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Substance Name: Cyclothiazide [USAN:USP:INN:BAN]
RN: 2259-96-3
UNII: P71U09G5BW
InChIKey: BOCUKUHCLICSIY-UHFFFAOYSA-N

Note

  • Inhibits the desensitization of AMPA-type receptors.

Molecular Formula

  • C14-H16-Cl-N3-O4-S2

Molecular Weight

  • 389.882
 

Classification Codes

  • Antihypertensive
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Natriuretic Agents
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Names and Synonyms

Name of Substance

  • Cyclothiazide
  • Cyclothiazide [USAN:USP:INN:BAN]

Synonyms

  • 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, 6-chloro-3,4-dihydro-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
  • 35483
  • 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-(2-norbornen-5-yl)-7-sulfamoyl-1,2,4-benzothiadiazine 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-(2-norbornen-5-yl)-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
  • Anhydron
  • Aquirel
  • BRN 0722843
  • Ciclotiazida
  • Ciclotiazida [INN-Spanish]
  • Ciclotiazide
  • Ciclotiazide [DCIT]
  • Cyclothiazide
  • Cyclothiazidum
  • Cyclothiazidum [INN-Latin]
  • Doburil
  • EINECS 218-859-7
  • Fluidil
  • HSDB 3310
  • Lilly 35,483
  • MDi 193
  • Renazide
  • UNII-P71U09G5BW
  • Valmiran

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 2259-96-3

FDA UNII

  • P71U09G5BW

System Generated Number

  • 0002259963

Structure Descriptors

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)

InChIKey

BOCUKUHCLICSIY-UHFFFAOYSA-N

Smiles

C1[C@@H]([C@@H]2Nc3c(cc(S(N)(=O)=O)c(c3)Cl)S(N2)(=O)=O)[C@@H]2C[C@@H]1C=C2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1500mg/kg (1500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 487, 1968.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 460, 1982.
rat LD50 intraperitoneal 1500mg/kg (1500mg/kg)   Bollettino Chimico Farmaceutico. Vol. 101, Pg. 929, 1962.
rat LD50 oral > 5gm/kg (5000mg/kg)   Bollettino Chimico Farmaceutico. Vol. 101, Pg. 929, 1962.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 234 deg C   EXP
log P (octanol-water) 1.95 (none)   EXP
Water Solubility 2.510 mg/L 25 EST
Vapor Pressure 4.79E-12 mm Hg 25 EST
Henry's Law Constant 5.45E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.70E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.