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Metahexamide

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Metahexamide
Names
Preferred IUPAC name 3-Amino-N-(cyclohexylcarbamoyl)-4-methylbenzene-1-sulfonamide
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.008.434 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H21N3O3S/c1-10-7-8-12(9-13(10)15)21(19,20)17-14(18)16-11-5-3-2-4-6-11/h7-9,11H,2-6,15H2,1H3,(H2,16,17,18)Key: XXYTXQGCRQLRHA-UHFFFAOYSA-N
  • InChI=1/C14H21N3O3S/c1-10-7-8-12(9-13(10)15)21(19,20)17-14(18)16-11-5-3-2-4-6-11/h7-9,11H,2-6,15H2,1H3,(H2,16,17,18)Key: XXYTXQGCRQLRHA-UHFFFAOYAB
SMILES
  • CC1=C(C=C(C=C1)S(=O)(=O)NC(=O)NC2CCCCC2)N
Properties
Chemical formula C14H21N3O3S
Molar mass 311.4 g/mol
Pharmacology
ATC code A10BB10 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Metahexamide (INN) is an anti-diabetic drug from the group of sulfonylureas. It is long-acting and belongs to the first-generation cyclohexyl-containing sulfonylureas. It was first described in 1959.

References

  1. Moss JM, Delawter D (September 1959). "Metahexamide in diabetes therapy". Ann NY Acad Sci. 82 (2): 614–7. Bibcode:1959NYASA..82..614M. doi:10.1111/j.1749-6632.1959.tb44940.x. PMID 14424617.
Oral diabetes medication, insulins and insulin analogs, and other drugs used in diabetes (A10)
Insulins / insulin analogs
fast-acting
short-acting
long-acting
ultra-long-acting
inhalable
  • Exubera
  • Afrezza
Non-insulins
Insulin sensitizers
Biguanides
TZDs/"glitazones" (PPAR)
Dual PPAR agonists
Amylin analogs and DACRAs
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KATP
Sulfonylureas
Meglitinides/"glinides"
GLP-1 receptor agonists
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DPP-4 inhibitors/"gliptins"
Other
Aldose reductase inhibitors
Alpha-glucosidase inhibitors
SGLT2 inhibitors/"gliflozins"
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Combinations
Ion channel modulators
Calcium
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Potassium
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IRKsTooltip Inwardly rectifying potassium channel
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K2PsTooltip Tandem pore domain potassium channel
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Sodium
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LGICsTooltip Ligand gated ion channels
See also: Receptor/signaling modulators • Transient receptor potential channel modulators
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