Structure via PubChem · Public domain (PubChem)
glyburide
Sign in to saveAlso known as glibenclamide, 5-chloro-N-{2-[4-({[(cyclohexylamino)carbonyl]amino}sulfonyl)phenyl]ethyl}-2-methoxybenzamide, 1-{p-[2-(5-chloro-2-methoxybenzamido)ethyl]benzenesulfonyl}-3-cyclohexylurea, 1-({p-[2-(5-chloro-o-anisamido)ethyl]phenyl}sulfonyl)-3-cyclohexylurea
Glibenclamide, also known as glyburide (U.S. English), 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.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 461120828
- Drug.image
- Glibenclamide.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 275
- Drug.image2
- Glibenclamide-4YVP-ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.USAN
- Glyburide
- Drug.tradename
- Diabeta, Glynase, Micronase, others
- Drug.MedlinePlus
- a684058
- Drug.DailyMedID
- Glyburide
- Drug.pregnancy_AU
- C
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- A10
- Drug.ATC_suffix
- BB01
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
via Wikipedia infobox
Chemical data
- Formula
- C23H28ClN3O5S
- Molecular weight
- 494 g/mol
- IUPAC name
- 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
- SMILES
- COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
- InChIKey
- ZNNLBTZKUZBEKO-UHFFFAOYSA-N
- XLogP
- 4.8
- Polar surface area
- 122 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
12,204 papers- Glyburide inhibits the Cryopyrin/Nalp3 inflammasome.The Journal of cell biology · 2009
- Glyburide and retinoic acid synergize to promote wound healing by anti-inflammation and RIP140 degradation.Scientific reports · 2018
- Glibenclamide as a neuroprotective antidementia drug.Archives of physiology and biochemistry · 2022
- Hypoglycemic activity of glyburide (glibenclamide) metabolites in humans.Diabetes care · 1994
- Glyburide-induced acute haemolysis in a G6PD-deficient patient with NIDDM.British journal of haematology · 1996
via PubMed
Wikidata facts
- Subclass of
- sulfonylurea
- Mass
- 493.144
- Has use
- medication
Show 13 more facts
- MCN code
- 2935.90.92
- different from
- gliclazide
- subject has role
- anti-diabetic medication
- chemical formula
- C₂₃H₂₈ClN₃O₅S
- melting point
- 173
- significant drug interaction
- sulfamethoxazole
- isomeric SMILES
- COC1=CC=C(C=C1/C(=N\CCC2=CC=C(C=C2)S(=O)(=O)N/C(=N\C3CCCCC3)/O)/O)Cl
- canonical SMILES
- COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
- World Health Organisation international non-proprietary name
- glibenclamide
- described by source
- Armenian Soviet Encyclopedia
- stylized name
- glyBURIDE
- Commons category
- Glibenclamide
- defined daily dose
- 10
via Wikidata · CC0
~4 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Side effects
- Contraindications
- Pregnancy and breastfeeding
- Mechanism of action
- History
- Society and culture
- Brand names
- References
Glibenclamide, also known as glyburide (U.S. English), 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.
Common side effects include nausea and heartburn. Serious side effects may include angioedema and low blood sugar. It is generally not recommended during pregnancy but can be used during breastfeeding. It is in the sulfonylureas class of medications and works by increasing the release of insulin from the pancreas.
Excerpted from Wikipedia’s “glyburide” article, available under the CC BY-SA 4.0 licence.