<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2011-09-21 00:18:58 UTC</creation_date>
  <update_date>2015-10-09 22:31:18 UTC</update_date>
  <accession>FDB022745</accession>
  <name>Hydrochlorothiazide</name>
  <description>A 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]</description>
  <synonyms>
    <synonym>3,4-Dihydrochlorothiazide</synonym>
    <synonym>Acuretic</synonym>
    <synonym>Aldactazide</synonym>
    <synonym>Aldoril</synonym>
    <synonym>Apresazide</synonym>
    <synonym>Aquarills</synonym>
    <synonym>Aquarius</synonym>
    <synonym>Bremil</synonym>
    <synonym>Caplaril</synonym>
    <synonym>Capozide</synonym>
    <synonym>Chlorosulthiadil</synonym>
    <synonym>Chlorothiazide</synonym>
    <synonym>Chlorsulfonamidodihydrobenzothiadiazine dioxide</synonym>
    <synonym>Chlorzide</synonym>
    <synonym>Cidrex</synonym>
    <synonym>Dichlorosal</synonym>
    <synonym>Dichlotiazid</synonym>
    <synonym>Dichlotride</synonym>
    <synonym>Diclotride</synonym>
    <synonym>Dihydrochlorothiazid</synonym>
    <synonym>Dihydrochlorothiazide</synonym>
    <synonym>Dihydrochlorothiazidum</synonym>
    <synonym>Dihydrochlorurit</synonym>
    <synonym>Dihydrochlorurite</synonym>
    <synonym>Dihydroxychlorothiazidum</synonym>
    <synonym>Direma</synonym>
    <synonym>Disalunil</synonym>
    <synonym>Diuril</synonym>
    <synonym>Drenol</synonym>
    <synonym>Dyazide</synonym>
    <synonym>Esidrex</synonym>
    <synonym>Esidrix</synonym>
    <synonym>Esimil</synonym>
    <synonym>Fluvin</synonym>
    <synonym>HCTZ</synonym>
    <synonym>HCZ</synonym>
    <synonym>Hidril</synonym>
    <synonym>Hidrochlortiazid</synonym>
    <synonym>Hidroclorotiazida</synonym>
    <synonym>Hidroronol</synonym>
    <synonym>Hidrotiazida</synonym>
    <synonym>Hydril</synonym>
    <synonym>Hydro-Aquil</synonym>
    <synonym>Hydro-D</synonym>
    <synonym>Hydro-Diuril</synonym>
    <synonym>Hydrochloro Thiazide</synonym>
    <synonym>Hydrochlorothiazid</synonym>
    <synonym>Hydrochlorothiazide</synonym>
    <synonym>Hydrochlorothiazide Intensol</synonym>
    <synonym>Hydrochlorothiazidum</synonym>
    <synonym>Hydrochlorthiazide</synonym>
    <synonym>Hydrodiuretic</synonym>
    <synonym>Hydrodiuril</synonym>
    <synonym>Hydropres</synonym>
    <synonym>Hydrosaluric</synonym>
    <synonym>Hydrothide</synonym>
    <synonym>Hydrozide</synonym>
    <synonym>Hypothiazid</synonym>
    <synonym>Hypothiazide</synonym>
    <synonym>Hyzaar</synonym>
    <synonym>Idrotiazide</synonym>
    <synonym>Inderide</synonym>
    <synonym>Ivaugan</synonym>
    <synonym>Jen-Diril</synonym>
    <synonym>Lopressor HCT</synonym>
    <synonym>Lotensin HCT</synonym>
    <synonym>Maschitt</synonym>
    <synonym>Maxzide</synonym>
    <synonym>Megadiuril</synonym>
    <synonym>Microzide</synonym>
    <synonym>Moduretic</synonym>
    <synonym>Nefrix</synonym>
    <synonym>Neo-codema</synonym>
    <synonym>Neoflumen</synonym>
    <synonym>Newtolide</synonym>
    <synonym>Oretic</synonym>
    <synonym>Panurin</synonym>
    <synonym>Prinzide</synonym>
    <synonym>Ro-hydrazide</synonym>
    <synonym>Ser-Ap-Es</synonym>
    <synonym>Servithiazid</synonym>
    <synonym>Thiaretic</synonym>
    <synonym>Thiuretic</synonym>
    <synonym>Thlaretic</synonym>
    <synonym>Timolide</synonym>
    <synonym>Unipres</synonym>
    <synonym>Urodiazin</synonym>
    <synonym>Vaseretic</synonym>
    <synonym>Vetidrex</synonym>
    <synonym>Ziac</synonym>
    <synonym>Zide</synonym>
  </synonyms>
  <chemical_formula>C7H8ClN3O4S2</chemical_formula>
  <average_molecular_weight>297.739</average_molecular_weight>
  <monisotopic_moleculate_weight>296.964474846</monisotopic_moleculate_weight>
  <iupac_name>6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide</iupac_name>
  <traditional_iupac>6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide</traditional_iupac>
  <cas_registry_number>58-93-5</cas_registry_number>
  <smiles>NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1</smiles>
  <inchi>InChI=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>
  <inchikey>JZUFKLXOESDKRF-UHFFFAOYSA-N</inchikey>
  <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.</description>
    <direct_parent>1,2,4-benzothiadiazine-1,1-dioxides</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Thiadiazines</class>
    <sub_class>Benzothiadiazines</sub_class>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Aminosulfonyl compounds</alternative_parent>
      <alternative_parent>Aryl chlorides</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzenoids</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organochlorides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Organosulfonamides</alternative_parent>
      <alternative_parent>Secondary alkylarylamines</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>1,2,4-benzothiadiazine-1,1-dioxide</substituent>
      <substituent>Amine</substituent>
      <substituent>Aminosulfonyl compound</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Aryl chloride</substituent>
      <substituent>Aryl halide</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organic sulfonic acid or derivatives</substituent>
      <substituent>Organochloride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Organosulfonic acid amide</substituent>
      <substituent>Organosulfonic acid or derivatives</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Secondary aliphatic/aromatic amine</substituent>
      <substituent>Secondary amine</substituent>
      <substituent>Sulfonyl</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>benzothiadiazine</external_descriptor>
      <external_descriptor>organochlorine compound</external_descriptor>
      <external_descriptor>sulfonamide</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.16</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.12</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.24e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.58</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>9.09</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-2.7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>6-chloro-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine-7-sulfonamide</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>297.739</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>296.964474846</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>NS(=O)(=O)C1=C(Cl)C=C2NCNS(=O)(=O)C2=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C7H8ClN3O4S2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=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)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>JZUFKLXOESDKRF-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>118.36</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>63.11</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>25.35</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>1807</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2503</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>3200</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>7529</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>132612</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>140346</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>450</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrTwoD</type>
      <spectrum_id>1747</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1863</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1864</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>1865</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>254301</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>254302</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>254303</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>274242</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>274243</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>274244</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>374502</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435918</spectrum_id>
    </spectrum>
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      <type>Specdb::MsMs</type>
      <spectrum_id>435919</spectrum_id>
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      <spectrum_id>435920</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>435921</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435922</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435923</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435924</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435925</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>435926</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>435927</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435928</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435929</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435930</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435931</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>436908</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB01928</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id>HCZ</het_id>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce304c3638&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c3480&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c3278&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c3098&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2eb8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2d00&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2af8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2940&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2788&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2558&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2378&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c21c0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c2008&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c1e50&gt;</reference>
    <reference>#&lt;Reference:0x000055ce304c1c98&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
