<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:36:40 UTC</creation_date>
  <update_date>2026-08-22 18:11:53 UTC</update_date>
  <accession/>
  <common_name>Acetazolamide</common_name>
  <class>SmallMolecule</class>
  <description>Acetazolamide is an organic compound with the formula C4H6N4O3S2 and an average molecular weight of 222.25 g/mol. Acetazolamide belongs to the thiadiazoles, a subclass of azoles within the organic compounds. It is an inhibitor of eight recorded protein targets, including Carbonic anhydrase 1 (CA1), Carbonic anhydrase 2 (CA2), Carbonic anhydrase 14 (CA14), and Aquaporin-1 (AQP1).

The compound is used as a treatment for Pseudotumor cerebri (PMC1492602) and glaucoma (PMC10348020). Additionally, it has a therapeutic effect on vomiting (PMC1492602), nausea (PMC1492602), and headache (PMC1492602). Recorded exposure routes for the substance include oral and intravenous administration.

Acetazolamide is found in or released from 18 recorded sources. Within healthcare, pharmaceuticals and veterinary products, it is present in miotics and antiglaucoma preparations and gynecologicals. It is also associated with drinking water and water supply, as well as food preservation in food, food processing and cookware. Other sources include building and construction materials such as roofs and sunshades awnings or outside screens. Household cleaning and consumer products include tobacco smoke filters, perfumes within detergents and soaps, non electric simulated smoking devices, cigar cigarettes, and other smoking requisites. Finally, it is found in electrical and electronic equipment, specifically electrodes, relays, magnets, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide</synonym>
  </synonyms>
  <chemical_formula>C4H6N4O3S2</chemical_formula>
  <average_molecular_weight>222.245</average_molecular_weight>
  <monisotopic_moleculate_weight>221.988131458</monisotopic_moleculate_weight>
  <iupac_name>N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide</iupac_name>
  <traditional_iupac>acetazolamide</traditional_iupac>
  <cas_registry_number>59-66-5</cas_registry_number>
  <smiles>CC(=O)NC1=NN=C(S1)S(N)(=O)=O</smiles>
  <inchi>InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)</inchi>
  <inchikey>BZKPWHYZMXOIDC-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom/>
    <super_class/>
    <class/>
    <sub_class/>
    <direct_parent/>
    <alternate_parents/>
    <substituents/>
    <molecular_framework/>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Acetazolamide Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143257</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-1</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-0.39</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.90</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.79e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>-1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>6.93</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-3.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>N-(5-sulfamoyl-1,3,4-thiadiazol-2-yl)acetamide</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>222.245</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>221.988131458</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CC(=O)NC1=NN=C(S1)S(N)(=O)=O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C4H6N4O3S2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C4H6N4O3S2/c1-2(9)6-3-7-8-4(12-3)13(5,10)11/h1H3,(H2,5,10,11)(H,6,7,9)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>BZKPWHYZMXOIDC-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>115.04</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>47.36</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>19.16</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>5</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>-1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f726ed2f518&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB00819</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>1986</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>1909</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
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  <stitch_id/>
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  <pdb_id/>
  <wikipidia/>
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