CYCLOTHIAZIDE
- Product Name
- CYCLOTHIAZIDE
- CAS No.
- 2259-96-3
- Chemical Name
- CYCLOTHIAZIDE
- Synonyms
- Lil;35483;mdi193;Aquador;Aquirel;Doburil;Fluidil;MDi 193;Valmiran;Renazide
- CBNumber
- CB6123851
- Molecular Formula
- C14H16ClN3O4S2
- Formula Weight
- 389.88
- MOL File
- 2259-96-3.mol
CYCLOTHIAZIDE Property
- 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.
- 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
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36
- WGK Germany
- 2
- RTECS
- DK9610000
- HS Code
- 2935904000
- Hazardous Substances Data
- 2259-96-3(Hazardous Substances Data)
- Toxicity
- LD50 oral in rat: > 5gm/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- C9847
- Product name
- Cyclothiazide
- Packaging
- 10mg
- Price
- $123
- Updated
- 2024/03/01
- Product number
- 1159008
- Product name
- Cyclothiazide
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 200mg
- Price
- $377
- Updated
- 2022/05/15
- Product number
- C3392
- Product name
- Cyclothiazide (mixture of isomers)
- Purity
- >95.0%(HPLC)
- Packaging
- 25mg
- Price
- $85
- Updated
- 2024/03/01
- Product number
- C3392
- Product name
- Cyclothiazide (mixture of isomers)
- Purity
- >95.0%(HPLC)
- Packaging
- 100mg
- Price
- $254
- Updated
- 2024/03/01
- Product number
- 16335
- Product name
- Cyclothiazide
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $44
- Updated
- 2024/03/01
CYCLOTHIAZIDE Chemical Properties,Usage,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
Preparation Products
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View Lastest Price from CYCLOTHIAZIDE manufacturers
- Product
- CYCLOTHIAZIDE 2259-96-3
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-12-30