Glipizide

Chemical compound

  • US DailyMed: Glipizide
Pregnancy
category
  • AU: C
Routes of
administrationBy mouthDrug classSulfonylureaATC code
  • A10BB07 (WHO)
Legal statusLegal status
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic dataBioavailability100% (regular formulation)
90% (extended release)Protein binding98 to 99%MetabolismLiver hydroxylationElimination half-life2 to 5 hoursExcretionKidney and fecalIdentifiers
  • N-(4-[N-(cyclohexylcarbamoyl)sulfamoyl]phenethyl)-5-methylpyrazine-2-carboxamide
CAS Number
  • 29094-61-9 checkY
PubChem CID
  • 3478
IUPHAR/BPS
  • 6821
DrugBank
  • DB01067 checkY
ChemSpider
  • 3359 checkY
UNII
  • X7WDT95N5C
KEGG
  • D00335 checkY
ChEBI
  • CHEBI:5384 ☒N
ChEMBL
  • ChEMBL1073 checkY
CompTox Dashboard (EPA)
  • DTXSID0040676 Edit this at Wikidata
ECHA InfoCard100.044.919 Edit this at WikidataChemical and physical dataFormulaC21H27N5O4SMolar mass445.54 g·mol−13D model (JSmol)
  • Interactive image
Melting point208 to 209 °C (406 to 408 °F)
  • O=C(c1ncc(nc1)C)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3
  • 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) checkY
  • Key:ZJJXGWJIGJFDTL-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Glipizide, sold under the brand name Glucotrol among others, is an anti-diabetic medication of the sulfonylurea class used to treat type 2 diabetes.[1][2] It is used together with a diabetic diet and exercise.[1][2] It is not indicated for use by itself in type 1 diabetes.[1][2] It is taken by mouth.[1][2] Effects generally begin within half an hour and can last for up to a day.[1]

Common side effects include nausea, diarrhea, low blood sugar, and headache.[1] Other side effects include sleepiness, skin rash, and shakiness.[3] The dose may need to be adjusted in those with liver or kidney disease.[1] Use during pregnancy or breastfeeding is not recommended.[3] It works by stimulating the pancreas to release insulin and increases tissue sensitivity to insulin.[1]

Glipizide was approved for medical use in the United States in 1984.[1] It is available as a generic medication.[1] In 2021, it was the 48th most commonly prescribed medication in the United States, with more than 13 million prescriptions.[4][5]

Mechanism of action

Glipizide sensitizes the beta cells of pancreatic islets of Langerhans insulin response, meaning that more insulin is released in response to glucose than would be without glipizide ingestion.[2] Glipizide acts by partially blocking potassium channels among beta cells of pancreatic islets of Langerhans. By blocking potassium channels, the cell depolarizes, which results in the opening of voltage-gated calcium channels. The resulting calcium influx encourages insulin release from beta cells.[6]

History

It was patented in 1969, and approved for medical use in 1971.[7] Glipizide was approved for medical use in the United States in 1984.[1]

References

  1. ^ a b c d e f g h i j k "Glipizide Monograph for Professionals". Drugs.com. AHFS. Retrieved 24 December 2018.
  2. ^ a b c d e "Glucotrol XL- glipizide tablet, extended release". DailyMed. 17 August 2018. Retrieved 31 July 2020.
  3. ^ a b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 693. ISBN 9780857113382.
  4. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  5. ^ "Glipizide - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.
  6. ^ Bösenberg LH, Van Zyl DG (December 2008). "The mechanism of action of oral antidiabetic drugs: a review of recent literature". Journal of Endocrinology, Metabolism and Diabetes of South Africa. 13 (3): 80–8. doi:10.1080/22201009.2008.10872177. hdl:2263/10139.
  7. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 449. ISBN 9783527607495.
  • v
  • t
  • e
Oral diabetes medication, insulins and insulin analogs, and other drugs used in diabetes (A10)
fast-acting
short-acting
long-acting
ultra-long-acting
inhalable
  • Exubera
  • Afrezza
Non-insulins
Insulin sensitizers
Biguanides
TZDs/"glitazones" (PPAR)
Dual PPAR agonists
Amylin analogs and DACRAs
Secretagogues
K+ATP
Sulfonylureas
Meglitinides/"glinides"
GLP-1 receptor agonists
GLP1 poly-agonist peptides
DPP-4 inhibitors/"gliptins"
Other
Aldose reductase inhibitors
Alpha-glucosidase inhibitors
SGLT2 inhibitors/"gliflozins"
Other
Combinations
  • v
  • t
  • e
Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
  • GIRKTooltip G protein-coupled inwardly rectifying potassium channel-specific: ML-297 (VU0456810)
KCaTooltip Calcium-activated potassium channel
Blockers
  • BKCa-specific: Ethanol (alcohol)
  • GAL-021
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
  • Solnatide
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
  • See here instead.
LGICsTooltip Ligand gated ion channels
  • See here instead.
See also: Receptor/signaling modulators • Transient receptor potential channel modulators
Portal:
  • icon Medicine