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2259-96-3

2259-96-3 structure
2259-96-3 structure
  • Name: Cyclothiazide
  • Chemical Name: cyclothiazide
  • CAS Number: 2259-96-3
  • Molecular Formula: C14H16ClN3O4S2
  • Molecular Weight: 389.878
  • Catalog: API Urinary system medication Diuretic
  • Create Date: 2018-06-29 12:44:03
  • Modify Date: 2026-07-03 19:27:00
  • Cyclothiazide, a positive allosteric modulator of AMPA receptors, is used frequently to block the desensitization of both native and heterologously expressed AMPA receptors. Cyclothiazide is known to produce a fast inhibition of AMPA receptor desensitization and a much slower potentiation of the AMPA current[1].
Name cyclothiazide
Synonyms 3-BICYCLO[2.2.1]HT-5-EN-2-YL-6-CHLORO-3,4-DIHYDRO-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
CYCLOTHIAZIDE
Renazide
6-CHLORO-3,4-DIHYDRO-3-(NORBORNER-5-YL)-2H-1,2,4-BENZOTHIADIAZINE-7-SULPHONAMIDE-1,1-DIOXIDE
Aquador
6-chloro-3,4-dihydro-3-(2-norbornen-5-yl)-7-sulfamoyl-1,2,4-benzothiadiazine1
MFCD00210192
6-CHLORO-3,4-DIHYDRO-3-(5-NORBORNEN-2-YL)-2H-1,2,4-BENZOTHIAZIDIAZINE-7-SULFONAMIDE-1,1-DIOXIDE
cyclothiazidum [INN_la]
3-(6-bicyclo[2.2.1]ht-2-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
6-chloro-3,4-dihydro-3-(8,9,10-trinorborn-5-en-2-yl)-2H-1,2,4-benzothiadiazine-7-sulphonamide 1,1-dioxide
6-Chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2H-1,2-4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Inhibitor,neurones,iGluR,AMPA rector desensitization,current potentiation,Cyclothiazide,Ionotropic glutamate rectors,positive allosteric modulator,inhibit
mdi193
6-chloro-3-(2-norbornen-5-yl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine1,1
Fluidil
MDi
6-CHLORO-3,4-DIHYDRO-3-[2-NORBORNEN-5-YL]-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
Doburil
Cyclothiazide, AMPA rector desensitisation inhibitor
Cyclothiazide (AS)
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-chloro-3-(5-norbornen-2-yl)-,1,1-dioxide
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
4-benzothiadiazine-7-sulfonamide,6-chloro-3,4-dihydro-3-(5-norbornen-h-2
Cyclothiazide (mixture of isomers)
2,4-benzothiadiazine-3-bicyclo[2.2.1]ht-5-en-2-yl-6-chloro-4-dihydro-2h-1
lilly35
CYCLOTHIAZIDE //BP
Cyclothiazide, 10 mM in DMSO
o-3,4-dihydro-,1,1-dioxide
7-sulfonamide1,1-dioxide
UNII:P71U09G5BW
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-bicyclo[2.2.1]ht-5-en-2-yl-6-chloro-3,4-dihydro-, 1,1-dioxide
Lilly
3-(6-bicyclo[2.2.1]ht-2-enyl)-6-chloro-1,1-diketo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
Aquirel
Cyclothiazide (AS) (DISCONTINUED)
Anhydrom
Anhydron
4-benzothiadiazine-7-sulfonamide,3,4-dihydro-6-chloro-3-(5-norbornen-h-2
6-chloro-3,4-dihydro-3-(2-norbornen-5-yl)-2h-1,2,4-benzothiadiazine-7-sulfonam
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
Lil
3-((1S,4S)-bicyclo[2.2.1]ht-5-en-2-yl)-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonaMide 1,1-dioxide
6-Chloro-3,4-dihydro-3-(5-norbornen-2-yl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
6-CHLORO-3,4-DIHYDRO-3-(NORBORNER-5-YL)-2H-1,2,4-BENZOTHIADIAZINE
2h-1,2,4-benzothiadiazine-7-sulfonamide,3-bicyclo(2.2.1)ht-5-en-2-yl-6-chlor
3-(5-bicyclo[2.2.1]hept-2-enyl)-6-chloro-1,1-dioxo-3,4-dihydro-2H-1λ<sup>6</sup>,2,4-benzothiadiazine-7-sulfonamide
Valmiran
Description Cyclothiazide, a positive allosteric modulator of AMPA receptors, is used frequently to block the desensitization of both native and heterologously expressed AMPA receptors. Cyclothiazide is known to produce a fast inhibition of AMPA receptor desensitization and a much slower potentiation of the AMPA current[1].
Related Catalog
References

[1]. Fucile S, et al. Effects of cyclothiazide on GluR1/AMPA receptors. Proc Natl Acad Sci U S A. 2006;103(8):2943-2947.

Density 1.6±0.1 g/cm3
Boiling Point 627.3±65.0 °C at 760 mmHg
Melting Point 234ºC
Molecular Formula C14H16ClN3O4S2
Molecular Weight 389.878
Flash Point 333.2±34.3 °C
Exact Mass 389.027069
PSA 135.12000
LogP 1.15
Vapour Pressure 0.0±1.8 mmHg at 25°C
Index of Refraction 1.654
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DK9610000
CHEMICAL NAME :
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-chloro-3-(5-norbornen-2-yl)-, 1,1-dioxide
CAS REGISTRY NUMBER :
2259-96-3
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C14-H16-Cl-N3-O4-S2
MOLECULAR WEIGHT :
389.90
WISWESSER LINE NOTATION :
T66 BSWM EM DHJ HG ISZW D- FL55 A CUTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BCFAAI Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 101,929,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BCFAAI Bollettino Chimico Farmaceutico. (Societa Editoriale Farmaceutica, Via Ausonio 12, 20123 Milan, Italy) V.33- 1894- Volume(issue)/page/year: 101,929,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,460,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 18,487,1968 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - A1012 No. of Facilities: 24 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 141 (estimated)
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-36
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS DK9610000
Precursor  2

DownStream  0

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