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)splash10-00r2-6490000000-3f5d9320308b823c64892014-09-20View Spectrum
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 - LC-ESI-ITFT , negativesplash10-014i-0090000000-7906a6e4cfb51dce13962017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-c44dbed5084dc5df03d82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-976dcb246a2272b225652017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0uxr-1090000000-16e563e592e4a566424d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0fb9-9580000000-3c9227e3df8ed6dc9ae92017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9720000000-12525bfcb83ea16119702017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9200000000-df37b796b59f084b02292017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-220666bc28231ad387e82017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0002-0090000000-f434c5d8ee94540ec0d22017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0uxr-1090000000-8a3c270e0fb285b26f152017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0fb9-9480000000-5f6c5ed1d291d71a0aae2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9520000000-679def33e8239c1382f32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-004i-9400000000-c9b80274d62fda64c5312017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-014i-0090000000-0a962453b9e31eec38222017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0090000000-ac2b5d07eaacba87a1812017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0gb9-1090000000-8649018477d708cb6bd72017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9400000000-266cd4efe3deeebe29f32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-014i-0090000000-bc85dd2515151e4fec032017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-004i-9200000000-0f74393a0813e692bd202021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-004i-9300000000-28e5742a9d4eca7b8b562021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-004i-9320000000-b939e4fba37f7da92d722021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-0fb9-5190000000-04ff81457234f6f9b8e12021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-004i-9200000000-df37b796b59f084b02292021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-004i-9720000000-12525bfcb83ea16119702021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-0002-0090000000-220666bc28231ad387e82021-09-20View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 100.40 MHz, DMSO-d6, experimental)Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Spectrum
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