Glipizide

Last updated

Glipizide
Glipizide.svg
Glipizide ball-and-stick.png
Clinical data
Trade names Glucotrol, Glucotrol XL, others
AHFS/Drugs.com Monograph
MedlinePlus a684060
License data
Pregnancy
category
  • AU:C
Routes of
administration
By mouth
Drug class Sulfonylurea
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability 100% (regular formulation)
90% (extended release)
Protein binding 98 to 99%
Metabolism Liver hydroxylation
Elimination half-life 2 to 5 hours
Excretion Kidney and fecal
Identifiers
  • N-(4-[N-(cyclohexylcarbamoyl)sulfamoyl]phenethyl)-5-methylpyrazine-2-carboxamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.044.919 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C21H27N5O4S
Molar mass 445.54 g·mol−1
3D model (JSmol)
Melting point 208 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) Yes check.svgY
  • Key:ZJJXGWJIGJFDTL-UHFFFAOYSA-N Yes check.svgY
 X mark.svgNYes check.svgY  (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]

Contents

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 2020, it was the 49th 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]

Related Research Articles

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Insulin is a peptide hormone produced by beta cells of the pancreatic islets encoded in humans by the insulin (INS) gene. It is considered to be the main anabolic hormone of the body. It regulates the metabolism of carbohydrates, fats and protein by promoting the absorption of glucose from the blood into liver, fat and skeletal muscle cells. In these tissues the absorbed glucose is converted into either glycogen via glycogenesis or fats (triglycerides) via lipogenesis, or, in the case of the liver, into both. Glucose production and secretion by the liver is strongly inhibited by high concentrations of insulin in the blood. Circulating insulin also affects the synthesis of proteins in a wide variety of tissues. It is therefore an anabolic hormone, promoting the conversion of small molecules in the blood into large molecules inside the cells. Low insulin levels in the blood have the opposite effect by promoting widespread catabolism, especially of reserve body fat.

<span class="mw-page-title-main">Beta cell</span> Type of cell found in pancreatic islets

Beta cells (β-cells), are specialized endocrine cells located within the pancreatic islets of Langerhans responsible for the production and release of insulin and amylin. Constituting ~50–70% of cells in human islets, beta cells play a vital role in maintaining blood glucose levels. Problems with beta cells can lead to disorders such as diabetes.

<span class="mw-page-title-main">Pancreatic islets</span> Regions of the pancreas

The pancreatic islets or islets of Langerhans are the regions of the pancreas that contain its endocrine (hormone-producing) cells, discovered in 1869 by German pathological anatomist Paul Langerhans. The pancreatic islets constitute 1–2% of the pancreas volume and receive 10–15% of its blood flow. The pancreatic islets are arranged in density routes throughout the human pancreas, and are important in the metabolism of glucose.

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<span class="mw-page-title-main">Insulinoma</span> Medical condition

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Glibenclamide, also known as glyburide, is an antidiabetic medication used to treat type 2 diabetes. It is recommended that it be taken together with diet and exercise. It may be used with other antidiabetic medication. It is not recommended for use by itself in type 1 diabetes. It is taken by mouth.

<span class="mw-page-title-main">Type 1 diabetes</span> Form of diabetes mellitus

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Exenatide, sold under the brand name Byetta and Bydureon among others, is a medication used to treat diabetes mellitus type 2. It is used together with diet, exercise, and potentially other antidiabetic medication. It is a treatment option after metformin and sulfonylureas. It is given by injection under the skin twice daily or once weekly.

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References

  1. 1 2 3 4 5 6 7 8 9 10 11 "Glipizide Monograph for Professionals". Drugs.com. AHFS. Retrieved 24 December 2018.
  2. 1 2 3 4 5 "Glucotrol XL- glipizide tablet, extended release". DailyMed. 17 August 2018. Retrieved 31 July 2020.
  3. 1 2 British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 693. ISBN   9780857113382.
  4. "The Top 300 of 2020". ClinCalc. Retrieved 7 October 2022.
  5. "Glipizide - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.
  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.