLICSIY-UHFFFAOYSA-N |
Pubchem ID : | 2910 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
HEK 293 cells | 100 μM | 30 s | To study the effect of CTZ on single-channel properties, results showed CTZ increased the mean open time and burst frequency | PMC1413821 |
HEK 293 cells | 50 μM | To study the effect of CTZ on AMPA receptor affinity, results showed CTZ decreased the EC50 value of AMPA by ∼8-fold | PMC1413821 | |
HEK 293 cells | 100 μM | 4 s | To study the potentiating effect of CTZ on AMPA currents, results showed CTZ increased the peak AMPA currents by 90-fold | PMC1413821 |
Primary hippocampal neurons | 5 μM | 48 h | Induced epileptiform activity, results showed that CTZ-treated neurons exhibited synchronized epileptiform burst discharges. | PMC11017438 |
Hippocampal microisland cultured neurons | 500 μM | High concentration of CTZ almost completely abolished IPSCs. | PMC240738 | |
Hippocampal microisland cultured neurons | 30 μM | CTZ significantly inhibited the amplitude of IPSCs. | PMC240738 | |
Hippocampal microisland cultured neurons | 100 μM | 60 s | CTZ reversibly inhibited GABA A receptor-mediated inhibitory postsynaptic currents (IPSCs) and GABA-induced membrane currents in a dose-dependent manner. Single-channel analysis showed that CTZ significantly reduced the open probability of GABA A receptor channels. | PMC240738 |
Cultured superior colliculus neurones | 3-300 μM | Cyclothiazide dramatically slowed desensitization of AMPA-induced currents and potentiated steady state currents (EC50 10.0±2.5 μM) to a much greater degree than peak currents. Both Ton and Toff were also increased by cyclothiazide in a concentration-dependent manner (EC50: Ton 42.1±4.5 μM; Toff 31.6±6.6 μM). | PMC1909809 | |
Rat hippocampal synaptosomes | 10μM | 2 min | In the presence of cyclothiazide, AMPA elicited a dose-dependent increase in K+-stimulated [3H]-L-glutamate release but had no effect on basal release. This stimulation was blocked by CNQX and GYKI52466. | PMC1510117 |
Bovine chromaffin cells | 30-500 μM | 2 s | To investigate the inhibitory effect of Cyclothiazide on neuronal-type nicotinic acetylcholine receptors (AChR) in bovine chromaffin cells. Results showed that Cyclothiazide dose-dependently inhibited the ACh-evoked peak current with little voltage-dependency. | PMC1510031 |
Hippocampal neurons | 5 μM | 10 days | Epileptiform activities were also observed after long-term low concentration CTZ treatment | PMC1805799 |
Hippocampal neurons | 20-50 μM | 1-2 h | High concentration CTZ effectively elicited epileptiform activities after short-term treatment | PMC1805799 |
Hippocampal neurons | 5 μM | 48 h | Induced epileptiform activity in the majority of neurons (80%), which lasted more than 48 h after washing off CTZ | PMC1805799 |
Rat hippocampal neurons | 100 μM | Cyclothiazide significantly potentiated the AMPA-induced increase in intracellular free calcium ion concentration ([Ca2+]i), showing pronounced cell-to-cell variation. | PMC1565288 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Rats | Urethane-anaesthetized rats | Intracerebroventricular injection | 5 μM (5μl) | Single injection, monitored for 3 hours | CTZ injection induced spontaneous epileptiform activity in the hippocampal CA1 region | PMC1805799 |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
2.56mL 0.51mL 0.26mL |
12.82mL 2.56mL 1.28mL |
25.65mL 5.13mL 2.56mL |
Tags: Cyclothiazide | iGluR | Ionotropic glutamate receptors | AMPA receptor desensitization | positive allosteric modulator | current potentiation | neurones | desensitization | potentiation | synaptic transmission | 2259-96-3
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