Click Here for 5% Off Your First Aladdin Purchase!

cyclothiazide - ≥98%, high purity , CAS No.2259-96-3, Allosteric modulator of GluA1;Allosteric modulator of GluA2;Allosteric modulator of GluA3;Allosteric modulator of GluA4;Inhibitor of Na-Cl symporter

  • Moligand™
  • ≥98%
Item Number
C137530
Grouped product items
SKUSizeAvailabilityPrice Qty
C137530-25mg
25mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$452.90
C137530-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,136.90

Positive allosteric modulator of AMPA receptors; inhibits AMPA desensitization

Basic Description

Synonymscyclothiazide|2259-96-3|Anhydron|Aquirel|Fluidil|Renazide|Valmiran|Doburil|Ciclotiazida|Ciclotiazide|Cyclothiazidum|Ciclotiazide [DCIT]|Ciclotiazida [INN-Spanish]|Cyclothiazidum [INN-Latin]|MDi 193|Lilly 35,483|6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsPositive allosteric modulator of AMPA receptors that potently inhibits AMPA receptor desensitization. Selective for the flip variant of each of the four receptor subunits.
Storage TempStore at 2-8°C
Shipped InWet ice
GradeMoligand™
Action TypeALLOSTERIC MODULATOR, INHIBITOR
Mechanism of actionAllosteric modulator of GluA1;Allosteric modulator of GluA2;Allosteric modulator of GluA3;Allosteric modulator of GluA4;Inhibitor of Na-Cl symporter

Product Properties

ALogP2

Associated Targets

CEFIP Tdark Cardiac-enriched FHL2-interacting protein 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

DRD1 Tclin D(1A) dopamine receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ESR1 Tclin Estrogen receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GABRA1 Tclin Gamma-aminobutyric acid receptor subunit alpha-1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CBX1 Tbio Chromobox protein homolog 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GMNN Tbio Geminin 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC22A6 Tclin Solute carrier family 22 member 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

FTL Tbio Ferritin light chain 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HRH3 Tclin Histamine H3 receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KMT2A Tchem Histone-lysine N-methyltransferase 2A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC6A2 Tclin Sodium-dependent noradrenaline transporter 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC6A3 Tclin Sodium-dependent dopamine transporter 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC12A3 Tclin Solute carrier family 12 member 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SLC6A4 Tclin Sodium-dependent serotonin transporter 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PGR Tclin Progesterone receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PDE3A Tclin cGMP-inhibited 3',5'-cyclic phosphodiesterase A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PTGS1 Tclin Prostaglandin G/H synthase 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PDE4A Tclin cAMP-specific 3',5'-cyclic phosphodiesterase 4A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

RECQL Tbio ATP-dependent DNA helicase Q1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

RGS4 Tchem Regulator of G-protein signaling 4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

LMNA Tbio Prelamin-A/C 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

BLM Tchem Bloom syndrome protein 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KDR Tclin Vascular endothelial growth factor receptor 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CHRM2 Tclin Muscarinic acetylcholine receptor M2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ACHE Tclin Acetylcholinesterase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CHRM1 Tclin Muscarinic acetylcholine receptor M1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ADRA2A Tclin Alpha-2A adrenergic receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ADRA1A Tclin Alpha-1A adrenergic receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

AR Tclin Androgen receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

MAOA Tclin Amine oxidase [flavin-containing] A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HTR1A Tclin 5-hydroxytryptamine receptor 1A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ADORA3 Tchem Adenosine receptor A3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HTR2B Tclin 5-hydroxytryptamine receptor 2B 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TBXA2R Tclin Thromboxane A2 receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

THRB Tclin Thyroid hormone receptor beta 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

F2 Tclin Prothrombin 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA4 Tclin Glutamate receptor 4 3 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA2 Tclin Glutamate receptor 2 3 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA3 Tclin Glutamate receptor 3 1 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

GRIA1 Tclin Glutamate receptor 1 4 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KCNH2 Tclin Potassium voltage-gated channel subfamily H member 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

OPRM1 Tclin Mu-type opioid receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 3-(2-bicyclo[2.2.1]hept-5-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ6,2,4-benzothiadiazine-7-sulfonamide
INCHI 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)
InChi Key BOCUKUHCLICSIY-UHFFFAOYSA-N
Canonical SMILES C1C2CC(C1C=C2)C3NC4=CC(=C(C=C4S(=O)(=O)N3)S(=O)(=O)N)Cl
Isomeric SMILES C1C2CC(C1C=C2)C3NC4=CC(=C(C=C4S(=O)(=O)N3)S(=O)(=O)N)Cl
WGK Germany 3
RTECS DK9610000
PubChem CID 2910
Molecular Weight 389.87

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

2 results found

Lot NumberCertificate TypeDateItem
I2208676Certificate of AnalysisJun 13, 2024 C137530
I2208677Certificate of AnalysisJun 13, 2024 C137530

Chemical and Physical Properties

SolubilitySolvent:DMSO, Max Conc. mg/mL: 38.99, Max Conc. mM: 100; Solvent:ethanol, Max Conc. mg/mL: 9.75, Max Conc. mM: 25
Sensitivityheat sensitive
Flash Point(°F)75.2 °F
Flash Point(°C)24 °C
Melt Point(°C)234℃

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3
RTECS DK9610000

Related Documents

References

1. Deng L, Chen G.  (2003)  Cyclothiazide potently inhibits gamma-aminobutyric acid type A receptors in addition to enhancing glutamate responses..  Proc Natl Acad Sci USA,  100  (22): (13025-9).  [PMID:14534329]
2. Yamada KA, Tang CM.  (1993)  Benzothiadiazides inhibit rapid glutamate receptor desensitization and enhance glutamatergic synaptic currents..  J Neurosci,  13  (9): (3904-15).  [PMID:8103555]
3. Tavalin SJ.  (2008)  AKAP79 selectively enhances protein kinase C regulation of GluR1 at a Ca2+-calmodulin-dependent protein kinase II/protein kinase C site..  J Biol Chem,  283  (17): (11445-52).  [PMID:18305116]
4. Zonouzi M et al..  (2011)  Bidirectional plasticity of calcium-permeable AMPA receptors in oligodendrocyte lineage cells..  Nat Neurosci,  14  (11): (1430-8).  [PMID:21983683]
5. Nikandrova YA et al..  (2010)  Ca2+/calmodulin-dependent protein kinase II binds to and phosphorylates a specific SAP97 splice variant to disrupt association with AKAP79/150 and modulate alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid-type glutamate receptor (AMPAR) activity..  J Biol Chem,  285  (2): (923-34).  [PMID:19858198]
6. Brooks IM & Tavalin SJ.  (2011)  Ca2+/calmodulin-dependent protein kinase II inhibitors disrupt AKAP79-dependent PKC signaling to GluA1 AMPA receptors..  J Biol Chem,  286  (8): (6697-706).  [PMID:21156788]
7. Droste D et al..  (2017)  Ca2+-permeable AMPA receptors in mouse olfactory bulb astrocytes..  Sci Rep,  (44817).  [PMID:28322255]
8. Poon K et al..  (2010)  Characterizing single-channel behavior of GluA3 receptors..  Biophys J,  99  (5): (1437-46).  [PMID:20816055]
9. Nguyen-Minh VT et al..  (2018)  Electrophysiological Excitability and Parallel Fiber Synaptic Properties of Zebrin-Positive and -Negative Purkinje Cells in Lobule VIII of the Mouse Cerebellar Slice..  Front Cell Neurosci,  12  (513).  [PMID:30670950]
10. Han W et al..  (2017)  Ferric Chelate Reductase 1 Like Protein (FRRS1L) Associates with Dynein Vesicles and Regulates Glutamatergic Synaptic Transmission..  Front Mol Neurosci,  10  (402).  [PMID:29276473]
11. Case DT et al..  (2011)  Functional refinement in the projection from ventral cochlear nucleus to lateral superior olive precedes hearing onset in rat..  PLoS One,  (6): (e20756).  [PMID:21694776]
12. Huang Y et al..  (2018)  GIRK1-mediated inwardly rectifying potassium current suppresses the epileptiform burst activities and the potential antiepileptic effect of ML297..  Biomed Pharmacother,  101  (362-370).  [PMID:29499411]
13. Höft S et al..  (2014)  Heterogeneity in expression of functional ionotropic glutamate and GABA receptors in astrocytes across brain regions: insights from the thalamus..  Philos Trans R Soc Lond B Biol Sci,  369  (1654): (20130602).  [PMID:25225096]
14. Winland CD et al..  (2017)  Inflammation alters AMPA-stimulated calcium responses in dorsal striatal D2 but not D1 spiny projection neurons..  Eur J Neurosci,  46  (9): (2519-2533).  [PMID:28921719]
15. Ruiz A et al..  (2010)  Intracellular Ca2+ release through ryanodine receptors contributes to AMPA receptor-mediated mitochondrial dysfunction and ER stress in oligodendrocytes..  Cell Death Dis,  (e54).  [PMID:21364659]
16. Soto D et al..  (2014)  Molecular Mechanisms Contributing to TARP Regulation of Channel Conductance and Polyamine Block of Calcium-Permeable AMPA Receptors..  J Neurosci,  34  (35): (11673-83).  [PMID:25164663]
17. Poon K et al..  (2011)  Mechanisms of modal activation of GluA3 receptors..  Mol Pharmacol,  80  (49-59).  [PMID:21464198]
18. Klippenstein V et al..  (2014)  Photoinactivation of glutamate receptors by genetically encoded unnatural amino acids..  J Neurosci,  34  (3): (980-91).  [PMID:24431456]
19. Jackson AC et al..  (2011)  Probing TARP modulation of AMPA receptor conductance with polyamine toxins..  J Neurosci,  31  (20): (7511-20).  [PMID:21593335]
20. Incontro S et al..  (2013)  The type II cGMP dependent protein kinase regulates GluA1 levels at the plasma membrane of developing cerebellar granule cells..  Biochim Biophys Acta,  1833  (8): (1820-31).  [PMID:23545413]

Solution Calculators