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Substance Name: Bendroflumethiazide [USP:INN:BAN:JAN]
RN: 73-48-3
UNII: 5Q52X6ICJI
InChIKey: HDWIHXWEUNVBIY-UHFFFAOYSA-N

Note

  • A thiazide diuretic with actions and uses similar to those of HYDROCHLOROTHIAZIDE. It has been used in the treatment of familial hyperkalemia, hypertension, edema, and urinary tract disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p810)

Molecular Formula

  • C15-H14-F3-N3-O4-S2

Molecular Weight

  • 421.4186
 

Classification Codes

  • Antihypertensive
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Human Data
  • Membrane Transport Modulators
  • Mutation Data
  • Natriuretic Agents
  • Sodium Chloride Symporter Inhibitors

Names and Synonyms

Name of Substance

  • Bendroflumethiazide
  • Bendroflumethiazide [USP:INN:BAN:JAN]

MeSH Heading

  • Bendroflumethiazide

Synonyms

  • (+-)-3-Benzyl-3,4-dihydro-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-3-(phenylmethyl)-6-(trifluoromethyl)-, 1,1-dioxide
  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-3-(phenylmethyl)-6-(trifluoromethyl)-, 1,1-dioxide, (+-)-
  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-benzyl-3,4-dihydro-6-(trifluoromethyl)-, 1,1-dioxide
  • 3-Benzyl-3,4-dihydro-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
  • 3-Benzyl-6-trifluoromethyl-7-sulfamoyl-3,4-dihydro-1,2,4-benzothiadiazine, 1,1-dioxide
  • 4-27-00-08041 (Beilstein Handbook Reference)
  • 6-Trifluoromethyl-3-benzyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine, 1,1-dioxide
  • Aprinox
  • Be 724-A
  • Bendrofluazide
  • Bendroflumethiazide
  • Bendroflumethiazidum
  • Bendroflumethiazidum [INN-Latin]
  • Bendroflumetiazida
  • Bendroflumetiazida [INN-Spanish]
  • Bendroflumetiazide
  • Bendroflumetiazide [DCIT]
  • Bentride
  • Benuron
  • Benzhydroflumethiazide
  • Benzylhydroflumethiazide
  • Benzylrodiuran
  • Berkozide
  • BHFT
  • BL H368
  • Bristuric
  • Bristuron
  • BRN 0373316
  • Centyl
  • Corzide
  • EINECS 200-800-1
  • Flumesil
  • FT 81
  • HSDB 3293
  • Intolex
  • Livesan
  • Naturetin
  • Naturetin-10
  • Naturetin-2.5
  • Naturetin-5
  • Neo-naclex
  • Neo-rontyl
  • Niagaril
  • Nikion
  • Orsile
  • Pluryl
  • Pluryle
  • Plusuril
  • Poliuron
  • Relan beta
  • Repicin
  • Salural
  • Salures
  • Sinesalin
  • Sodiuretic
  • Thiazidico
  • UNII-5Q52X6ICJI
  • Urlea

Systematic Names

  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-3-(phenylmethyl)-6-(trifluoromethyl)-, 1,1-dioxide
  • 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3-benzyl-3,4-dihydro-6-(trifluoromethyl)-, 1,1-dioxide
  • Bendroflumethiazide

Mixture Names

  • Rautrax N
  • Rauzide

Registry Numbers

CAS Registry Number

  • 73-48-3

FDA UNII

  • 5Q52X6ICJI

Other Registry Number

  • 96782-79-5

System Generated Number

  • 0000073483

Structure Descriptors

InChI

1S/C15H14F3N3O4S2/c16-15(17,18)10-7-11-13(8-12(10)26(19,22)23)27(24,25)21-14(20-11)6-9-4-2-1-3-5-9/h1-5,7-8,14,20-21H,6H2,(H2,19,22,23)

InChIKey

HDWIHXWEUNVBIY-UHFFFAOYSA-N

Smiles

c1ccc(cc1)CC2Nc3cc(c(cc3S(=O)(=O)N2)S(=O)(=O)N)C(F)(F)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4800mg/kg (4800mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 238, Pg. 435, 1960.
mouse LD50 intravenous 395mg/kg (395mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 134, Pg. 273, 1961.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 781, 1982.
women TDLo oral 300ug/kg/3D-I (0.3mg/kg)   Lancet. Vol. 2, Pg. 634, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 221-223 deg C   EXP
pKa Dissociation Constant 8.5 (none)   EXP
log P (octanol-water) 1.89 (none)   EXP
Water Solubility 108 mg/L 25 EXP
Vapor Pressure 8.44E-12 mm Hg 25 EST
Henry's Law Constant 5.51E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.13E-10 cm3/molecule-sec 25 EST

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