User:Mr. Ibrahem/Glimepiride

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Mr. Ibrahem/Glimepiride
Clinical data
Trade namesAmaryl, other
AHFS/Drugs.comMonograph
MedlinePlusa696016
License data
Routes of
administration		By mouth (tablets)
Drug classSulfonylurea[1]
Legal status
Legal status
  • US: ℞-only
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability100%
Protein binding>99.5%
MetabolismLiver (1st stage through CYP2C9)
Elimination half-life5–8 hours
ExcretionUrine (~60%), feces (~40%)
Identifiers
  • 3-Ethyl-4-methyl-N-[2-(4-{[(trans-4-methylcyclohexyl)carbamoyl]sulfamoyl}phenyl)ethyl]-2-oxo-2,5-dihydro-1H-pyrrole-1-carboxamide
Chemical and physical data
FormulaC24H34N4O5S
Molar mass490.62 g·mol−1
3D model (JSmol)
Melting point207 °C (405 °F)
  • O=C3C(/CC)=C(/C)CN3C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)N[C@H]2CC[C@H](C)CC2
  • InChI=1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19- checkY
  • Key:WIGIZIANZCJQQY-RUCARUNLSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Glimepiride, sold under the trade name Amaryl among others, is a medication used to treat diabetes mellitus type 2.[2][3] It is less preferred than metformin.[2] Use is recommended together with diet and exercise.[2] It is taken by mouth.[2] Glimepiride takes up to three hours for maximum effect and lasts for about a day.[2]

Common side effects include headache, nausea, and dizziness.[2] Serious side effects may include low blood sugar.[2] Use during pregnancy and breastfeeding is not recommended.[5] It works mainly by increasing the amount of insulin released from the pancreas.[2] It is classified as a second-generation sulfonylurea.[1]

Glimepiride was patented in 1979 and approved for medical use in 1995.[6] It is available as a generic medication.[3] A month supply in the United Kingdom costs the NHS about 7.00 £ per month as of 2019.[3] In the United States, the wholesale cost of this amount is about 2.15 USD.[7] In 2017, it was the 64th most commonly prescribed medication in the United States, with more than twelve million prescriptions.[8][9]

References[edit]

  1. ^ a b Davis SN (2004). "The role of glimepiride in the effective management of Type 2 diabetes". J. Diabetes Complicat. 18 (6): 367–76. doi:10.1016/j.jdiacomp.2004.07.001. PMID 15531188.
  2. ^ a b c d e f g h i j "Glimepiride Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 6 March 2019. Retrieved 3 March 2019.
  3. ^ a b c d British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 693. ISBN 9780857113382.
  4. ^ "WHOCC - ATC/DDD Index". www.whocc.no. Archived from the original on 22 January 2021. Retrieved 7 September 2020.
  5. ^ "Glimepiride Pregnancy and Breastfeeding Warnings". Drugs.com. Archived from the original on 6 March 2019. Retrieved 3 March 2019.
  6. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 449. ISBN 9783527607495. Archived from the original on 2016-12-27. Retrieved 2019-02-28.
  7. ^ "NADAC as of 2019-02-27". Centers for Medicare and Medicaid Services. Archived from the original on 2019-03-06. Retrieved 3 March 2019.
  8. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 12 February 2021. Retrieved 11 April 2020.
  9. ^ "Glimepiride - Drug Usage Statistics". ClinCalc. Archived from the original on 29 November 2020. Retrieved 11 April 2020.
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