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C9847

Cyclothiazide

Name: Cyclothiazide
Brand: SIGMA

AMPA glutamate receptor blocker, powder

Synonym(s):

6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazine-7-sulfonamide 1,1-dioxide

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₁₆ClN₃O₄S₂

CAS Number:

2259-96-3

Molecular Weight:

389.88

NACRES:

NA.77

PubChem Substance ID:

24278350

UNSPSC Code:

12352125

EC Number:

218-859-7

MDL number:

MFCD00210192

Form:

powder

Quality level:

200

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Properties

Product Name

Cyclothiazide,

form

powder

Quality Level

200

originator

Eli Lilly

storage temp.

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

InChI key

BOCUKUHCLICSIY-QJWLJZLASA-N

Gene Information

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

Description

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000516144

0000303633

0000254868

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