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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:49 UTC
Update Date2022-03-07 02:51:40 UTC
HMDB IDHMDB0014580
Secondary Accession Numbers
  • HMDB14580
Metabolite Identification
Common NameBendroflumethiazide
DescriptionBendroflumethiazide is only found in individuals that have used or taken this drug. It is 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)As a diuretic, bendroflumethiazide inhibits active chloride reabsorption at the early distal tubule via the Na-Cl cotransporter, resulting in an increase in the excretion of sodium, chloride, and water. Thiazides like bendroflumethiazide also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. This results in an increase in potassium excretion via the sodium-potassium exchange mechanism. The antihypertensive mechanism of bendroflumethiazide is less well understood although it may be mediated through its action on carbonic anhydrases in the smooth muscle or through its action on the large-conductance calcium-activated potassium (KCa) channel, also found in the smooth muscle.
Structure
Data?1582753195
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 Weight421.415
Monoisotopic Molecular Weight421.037781946
IUPAC Name3-benzyl-1,1-dioxo-6-(trifluoromethyl)-3,4-dihydro-2H-1λ⁶,2,4-benzothiadiazine-7-sulfonamide
Traditional Namebendroflumethiazide
CAS Registry Number73-48-3
SMILES
NS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F
InChI Identifier
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)
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
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point221 - 223 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.21 g/LNot Available
LogP1.7Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+Not Available188.611http://allccs.zhulab.cn/database/detail?ID=AllCCS00001051
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+185.63630932474
DeepCCS[M-H]-183.27830932474
DeepCCS[M-2H]-217.47930932474
DeepCCS[M+Na]+192.57230932474
AllCCS[M+H]+189.132859911
AllCCS[M+H-H2O]+186.632859911
AllCCS[M+NH4]+191.432859911
AllCCS[M+Na]+192.132859911
AllCCS[M-H]-180.432859911
AllCCS[M+Na-2H]-180.132859911
AllCCS[M+HCOO]-179.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
BendroflumethiazideNS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F5507.1Standard polar33892256
BendroflumethiazideNS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F2890.2Standard non polar33892256
BendroflumethiazideNS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F3513.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Bendroflumethiazide,1TMS,isomer #1C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3165.8Semi standard non polar33892256
Bendroflumethiazide,1TMS,isomer #1C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3234.3Standard non polar33892256
Bendroflumethiazide,1TMS,isomer #1C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O4319.2Standard polar33892256
Bendroflumethiazide,1TMS,isomer #2C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)NC1CC1=CC=CC=C13018.3Semi standard non polar33892256
Bendroflumethiazide,1TMS,isomer #2C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)NC1CC1=CC=CC=C13300.9Standard non polar33892256
Bendroflumethiazide,1TMS,isomer #2C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)NC1CC1=CC=CC=C14463.0Standard polar33892256
Bendroflumethiazide,1TMS,isomer #3C[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S1(=O)=O3080.8Semi standard non polar33892256
Bendroflumethiazide,1TMS,isomer #3C[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S1(=O)=O3264.6Standard non polar33892256
Bendroflumethiazide,1TMS,isomer #3C[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S1(=O)=O4761.3Standard polar33892256
Bendroflumethiazide,2TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3099.0Semi standard non polar33892256
Bendroflumethiazide,2TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3424.7Standard non polar33892256
Bendroflumethiazide,2TMS,isomer #1C[Si](C)(C)N([Si](C)(C)C)S(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O4213.3Standard polar33892256
Bendroflumethiazide,2TMS,isomer #2C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C)C(CC1=CC=CC=C1)NS2(=O)=O3084.6Semi standard non polar33892256
Bendroflumethiazide,2TMS,isomer #2C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C)C(CC1=CC=CC=C1)NS2(=O)=O3428.2Standard non polar33892256
Bendroflumethiazide,2TMS,isomer #2C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C)C(CC1=CC=CC=C1)NS2(=O)=O3816.0Standard polar33892256
Bendroflumethiazide,2TMS,isomer #3C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)N([Si](C)(C)C)S2(=O)=O3167.7Semi standard non polar33892256
Bendroflumethiazide,2TMS,isomer #3C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)N([Si](C)(C)C)S2(=O)=O3377.4Standard non polar33892256
Bendroflumethiazide,2TMS,isomer #3C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)N([Si](C)(C)C)S2(=O)=O4229.6Standard polar33892256
Bendroflumethiazide,2TMS,isomer #4C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)N([Si](C)(C)C)C1CC1=CC=CC=C13063.0Semi standard non polar33892256
Bendroflumethiazide,2TMS,isomer #4C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)N([Si](C)(C)C)C1CC1=CC=CC=C13422.6Standard non polar33892256
Bendroflumethiazide,2TMS,isomer #4C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)N([Si](C)(C)C)C1CC1=CC=CC=C14345.7Standard polar33892256
Bendroflumethiazide,3TMS,isomer #1C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S(=O)(=O)NC1CC1=CC=CC=C13100.2Semi standard non polar33892256
Bendroflumethiazide,3TMS,isomer #1C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S(=O)(=O)NC1CC1=CC=CC=C13613.0Standard non polar33892256
Bendroflumethiazide,3TMS,isomer #1C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S(=O)(=O)NC1CC1=CC=CC=C13769.4Standard polar33892256
Bendroflumethiazide,3TMS,isomer #2C[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O3187.0Semi standard non polar33892256
Bendroflumethiazide,3TMS,isomer #2C[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O3577.2Standard non polar33892256
Bendroflumethiazide,3TMS,isomer #2C[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S1(=O)=O4148.9Standard polar33892256
Bendroflumethiazide,3TMS,isomer #3C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)S2(=O)=O3132.3Semi standard non polar33892256
Bendroflumethiazide,3TMS,isomer #3C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)S2(=O)=O3518.7Standard non polar33892256
Bendroflumethiazide,3TMS,isomer #3C[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)S2(=O)=O3843.3Standard polar33892256
Bendroflumethiazide,4TMS,isomer #1C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S(=O)(=O)N([Si](C)(C)C)C1CC1=CC=CC=C13178.0Semi standard non polar33892256
Bendroflumethiazide,4TMS,isomer #1C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S(=O)(=O)N([Si](C)(C)C)C1CC1=CC=CC=C13712.2Standard non polar33892256
Bendroflumethiazide,4TMS,isomer #1C[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C)[Si](C)(C)C)C=C2S(=O)(=O)N([Si](C)(C)C)C1CC1=CC=CC=C13844.2Standard polar33892256
Bendroflumethiazide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3345.9Semi standard non polar33892256
Bendroflumethiazide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3489.4Standard non polar33892256
Bendroflumethiazide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O4286.6Standard polar33892256
Bendroflumethiazide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)NC1CC1=CC=CC=C13279.7Semi standard non polar33892256
Bendroflumethiazide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)NC1CC1=CC=CC=C13515.8Standard non polar33892256
Bendroflumethiazide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)NC1CC1=CC=CC=C14489.1Standard polar33892256
Bendroflumethiazide,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S1(=O)=O3270.2Semi standard non polar33892256
Bendroflumethiazide,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S1(=O)=O3505.1Standard non polar33892256
Bendroflumethiazide,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S1(=O)=O4739.9Standard polar33892256
Bendroflumethiazide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3538.5Semi standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O3904.0Standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N([Si](C)(C)C(C)(C)C)S(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)NS2(=O)=O4191.8Standard polar33892256
Bendroflumethiazide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)NS2(=O)=O3535.2Semi standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)NS2(=O)=O3891.9Standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)NS2(=O)=O3868.9Standard polar33892256
Bendroflumethiazide,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)S2(=O)=O3531.8Semi standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)S2(=O)=O3892.0Standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)NC(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)S2(=O)=O4210.1Standard polar33892256
Bendroflumethiazide,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)N([Si](C)(C)C(C)(C)C)C1CC1=CC=CC=C13499.3Semi standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)N([Si](C)(C)C(C)(C)C)C1CC1=CC=CC=C13895.1Standard non polar33892256
Bendroflumethiazide,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(N)(=O)=O)C=C2S(=O)(=O)N([Si](C)(C)C(C)(C)C)C1CC1=CC=CC=C14399.1Standard polar33892256
Bendroflumethiazide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S(=O)(=O)NC1CC1=CC=CC=C13760.5Semi standard non polar33892256
Bendroflumethiazide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S(=O)(=O)NC1CC1=CC=CC=C14310.2Standard non polar33892256
Bendroflumethiazide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S(=O)(=O)NC1CC1=CC=CC=C13855.5Standard polar33892256
Bendroflumethiazide,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O3767.1Semi standard non polar33892256
Bendroflumethiazide,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O4317.3Standard non polar33892256
Bendroflumethiazide,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(CC2=CC=CC=C2)NC2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S1(=O)=O4151.6Standard polar33892256
Bendroflumethiazide,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)S2(=O)=O3730.7Semi standard non polar33892256
Bendroflumethiazide,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)S2(=O)=O4279.8Standard non polar33892256
Bendroflumethiazide,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NS(=O)(=O)C1=CC2=C(C=C1C(F)(F)F)N([Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)S2(=O)=O3938.7Standard polar33892256
Bendroflumethiazide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S(=O)(=O)N([Si](C)(C)C(C)(C)C)C1CC1=CC=CC=C13953.9Semi standard non polar33892256
Bendroflumethiazide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S(=O)(=O)N([Si](C)(C)C(C)(C)C)C1CC1=CC=CC=C14686.8Standard non polar33892256
Bendroflumethiazide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=CC(C(F)(F)F)=C(S(=O)(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C2S(=O)(=O)N([Si](C)(C)C(C)(C)C)C1CC1=CC=CC=C13977.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Bendroflumethiazide GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-9256200000-2f09810d08c3b35be5f02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bendroflumethiazide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bendroflumethiazide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Bendroflumethiazide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Bendroflumethiazide LC-ESI-qTof , Positive-QTOFsplash10-00di-0353900000-1c8856fba9af1de07f872017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bendroflumethiazide , positive-QTOFsplash10-00di-0353900000-1c8856fba9af1de07f872017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Bendroflumethiazide , positive-QTOFsplash10-044i-3891000000-67bb3f0457a6200bf63e2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 10V, Positive-QTOFsplash10-00di-0001900000-1c849cc4bcd762034d792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 20V, Positive-QTOFsplash10-0fkc-2418900000-25933e874d81c814b7972016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 40V, Positive-QTOFsplash10-0076-9266000000-3bb75436e40cf56f78f62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 10V, Negative-QTOFsplash10-00di-1004900000-f3cae66d652083651bc32016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 20V, Negative-QTOFsplash10-00di-5917700000-851542f7279cbf5f3d052016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 40V, Negative-QTOFsplash10-002f-9000000000-6995f6142329f7f31e6f2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 10V, Negative-QTOFsplash10-00di-0000900000-3443d3c30769b641d1ca2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 20V, Negative-QTOFsplash10-00di-1000900000-c68d28cd629dd559373a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 40V, Negative-QTOFsplash10-00fs-7394100000-fb480049aa3b9433389a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 10V, Positive-QTOFsplash10-00di-0000900000-4fe27d3625e4e1d204f82021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 20V, Positive-QTOFsplash10-00dl-5000900000-806a662f295d40b18d5a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Bendroflumethiazide 40V, Positive-QTOFsplash10-0006-9000000000-3fb47aed873a01dbd8872021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00436 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00436 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDC00030040
Chemspider ID2225
KEGG Compound IDC07758
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBendroflumethiazide
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID3013
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General ReferencesNot Available

Enzymes

General function:
Involved in thiopurine S-methyltransferase activity
Specific function:
Catalyzes the S-methylation of thiopurine drugs such as 6-mercaptopurine.
Gene Name:
TPMT
Uniprot ID:
P51580
Molecular weight:
28180.09
References
  1. Lysaa RA, Giverhaug T, Wold HL, Aarbakke J: Inhibition of human thiopurine methyltransferase by furosemide, bendroflumethiazide and trichlormethiazide. Eur J Clin Pharmacol. 1996;49(5):393-6. [PubMed:8866635 ]
General function:
Involved in ion channel activity
Specific function:
Potassium channel activated by both membrane depolarization or increase in cytosolic Ca(2+) that mediates export of K(+). It is also activated by the concentration of cytosolic Mg(2+). Its activation dampens the excitatory events that elevate the cytosolic Ca(2+) concentration and/or depolarize the cell membrane. It therefore contributes to repolarization of the membrane potential. Plays a key role in controlling excitability in a number of systems, such as regulation of the contraction of smooth muscle, the tuning of hair cells in the cochlea, regulation of transmitter release, and innate immunity. In smooth muscles, its activation by high level of Ca(2+), caused by ryanodine receptors in the sarcoplasmic reticulum, regulates the membrane potential. In cochlea cells, its number and kinetic properties partly determine the characteristic frequency of each hair cell and thereby helps to establish a tonotopic map. Kinetics of KCNMA1 channels are determined by alternative splicing, phosphorylation status and its combination with modulating beta subunits. Highly sensitive to both iberiotoxin (IbTx) and charybdotoxin (CTX)
Gene Name:
KCNMA1
Uniprot ID:
Q12791
Molecular weight:
137558.1
References
  1. Tricarico D, Barbieri M, Mele A, Carbonara G, Camerino DC: Carbonic anhydrase inhibitors are specific openers of skeletal muscle BK channel of K+-deficient rats. FASEB J. 2004 Apr;18(6):760-1. Epub 2004 Feb 6. [PubMed:14766795 ]
General function:
Involved in carbonate dehydratase activity
Specific function:
Reversible hydration of carbon dioxide. Can hydrates cyanamide to urea.
Gene Name:
CA1
Uniprot ID:
P00915
Molecular weight:
28870.0
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
General function:
Involved in carbonate dehydratase activity
Specific function:
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion into the anterior chamber of the eye.
Gene Name:
CA2
Uniprot ID:
P00918
Molecular weight:
29245.895
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
General function:
Involved in transport
Specific function:
Electrically silent transporter system. Mediates sodium and chloride reabsorption
Gene Name:
SLC12A3
Uniprot ID:
P55017
Molecular weight:
113124.0
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  2. Monroy A, Plata C, Hebert SC, Gamba G: Characterization of the thiazide-sensitive Na(+)-Cl(-) cotransporter: a new model for ions and diuretics interaction. Am J Physiol Renal Physiol. 2000 Jul;279(1):F161-9. [PubMed:10894798 ]
  3. Vallon V, Rieg T, Ahn SY, Wu W, Eraly SA, Nigam SK: Overlapping in vitro and in vivo specificities of the organic anion transporters OAT1 and OAT3 for loop and thiazide diuretics. Am J Physiol Renal Physiol. 2008 Apr;294(4):F867-73. doi: 10.1152/ajprenal.00528.2007. Epub 2008 Jan 23. [PubMed:18216144 ]
General function:
Involved in carbonate dehydratase activity
Specific function:
Reversible hydration of carbon dioxide. May stimulate the sodium/bicarbonate transporter activity of SLC4A4 that acts in pH homeostasis. It is essential for acid overload removal from the retina and retina epithelium, and acid release in the choriocapillaris in the choroid.
Gene Name:
CA4
Uniprot ID:
P22748
Molecular weight:
35032.075
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]