Record Information
Version1.0
Creation date2011-09-21 00:18:58 UTC
Update date2015-10-09 22:31:18 UTC
Primary IDFDB022745
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameHydrochlorothiazide
DescriptionA thiazide diuretic often considered the prototypical member of this class. It reduces the reabsorption of electrolytes from the renal tubules. This results in increased excretion of water and electrolytes, including sodium, potassium, chloride, and magnesium. It has been used in the treatment of several disorders including edema, hypertension, diabetes insipidus, and hypoparathyroidism. -- Pubchem Hydrochlorothiazide (Apo-Hydro, Aquazide H, Microzide, Oretic), sometimes abbreviated HCT, HCTZ, or HZT is a popular diuretic drug that acts by inhibiting the kidney's ability to retain water. This reduces the volume of the blood, decreasing peripheral vascular resistance. Chlorothiazide, a carbonic anhydrase inhibitor. --Wikipedia [HMDB]
CAS Number58-93-5
Structure
Thumb
Synonyms
SynonymSource
EsidrixChEBI
HidroclorotiazidaChEBI
HydrochlorothiazidumChEBI
MicrozideKegg
3,4-DihydrochlorothiazideHMDB
AcureticHMDB
AldactazideHMDB
AldorilHMDB
ApresazideHMDB
AquarillsHMDB
AquariusHMDB
BremilHMDB
CaplarilHMDB
CapozideHMDB
ChlorosulthiadilHMDB
ChlorothiazideHMDB
Chlorsulfonamidodihydrobenzothiadiazine dioxideHMDB
ChlorzideHMDB
CidrexHMDB
DichlorosalHMDB
DichlotiazidHMDB
DichlotrideHMDB
DiclotrideHMDB
DihydrochlorothiazidHMDB
DihydrochlorothiazideHMDB
DihydrochlorothiazidumHMDB
DihydrochloruritHMDB
DihydrochloruriteHMDB
DihydroxychlorothiazidumHMDB
DiremaHMDB
DisalunilHMDB
DiurilHMDB
DrenolHMDB
DyazideHMDB
EsidrexHMDB
EsimilHMDB
FluvinHMDB
HCTZHMDB
HCZHMDB
HidrilHMDB
HidrochlortiazidHMDB
HidroronolHMDB
HidrotiazidaHMDB
HydrilHMDB
Hydro-aquilHMDB
Hydro-DHMDB
Hydro-diurilHMDB
Hydrochloro thiazideHMDB
HydrochlorothiazidHMDB
Hydrochlorothiazide intensolHMDB
HydrochlorthiazideHMDB
HydrodiureticHMDB
HydrodiurilHMDB
HydropresHMDB
HydrosaluricHMDB
HydrothideHMDB
HydrozideHMDB
HypothiazidHMDB
HypothiazideHMDB
HyzaarHMDB
IdrotiazideHMDB
InderideHMDB
IvauganHMDB
Jen-dirilHMDB
Lopressor HCTHMDB
Lotensin HCTHMDB
MaschittHMDB
MaxzideHMDB
MegadiurilHMDB
ModureticHMDB
NefrixHMDB
Neo-codemaHMDB
NeoflumenHMDB
NewtolideHMDB
OreticHMDB
PanurinHMDB
PrinzideHMDB
Ro-hydrazideHMDB
Ser-ap-esHMDB
ServithiazidHMDB
ThiareticHMDB
ThiureticHMDB
ThlareticHMDB
TimolideHMDB
UnipresHMDB
UrodiazinHMDB
VasereticHMDB
VetidrexHMDB
ZiacHMDB
ZideHMDB
SectrazideHMDB
DichlothiazideHMDB
Hydro-Aquilhmdb
Hydro-Diurilhmdb
Hydrochloro Thiazidehmdb
Hydrochlorothiazidehmdb
Hydrochlorothiazide Intensolhmdb
Jen-Dirilhmdb
Ser-Ap-Eshmdb
Predicted Properties
PropertyValueSource
Water Solubility2.24 g/LALOGPS
logP-0.16ALOGPS
logP-0.58ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)9.09ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area118.36 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity63.11 m³·mol⁻¹ChemAxon
Polarizability25.35 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC7H8ClN3O4S2
IUPAC name6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide
InChI IdentifierInChI=1S/C7H8ClN3O4S2/c8-4-1-5-7(2-6(4)16(9,12)13)17(14,15)11-3-10-5/h1-2,10-11H,3H2,(H2,9,12,13)
InChI KeyJZUFKLXOESDKRF-UHFFFAOYSA-N
Isomeric SMILESNS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1
Average Molecular Weight297.739
Monoisotopic Molecular Weight296.964474846
Classification
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
  • Aryl chloride
  • Aryl halide
  • Organosulfonic acid amide
  • Benzenoid
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Aminosulfonyl compound
  • Sulfonyl
  • Secondary amine
  • Azacycle
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Organosulfur compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Role

Environmental role:

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00r2-6490000000-3f5d9320308b823c6489Spectrum
Predicted GC-MSHydrochlorothiazide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014i-1490000000-623736f34c52e89bbc88Spectrum
Predicted GC-MSHydrochlorothiazide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSHydrochlorothiazide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-052b-0090000000-aaa48e4702874457ae26Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0r6r-0920000000-b129acf72e7dde12441eSpectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a4i-1900000000-67f803f38aed0bd12adeSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-001i-0490000000-86abfe4bae6e32f1189aSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-014i-0090000000-7906a6e4cfb51dce1396Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-c44dbed5084dc5df03d8Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-976dcb246a2272b22565Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0uxr-1090000000-16e563e592e4a566424dSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0fb9-9580000000-3c9227e3df8ed6dc9ae9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9720000000-12525bfcb83ea1611970Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9200000000-df37b796b59f084b0229Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-220666bc28231ad387e8Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-f434c5d8ee94540ec0d2Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0uxr-1090000000-8a3c270e0fb285b26f15Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0fb9-9480000000-5f6c5ed1d291d71a0aaeSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9520000000-679def33e8239c1382f3Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9400000000-c9b80274d62fda64c531Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-014i-0090000000-0a962453b9e31eec3822Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0090000000-ac2b5d07eaacba87a181Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0090000000-ebd02b17cc1bcbc24502Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1090000000-5e38ac3d2095cf748e87Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0930000000-7d03b4df6a4398a11962Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00kb-0090000000-7508f697b07f36ba3fedSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-7190000000-6fe4cadaa6d8f344354eSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0ed40c1b83b8f3d34e9fSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
1D NMR1H NMR SpectrumSpectrum
1D NMR13C NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID3513
ChEMBL IDCHEMBL435
KEGG Compound IDC07041
Pubchem Compound ID3639
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB00999
HMDB IDHMDB01928
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDHCZ
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDHydrochlorothiazide
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference