Title: Bendroflumethiazide
CAS Registry Number: 73-48-3
CAS Name: 3,4-Dihydro-3-(phenylmethyl)-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
Additional Names: 3-benzyl-6-trifluoromethyl-3,4-dihydro-7-sulfamoyl-2H-1,2,4-benzothiadiazine 1,1-dioxide; 3-benzyl-3,4-dihydro-7-sulfamyl-6-trifluoromethyl-1,2,4-benzothiadiazine 1,1-dioxide; bendrofluazide; benzydroflumethiazide; benzylhydroflumethiazide
Trademarks: Aprinox (Sovereign); Berkozide (APS); Centyl (Leo Pharm); Naturetin (BMS); Neo-Naclex (Goldshield); Salures (Pfizer); Sinesalin (MIT Gesundheit)
Molecular Formula: C15H14F3N3O4S2
Molecular Weight: 421.41
Percent Composition: C 42.75%, H 3.35%, F 13.52%, N 9.97%, O 15.19%, S 15.22%
Literature References: Prepn: C. T. Holdrege et al., J. Am. Chem. Soc. 81, 4807 (1959); F. Lund, W. O. Godtfredsen, GB 863474; eidem, US 3392168 (1961, 1968 both to Lövens Kemiske Fabrik). Comprehensive description: K. Florey, F. M. Russo-Alesi, Anal. Profiles Drug Subs. 5, 1-19 (1976).
Properties: Crystals from dioxane, mp 224.5-225.5° (U.S. patent). Also reported as mp 221-223° (Holdrege). uv max (methanol): 208, 273, 326 nm (E1%1cm 745, 565, 96). Insol in water, chloroform, benzene, ether. Sol in acetone, alcohol.
Melting point: mp 224.5-225.5° (U.S. patent); mp 221-223° (Holdrege)
Absorption maximum: uv max (methanol): 208, 273, 326 nm (E1%1cm 745, 565, 96)
Therap-Cat: Diuretic, antihypertensive.
Keywords: Antihypertensive; Thiazides and Analogs; Diuretic; Thiazides and Analogs.
Benexate Hydrochloride Benfluralin Benfotiamine Benfuracarb Benfurodil Hemisuccinate

Systematic (IUPAC) name
3-benzyl-1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1,2,4- benzothiadiazine-7-sulfonamide
Clinical data
AHFS/ Consumer Drug Information
Pregnancy cat. Risk neonatal thrombocytopenia in 3rd trimester[1]
Legal status POM (UK)
Routes Oral
Pharmacokinetic data
Bioavailability 100%
Protein binding 96%
Metabolism extensive
Half-life 3-4 hours[2]
CAS number 73-48-3 YesY
ATC code C03AA01
PubChem CID 2315
DrugBank DB00436
ChemSpider 2225 YesY
KEGG D00650 YesY
Chemical data
Formula C15H14F3N3O4S2 
Mol. mass 421.415 g/mol
 YesY (what is this?)  (verify)

Bendroflumethiazide (INN), formerly bendrofluazide (BAN), is a thiazide diuretic used to treat hypertension.

Bendroflumethiazide is a thiazide diuretic which works by inhibiting sodium reabsorption at the beginning of the distal convoluted tubule (DCT). Water is lost as a result of more sodium reaching the collecting ducts. Bendroflumethiazide has a role in the treatment of mild heart failure although loop diuretics are better for reducing overload. The main use of bendroflumethiazide currently is in hypertension (part of the effect is due to vasodilation).

Common adverse effects

  • postural hypotension
  • hyponatraemia, hypokalaemia, hypercalcaemia
  • gout
  • impaired glucose tolerance
  • impotence

Rare adverse effects

  • thrombocytopenia
  • agranulocytosis
  • photosensitivity rash
  • pancreatitis