Acetohexamide

Chemical compound
  • A10BB31 (WHO)
Pharmacokinetic dataProtein binding90%Identifiers
  • 1-[(4-acetylbenzene)sulfonyl]-3-cyclohexylurea 4-acetyl-N-(cyclohexylcarbamoyl)benzenesulfonamide
CAS Number
  • 968-81-0 checkY
PubChem CID
  • 1989
IUPHAR/BPS
  • 6793
DrugBank
  • DB00414 checkY
ChemSpider
  • 1912 checkY
UNII
  • QGC8W08I6I
KEGG
  • D00219 checkY
ChEBI
  • CHEBI:28052 checkY
ChEMBL
  • ChEMBL1589 checkY
CompTox Dashboard (EPA)
  • DTXSID7020007 Edit this at Wikidata
ECHA InfoCard100.012.301 Edit this at WikidataChemical and physical dataFormulaC15H20N2O4SMolar mass324.40 g·mol−13D model (JSmol)
  • Interactive image
Melting point188 to 190 °C (370 to 374 °F)
  • O=C(NC1CCCCC1)NS(=O)(=O)c2ccc(C(=O)C)cc2
  • InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19) checkY
  • Key:VGZSUPCWNCWDAN-UHFFFAOYSA-N checkY
  (verify)

Acetohexamide (trade name Dymelor) is a first-generation sulfonylurea medication used to treat diabetes mellitus type 2, particularly in people whose diabetes cannot be controlled by diet alone.[1]

Mechanism of action

Acetohexamide bind to an ATP-sensitive K+ (KATP) channel on the cell membrane of pancreatic beta cells. This inhibits the out flux of potassium, which causes the membrane potential to become more positive. This depolarization in turn opens voltage-gated calcium channels. The rise in intracellular calcium leads to increased fusion of insulin granulae with the cell membrane, and therefore increased secretion of insulin.[2]

Risks

Oral hypoglycemic drugs, including acetohexamide, have been associated with increased cardiovascular mortality. Qualified healthcare professionals should consulted for possible risks, benefits, and alternatives of using this drug for treatment of type 2 diabetes.[3]

References

  1. ^ Montgomery DA (October 1964). "Current Therapeutics. CCII. Acetohexamide". The Practitioner. 193: 555–60. PMID 14216839.
  2. ^ "Acetohexamide". DrugBank.
  3. ^ "Acetohexamide". Medline Plus. Archived from the original on 11 September 2005.


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Oral diabetes medication, insulins and insulin analogs, and other drugs used in diabetes (A10)
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Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
  • GIRKTooltip G protein-coupled inwardly rectifying potassium channel-specific: ML-297 (VU0456810)
KCaTooltip Calcium-activated potassium channel
Blockers
  • BKCa-specific: Ethanol (alcohol)
  • GAL-021
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
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ENaCTooltip Epithelial sodium channel
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CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
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Unsorted
Blockers
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TRPsTooltip Transient receptor potential channels
  • See here instead.
LGICsTooltip Ligand gated ion channels
  • See here instead.
See also: Receptor/signaling modulators • Transient receptor potential channel modulators
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