Structure via PubChem · Public domain (PubChem)
glimepiride
Sign in to saveAlso known as 3-ethyl-4-methyl-N-[2-(4-{[(trans-4-methylcyclohexyl)carbamoyl]sulfamoyl}phenyl)ethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide, 3-ethyl-4-methyl-N-[4-(N-{[(1r,4r)-4-methylcyclohexyl]carbamoyl}sulfamoyl)phenethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide
Glimepiride is an antidiabetic medication within the sulfonylurea class, primarily prescribed for the management of type 2 diabetes. It is regarded as a second-line option compared to metformin, due to metformin's well-established safety and efficacy. Use of glimepiride is recommended in conjunction with lifestyle modifications such as diet and exercise. It is taken by mouth, reaching a peak effect within three hours and lasting for about a day.
Chemical data
- Formula
- C24H34N4O5S
- Molecular weight
- 490.6 g/mol
- IUPAC name
- 4-ethyl-3-methyl-N-[2-[4-[(4-methylcyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-5-oxo-2H-pyrrole-1-carboxamide
- SMILES
- CCC1=C(CN(C1=O)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCC(CC3)C)C
- InChIKey
- WIGIZIANZCJQQY-UHFFFAOYSA-N
- XLogP
- 3.9
- Polar surface area
- 133 Ų
- H-bond donors
- 3
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Research
1,852 papers- Pioglitazone hydrochloride/glimepiride.Drugs of today (Barcelona, Spain : 1998) · 2007
- Glimepiride pharmacokinetics in overdose.Clinical toxicology (Philadelphia, Pa.) · 2022
- Glimepiride. A review of its use in the management of type 2 diabetes mellitus.Drugs · 1998
- [Glimepiride--an oral antidiabetic agent].Medicinski arhiv · 2003
- Clinical profile of glimepiride.Diabetes research and clinical practice · 1995
via PubMed
~6 min read
Encyclopedic overview
7 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Interactions
- Mechanism of action
- Pharmacokinetics
- References
{{drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 412761821 | image = Glimepiride.svg | image_class = skin-invert-image | width = 300 | alt = | image2 = Glimepiride ball-and-stick model from xtal 1997.png | image_class2 = bg-transparent
| tradename = Amaryl, others | Drugs.com = | MedlinePlus = a696016 | DailyMedID = Glimepiride | pregnancy_AU = C | routes_of_administration = By mouth | ATC_prefix = A10 | ATC_suffix = BB12 | ATC_supplemental =
Excerpted from Wikipedia’s “glimepiride” article, available under the CC BY-SA 4.0 licence.