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Chemical Structure| 2259-96-3 Chemical Structure| 2259-96-3

Structure of Cyclothiazide
CAS No.: 2259-96-3

Chemical Structure| 2259-96-3

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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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Product Details of Cyclothiazide

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

Safety of Cyclothiazide

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Isoform Comparison

Biological Activity

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 Proc Natl Acad Sci U S A. 2006 Feb 21;103(8):2943-7.
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 Proc Natl Acad Sci U S A. 2006 Feb 21;103(8):2943-7.
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 Proc Natl Acad Sci U S A. 2006 Feb 21;103(8):2943-7.
primary hippocampal neurons 5 μM 48 h Induced epileptiform activity, results showed that CTZ-treated neurons exhibited synchronized epileptiform burst discharges. CNS Neurosci Ther. 2024 Apr;30(4):e14504.
Hippocampal microisland cultured neurons 500 μM High concentration of CTZ almost completely abolished IPSCs. Proc Natl Acad Sci U S A. 2003 Oct 28;100(22):13025-9.
Hippocampal microisland cultured neurons 30 μM CTZ significantly inhibited the amplitude of IPSCs. Proc Natl Acad Sci U S A. 2003 Oct 28;100(22):13025-9.
Hippocampal microisland cultured neurons 100 μM 60 seconds 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. Proc Natl Acad Sci U S A. 2003 Oct 28;100(22):13025-9.
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). Br J Pharmacol. 1996 Mar;117(6):1209-21.
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. Br J Pharmacol. 1994 Oct;113(2):339-41.
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. Br J Pharmacol. 1995 Feb;114(3):648-55.
hippocampal neurons 5 μM 10 days epileptiform activities were also observed after long-term low concentration CTZ treatment J Physiol. 2006 Mar 15;571(Pt 3):605-18.
hippocampal neurons 20-50 μM 1-2 h high concentration CTZ effectively elicited epileptiform activities after short-term treatment J Physiol. 2006 Mar 15;571(Pt 3):605-18.
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 J Physiol. 2006 Mar 15;571(Pt 3):605-18.
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. Br J Pharmacol. 1998 Apr;123(7):1294-303.

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 J Physiol. 2006 Mar 15;571(Pt 3):605-18.

Protocol

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Preparing Stock Solutions 1mg 5mg 10mg

1 mM

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10 mM

2.56mL

0.51mL

0.26mL

12.82mL

2.56mL

1.28mL

25.65mL

5.13mL

2.56mL

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