<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2524</id>
  <title>T3D2483</title>
  <common-name>Glipizide</common-name>
  <description>Glipizide is only found in individuals that have used or taken this drug. It is an oral hypoglycemic agent which is rapidly absorbed and completely metabolized. [PubChem]Sulfonylureas likely bind to ATP-sensitive potassium-channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Depolarization stimulates calcium ion influx through voltage-sensitive calcium channels, raising intracellular concentrations of calcium ions, which induces the secretion, or exocytosis, of insulin.</description>
  <cas>29094-61-9</cas>
  <pubchem-id>3478</pubchem-id>
  <chemical-formula>C21H27N5O4S</chemical-formula>
  <weight>365.126110</weight>
  <appearance>White powder.</appearance>
  <melting-point>200-203°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>37.2 mg/L</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Oral.Gastrointestinal absorption is uniform, rapid, and essentially complete.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Sulfonylureas likely bind to ATP-sensitive potassium-channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Depolarization stimulates calcium ion influx through voltage-sensitive calcium channels, raising intracellular concentrations of calcium ions, which induces the secretion, or exocytosis, of insulin.</mechanism-of-toxicity>
  <metabolism>Hepatic. The major metabolites of glipizide are products of aromatic hydroxylation and have no hypoglycemic activity. A minor metabolite which accounts for less than 2% of a dose, an acetylaminoethyl benzine derivatives, is reported to have 1/10 to 1/3 as much hypoglycemic activity as the parent compound.Route of Elimination: The primary metabolites are inactive hydroxylation products and polar conjugates and are excreted mainly in the urine.Half Life: 2-5 hours</metabolism>
  <toxicity>The acute oral toxicity was extremely low in all species tested (LD50 greater than 4 g/kg). </toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For use as an adjunct to diet for the control of hyperglycemia and its associated symptomatology in patients with non-insulin-dependent diabetes mellitus (NIDDM; type II), formerly known as maturity-onset diabetes, after an adequate trial of dietary therapy has proved unsatisfactory.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>The acute oral toxicity was extremely low in all species tested (LD50 greater than 4 g/kg). Overdosage of sulfonylureas including glipizide can produce hypoglycemia.</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-03T22:08:18Z</created-at>
  <updated-at type="dateTime">2026-03-31T18:00:29Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Glipizide</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>239286</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>D005913</ctd-id>
  <stitch-id>Glipizide</stitch-id>
  <drugbank-id>DB01067</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC1=CN=C(C=N1)C(=O)NCCC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC1CCCCC1</moldb-smiles>
  <moldb-formula>C21H27N5O4S</moldb-formula>
  <moldb-inchi>InChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)</moldb-inchi>
  <moldb-inchikey>ZJJXGWJIGJFDTL-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">445.535</moldb-average-mass>
  <moldb-mono-mass type="decimal">445.178375067</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.91</logp>
  <hmdb-id>HMDB15200</hmdb-id>
  <chembl-id>CHEMBL1073</chembl-id>
  <chemspider-id>3359</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Suresh Kumar Gidwani, Purushottam Singnurkar, Prashant Kumar Tewari, &amp;#8220;Sustained release pharmaceutical composition containing glipizide and method for producing same.&amp;#8221; U.S. Patent US6270797, issued February, 2000.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002065</chemdb-id>
  <dsstox-id>DTXSID0040676</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00009815</susdat-id>
  <iupac>N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-5-methylpyrazine-2-carboxamide</iupac>
</compound>
