CYCLOTHIAZIDE | 2259-96-3

CYCLOTHIAZIDE Properties

Melting point	234°
Density	1.3781 (rough estimate)
refractive index	1.6100 (estimate)
storage temp.	2-8°C
solubility	Soluble in DMSO (up to 35 mg/ml) or in Ethanol (up to 9 mg/ml)
pka	pKa 9.1(30% EtOH) (Uncertain)
form	White to off-white solid.
color	Off-white
λmax	273nm(lit.)
Merck	14,2754
Stability	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
FDA UNII	P71U09G5BW
ATC code	C03AA09
EPA Substance Registry System	2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide (2259-96-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H335-H319-H315

Precautionary statements

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Hazard Codes

Xi

Risk Statements

36/37/38

Safety Statements

26-36

WGK Germany

2

RTECS

DK9610000

HS Code

2935904000

Toxicity

LD50 oral in rat: > 5gm/kg

NFPA 704

	0
2		0

CYCLOTHIAZIDE price More Price(28)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	C9847	Cyclothiazide	2259-96-3	10mg	$123	2024-03-01	Buy
Sigma-Aldrich	1159008	Cyclothiazide United States Pharmacopeia (USP) Reference Standard	2259-96-3	200mg	$377	2022-05-15	Buy
TCI Chemical	C3392	Cyclothiazide (mixture of isomers) >95.0%(HPLC)	2259-96-3	25mg	$85	2024-03-01	Buy
TCI Chemical	C3392	Cyclothiazide (mixture of isomers) >95.0%(HPLC)	2259-96-3	100mg	$254	2024-03-01	Buy
Cayman Chemical	16335	Cyclothiazide ≥95%	2259-96-3	10mg	$44	2024-03-01	Buy

Product number	Packaging	Price	Buy
C9847	10mg	$123	Buy
1159008	200mg	$377	Buy
C3392	25mg	$85	Buy
C3392	100mg	$254	Buy
16335	10mg	$44	Buy

CYCLOTHIAZIDE Chemical Properties,Uses,Production

Description

Cyclothiazide (2259-96-3) is a positive allosteric modulator of AMPA receptors acting at a site distinct from that of 2,3-benzodiazepines.1,2 Clinically useful diuretic and antihypertensive agent.3 Induces robust epileptiform activity, inducing seizures but without neuronal death.4,5 Can be used to produce a new animal model for epilepsy.5

Originator

Anhydron,Lilly,US,1963

Uses

Diuretic; antihypertensive. A subunit-specific inhibitor of GABAC receptors.

Uses

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.

Definition

ChEBI: 3,4-Dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide substituted at positions 3, 5 and 6 by a 2-norbornen-5-yl group, chlorine, and a sulfonamide group, respectively. A thiazide diuretic, it has been used in the management of hypertension a d oedema.

Manufacturing Process

A mixture of 8.5 g (0.03 mol) of 6-chloro-4-amino-benzene-1,3- disulfonamide, 4.0 g (0.033 mol) of 2,5-endomethylene-δ3- tetrahydrobenzaldehyde and 25 cc of diethyleneglycol-dimethyl ether was heated for 2 hours at 100°C. During this time the major portion of the initially undissolved crystals went into solution; thereafter, the reaction mixture was allowed to stand for 14 hours at room temperature, during which the remaining undissolved crystals also went into solution. The reddish, clear solution thus obtained was admixed with 50 cc of chloroform. The greyishwhite precipitate formed thereby was separated by vacuum filtration, washed with a small amount of chloroform, dried and recrystallized from aqueous methanol. 7.5 g of white crystalline needles having a melting point of 229° to 230°C were obtained.

brand name

Anhydron (Lilly).

Therapeutic Function

Diuretic, Antihypertensive

General Description

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

Biological Activity

Positive allosteric modulator of AMPA receptors that potently inhibits AMPA receptor desensitization. Selective for the flip variant of each of the four receptor subunits. Also available as part of the AMPA Receptor Tocriset™ .

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.

storage

Room temperature

References

1) Donevan and Rogawski (1998), Allosteric regulation of alpha-amino-3-hydroxy-5-methyl-4-isoxazole-propionate receptors by thiocyanate and cyclothiazide at a common modulatory site distinct from that of 2,3-benzodiazepines; Neuroscience 87 615 2) Desai et al. (1995), Cyclothiazide acts at a site on the alpha-amino-3-hydroxy-5-methyl-4-isoxazole propionic acid receptor complex that does not recognize competitive or noncompetitive AMPA receptor antagonists; J. Pharmacol. Exp. Ther. 272 38 3) Jeunemaitre et al. (1988), Long-term metabolic effects of spironolactone and thiazides combined with potassium-sparing agents for treatment of essential hypertension; Am. J. Cardiol. 62 1072 4) Qi et al. (2006), Cyclothiazide induces robust epileptiform activity in rat hippocampal neurons both in vitro and in vivo; J. Physiol. 571 605 5) Kong et al. (2010), Cyclothiazide induces seizure behavior in freely moving rats; Brain Res. 1355 207

CYCLOTHIAZIDE Preparation Products And Raw materials

Raw materials

4-Amino-6-chlorobenzene-1,3-disulfonamide

Preparation Products

CYCLOTHIAZIDE Suppliers

Global( 92)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569265 +86-18612256290	1056@dideu.com	China	3683	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29322	58
Alfa Chemistry	+1-5166625404	Info@alfa-chemistry.com	United States	21317	58
InvivoChem	+1-708-310-1919 +1-13798911105	sales@invivochem.cn	United States	6393	58
Shaanxi Didu New Materials Co. Ltd	+86-89586680 +86-13289823923	1026@dideu.com	China	9165	58
TargetMol Chemicals Inc.	+1-781-999-5354	support@targetmol.com	United States	19973	58
Aladdin Scientific	+1-833-552-7181	sales@aladdinsci.com	United States	57511	58
J & K SCIENTIFIC LTD.	010-82848833 400-666-7788	jkinfo@jkchemical.com	China	96815	76
3B Pharmachem (Wuhan) International Co.,Ltd.	821-50328103-801 18930552037	3bsc@sina.com	China	15848	69

Supplier	Advantage
career henan chemical co	58
Shaanxi Dideu Medichem Co. Ltd	58
Dideu Industries Group Limited	58
Alfa Chemistry	58
InvivoChem	58
Shaanxi Didu New Materials Co. Ltd	58
TargetMol Chemicals Inc.	58
Aladdin Scientific	58
J & K SCIENTIFIC LTD.	76
3B Pharmachem (Wuhan) International Co.,Ltd.	69

View Lastest Price from CYCLOTHIAZIDE manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2021-07-20	Cyclothiazide 2259-96-3	US $1.00-1.00 / KG	1g	99%	50tons	Shaanxi Dideu Medichem Co. Ltd
2021-07-09	CYCLOTHIAZIDE USP/EP/BP 2259-96-3	US $1.10 / g	1g	99.9%	100 Tons Min	Dideu Industries Group Limited
2019-12-31	CYCLOTHIAZIDE 2259-96-3	US $1.00 / g	1g	99%	200kg	Career Henan Chemical Co

Cyclothiazide
2259-96-3
US $1.00-1.00 / KG
99%
Shaanxi Dideu Medichem Co. Ltd

CYCLOTHIAZIDE USP/EP/BP
2259-96-3
US $1.10 / g
99.9%
Dideu Industries Group Limited

CYCLOTHIAZIDE
2259-96-3
US $1.00 / g
99%
Career Henan Chemical Co

2259-96-3(CYCLOTHIAZIDE)Related Search:

(RS)-AMPA Comphene Chlorothiazide Camphene Aminomethylcyclopentane hydrochloride

Hydrochlorothiazide butizide mebutizide CYCLOTHIAZIDE CLOFENAMIDE

2-amino-N-propylbenzenesulfonamide 4-Amino-6-chlorobenzene-1,3-disulfonamide ethiazide 2-AMINO-N-METHYLBENZENESULFONAMIDE N-(5-NORBORNENE-2-METHYL)-METHANESULFONAMIDE

2-AMINO-N-BUTYLBENZENESULFONAMIDE 4-CHLORO-1,3-BENZENEDITHIOL Benzenesulfonamide, 2-(methylamino)- (9CI)

1of4

7-sulfonamide1,1-dioxide Anhydron Aquirel Doburil Fluidil Lilly 35483 lilly35,483 MDi 193 Cyclothiazide (200 mg) (AS) Lil 3-((1S,4S)-bicyclo[2.2.1]hept-5-en-2-yl)-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonaMide 1,1-dioxide 2,4-benzothiadiazine-3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-4-dihydro-2h-1 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-chloro-3-(5-norbornen-2-yl)-,1,1-dioxide 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo[2.2.1]hept-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide 2h-1,2,4-benzothiadiazine-7-sulfonamide,3-bicyclo(2.2.1)hept-5-en-2-yl-6-chlor 35483 4-benzothiadiazine-7-sulfonamide,3,4-dihydro-6-chloro-3-(5-norbornen-2-2h-2 mdi193 o-3,4-dihydro-,1,1-dioxide Renazide Valmiran CYCLOTHIAZIDE 3-BICYCLO[2.2.1]HEPT-5-EN-2-YL-6-CHLORO-3,4-DIHYDRO-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE 6-CHLORO-3,4-DIHYDRO-3-[2-NORBORNEN-5-YL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE 6-CHLORO-3,4-DIHYDRO-3-(5-NORBORNEN-2-YL)-2H-1,2,4-BENZOTHIAZIDIAZINE-7-SULFONAMIDE-1,1-DIOXIDE 6-CHLORO-3,4-DIHYDRO-3-(NORBORNER-5-YL)-2H-1,2,4-BENZOTHIADIAZINE 6-CHLORO-3,4-DIHYDRO-3-(NORBORNER-5-YL)-2H-1,2,4-BENZOTHIADIAZINE-7-SULPHONAMIDE-1,1-DIOXIDE 6-chloro-3,4-dihydro-3-(8,9,10-trinorborn-5-en-2-yl)-2H-1,2,4-benzothiadiazine-7-sulphonamide 1,1-dioxide Anhydrom Aquador 3-(6-bicyclo[2.2.1]hept-2-enyl)-6-chloro-1,1-diketo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 3-(6-bicyclo[2.2.1]hept-2-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 4-benzothiadiazine-7-sulfonamide,6-chloro-3,4-dihydro-3-(5-norbornen-2-2h-2 6-chloro-3-(2-norbornen-5-yl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1 6-chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2h-1,2,4-benzothiadiazine-7-sulfonam 6-chloro-3,4-dihydro-3-(2-norbornen-5-yl)-7-sulfamoyl-1,2,4-benzothiadiazine1, 6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide CYCLOTHIAZIDE USP/EP/BP Cyclothiazide (AS) (1159008) Cyclothiazide (mixture of isomers) Inhibitor,neurones,iGluR,AMPA receptor desensitization,current potentiation,Cyclothiazide,Ionotropic glutamate receptors,positive allosteric modulator,inhibit Cyclothiazide (200 mg) (AS) (DISCONTINUED) 2259-96-3 C14H16ClN3O4S2 C14H16N3O4S2Cl Cell Signaling and Neuroscience Cell Biology BioChemical Ligand-Gated Ion Channels Ionotropic Glutamate Receptor Modulators Ion Channels Glutamate Glutamate receptor Amines Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals