Bendroflumethiazide (CED0007051)

Record Information
Version1.0
Creation Date2016-05-22 03:37:38 UTC
Update Date2026-08-19 09:44:17 UTC
Accession NumberCHEM016580
Identification
Common NameBendroflumethiazide
ClassSmall Molecule
Description
Bendroflumethiazide is an organic compound with the formula C15H14F3N3O4S2 and an average molecular weight of 421.42 g/mol. Bendroflumethiazide belongs to the benzothiadiazines, a subclass of thiadiazines within the organic compounds. This substance is classified as an organoheterocyclic compound. The compound is associated with twelve recorded sources across several categories. Within healthcare, pharmaceuticals, and veterinary products, it is found in diuretics and gynecologicals. It is also recorded in food, food processing, and cookware, specifically in processing meats. In the category of electrical and electronic equipment, it is found in electrodes, antennas, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. Additionally, it is released from household cleaning and consumer products, including perfumes within detergents and soaps, tobacco smoke filters, cigar cigarettes, other smoking requisites, and non electric simulated smoking devices. The recorded route of exposure for this compound is oral. At the molecular level, bendroflumethiazide interacts with six recorded protein targets. It acts as a blocker, inducer, or inhibitor of Solute carrier family 12 member 3 (SLC12A3), Carbonic anhydrase 1 (CA1), Carbonic anhydrase 2 (CA2), and Carbonic anhydrase 4 (CA4), as well as two other proteins.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
+--3-Benzyl-3,4-dihydro-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxideChEBI
6-Trifluoromethyl-3-benzyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxideChEBI
BendrofluazideChEBI
BendroflumethiazidumChEBI
BendroflumetiazidaChEBI
BenzhydroflumethiazideChEBI
NaturetinKegg
+--3-Benzyl-3,4-dihydro-6-(trifluoromethyl)-2H-1,2,4-benzothiadiazine-7-sulphonamide 1,1-dioxideGenerator
6-Trifluoromethyl-3-benzyl-7-sulphamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxideGenerator
BendroflumethazideHMDB
BendrofumethiazideHMDB
BenzydroflumethiazideHMDB
BenzylhydroflumethiazideHMDB
BHFTHMDB
Bendroflumethiazide apothecon brandMeSH, HMDB
Bristol-myers squibb brand OF bendroflumethiazideMeSH, HMDB
DDSA brand OF bendroflumethiazideMeSH, HMDB
EsberizidMeSH, HMDB
NaturineMeSH, HMDB
NeoNaClexMeSH, HMDB
Schaper and brümmer brand OF bendroflumethiazideMeSH, HMDB
Bendroflumethiazide berk brandMeSH, HMDB
Bendroflumethiazide ddsa brandMeSH, HMDB
Bendroflumethiazide goldshield brandMeSH, HMDB
Bendroflumethiazide leo brandMeSH, HMDB
Bristol myers squibb brand OF bendroflumethiazideMeSH, HMDB
UrizidMeSH, HMDB
AprinoxMeSH, HMDB
Bendroflumethiazide protea brandMeSH, HMDB
BenzideMeSH, HMDB
BenzideMMeSH, HMDB
BerkozideMeSH, HMDB
leo Brand OF bendroflumethiazideMeSH, HMDB
neo NaClexMeSH, HMDB
Protea brand OF bendroflumethiazideMeSH, HMDB
Apothecon brand OF bendroflumethiazideMeSH, HMDB
Bendroflumethiazide knoll brandMeSH, HMDB
Benzide mMeSH, HMDB
Benzide-mMeSH, HMDB
Berk brand OF bendroflumethiazideMeSH, HMDB
CentylMeSH, HMDB
Goldshield brand OF bendroflumethiazideMeSH, HMDB
Knoll brand OF bendroflumethiazideMeSH, HMDB
neo-NaClexMeSH, HMDB
PlurylMeSH, HMDB
Chemical FormulaC15H14F3N3O4S2
Average Molecular Mass421.415 g/mol
Monoisotopic Mass421.038 g/mol
CAS Registry Number73-48-3
IUPAC Name3-benzyl-1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1λ⁶,2,4-benzothiadiazine-7-sulfonamide
Traditional Namebendroflumethiazide
SMILESNS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F
InChI IdentifierInChI=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)
InChI KeyHDWIHXWEUNVBIY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2,4-benzothiadiazine-1,1-dioxides. These are aromatic heterocyclic compounds containing a 1,2,4-benzothiadiazine ring system with two S=O bonds at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassThiadiazines
Sub ClassBenzothiadiazines
Direct Parent1,2,4-benzothiadiazine-1,1-dioxides
Alternative Parents
Substituents
  • 1,2,4-benzothiadiazine-1,1-dioxide
  • Secondary aliphatic/aromatic amine
  • Monocyclic benzene moiety
  • Benzenoid
  • Organosulfonic acid amide
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Aminosulfonyl compound
  • Sulfonyl
  • Secondary amine
  • Azacycle
  • Alkyl fluoride
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organosulfur compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Organic nitrogen compound
  • Amine
  • Alkyl halide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.21 g/LALOGPS
logP1.83ALOGPS
logP1.7ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)9.04ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area118.36 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity93.68 m³·mol⁻¹ChemAxon
Polarizability36.92 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-002f-9256200000-2f09810d08c3b35be5f0Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0353900000-1c8856fba9af1de07f87Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-0353900000-1c8856fba9af1de07f87Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-044i-3891000000-67bb3f0457a6200bf63eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0001900000-1c849cc4bcd762034d79Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fkc-2418900000-25933e874d81c814b797Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0076-9266000000-3bb75436e40cf56f78f6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-1004900000-f3cae66d652083651bc3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-5917700000-851542f7279cbf5f3d05Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-002f-9000000000-6995f6142329f7f31e6fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0000900000-3443d3c30769b641d1caNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-1000900000-c68d28cd629dd559373aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00fs-7394100000-fb480049aa3b9433389aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-0000900000-4fe27d3625e4e1d204f8Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dl-5000900000-806a662f295d40b18d5aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9000000000-3fb47aed873a01dbd887Not AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
8467.0Log mg/kg[4800:15000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
290DiureticsHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
552Processing MeatsFood, food processing & cookwareNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
560Other Smoking RequisitesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
642FootwearTextiles, leather & furnishingsNot Available
Pathways
4 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)220.002
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)188.317
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)111.247
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)141.608
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)94.3533
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)268.268
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)241.333
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)97.2337
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)129.463
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)116.618
Click to view 3D structureCarbonate dehydrataseB2V8E3Sulfurihydrogenibium sp. (strain YO3AOP1)Predicted (SEA)52.3925
Click to view 3D structureAstrosclerin-3A6YCJ1Astrosclera willeyanaPredicted (SEA)55.1951
Click to view 3D structureCarbonic anhydrase, alpha familyQ31FD6Thiomicrospira crunogenaPredicted (SEA)52.3925
Click to view 3D structureDelta carbonic anhydraseQ5U9J1Conticribra weissflogiiPredicted (SEA)66.9503
Click to view 3D structureAGAP002992-PAQ5TU56Anopheles gambiaePredicted (SEA)60.3331
Click to view 3D structureCarbonic anhydrase 4Q95323Bos taurusPredicted (SEA)199.06
Click to view 3D structureCarbonic anhydraseQ5AJ71Candida albicans (strain SC5314 / ATCC MYA-2876) (Yeast)Predicted (SEA)197.348
Click to view 3D structureCarbonic anhydrase 13Q9D6N1Mus musculusPredicted (SEA)180.454
Click to view 3D structureAlpha carbonic anhydraseB5SU02Stylophora pistillataPredicted (SEA)76.7593
Click to view 3D structureCarbonic anhydraseC0IX24Stylophora pistillataPredicted (SEA)76.7593
Click to view 3D structureCarbonic anhydrase 2Q3I4V7Cryptococcus neoformansPredicted (SEA)178.975
Click to view 3D structureCarbonic anhydraseO24855Helicobacter pylori (strain ATCC 700392 / 26695) (Campylobacterpylori)Predicted (SEA)89.7602
Click to view 3D structureCarbonic anhydrase 15Q99N23Mus musculusPredicted (SEA)232.458
Carbonic anhydrase 13 structureClick to view 3D structureCarbonic anhydrase 13Q8N1Q1HumansPredicted (SEA)275.353
Click to view 3D structureCarbonic anhydraseQ6FTL6Candida glabrata CBS 138Predicted (SEA)181.7
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDC00030040
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBendroflumethiazide
Chemspider ID2225
ChEBI ID3013
PubChem Compound IDNot Available
Kegg Compound IDC07758
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=19056282