Structure via PubChem · Public domain (PubChem)
glipizide
Sign in to saveAlso known as N-{4-[beta-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulphonyl}-N'-cyclohexylurea, 1-cyclohexyl-3-({p-[2-(5-methylpyrazinecarboxamido)ethyl]phenyl}sulfonyl)urea, N-{4-[β-(5-methylpyrazine-2-carboxamido)ethyl]benzenesulphonyl}-N'-cyclohexylurea
Glipizide, sold under the brand name Glucotrol among others, is an anti-diabetic medication of the sulfonylurea class used to treat type 2 diabetes. It is used together with a diabetic diet and exercise. It is not indicated for use by itself in type 1 diabetes. It is taken by mouth. Effects generally begin within half an hour and can last for up to a day.
Key facts
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 444731264
- Drug.image
- Glipizide.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Glipizide ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Glucotrol, Glucotrol XL, others
- Drug.MedlinePlus
- a684060
- Drug.DailyMedID
- Glipizide
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth
- Drug.class
- Sulfonylurea
- Drug.ATC_prefix
- A10
- Drug.ATC_suffix
- BB07
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx only
- Drug.bioavailability
- 100% (regular formulation)90% (extended release)
via Wikipedia infobox
Chemical data
- Formula
- C21H27N5O4S
- Molecular weight
- 445.5 g/mol
- IUPAC name
- N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-5-methylpyrazine-2-carboxamide
- SMILES
- CC1=CN=C(C=N1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
- InChIKey
- ZJJXGWJIGJFDTL-UHFFFAOYSA-N
- XLogP
- 1.9
- Polar surface area
- 139 Ų
- H-bond donors
- 3
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
1,332 papers- Clinical pharmacokinetics of glipizide: a systematic review.Expert opinion on drug metabolism & toxicology · 2025
- Glipizide: a second-generation sulfonylurea hypoglycemic agent. Pharmacology, pharmacokinetics and clinical use.Pharmacotherapy · 1985
- Glyburide and glipizide, second-generation oral sulfonylurea hypoglycemic agents.Clinical pharmacy · 1984
- Glipizide. A review of the pharmacoeconomic implications of the extended-release formulation in type 2 diabetes mellitus.PharmacoEconomics · 2000
- Glipizide: an oral hypoglycemic drug.The American journal of the medical sciences · 1989
via PubMed
Wikidata facts
- Subclass of
- sulfonylurea
- Mass
- 445.178375
- Has use
- medication
Show 10 more facts
- chemical formula
- C₂₁H₂₇N₅O₄S
- isomeric SMILES
- CC1=CN=C(C=N1)/C(=N\CCC2=CC=C(C=C2)S(=O)(=O)N/C(=N\C3CCCCC3)/O)/O
- canonical SMILES
- CC1=NC=C(N=C1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
- World Health Organisation international non-proprietary name
- glipizide
- different from
- gliclazide
- defined daily dose
- 10
- subject has role
- anti-diabetic medication
- stylized name
- glipiZIDE
- Commons category
- Glipizide
- significant drug interaction
- clarithromycin
Sources (7)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Mechanism of action
- History
- Synthesis
- References
Glipizide, sold under the brand name Glucotrol among others, is an anti-diabetic medication of the sulfonylurea class used to treat type 2 diabetes. It is used together with a diabetic diet and exercise. It is not indicated for use by itself in type 1 diabetes. It is taken by mouth. Effects generally begin within half an hour and can last for up to a day.
Common side effects include nausea, diarrhea, low blood sugar, and headache. Other side effects include sleepiness, skin rash, and shakiness. The dose may need to be adjusted in those with liver or kidney disease. Use during pregnancy or breastfeeding is not recommended. It works by stimulating the pancreas to release insulin and increases tissue sensitivity to insulin.
Excerpted from Wikipedia’s “glipizide” article, available under the CC BY-SA 4.0 licence.