Glicaramide

Glicaramide (SQ-65993) is an orally bioavailable anti-diabetic medication.[1] It has a similar potency as glibenclamide (glyburide) in the class of medication known as sulfonylureas. Its structure is similar since it has a cyclic acyl group which replaces the latter's 2-methoxy-5-chlorobenzyl.[2] Same as glibenclamide, it is classified as a second-generation sulfonylurea. It may have more pronounced extra-pancreatic effects than glibenclamide or tolbutamide.[2]

Glicaramide
Clinical data
ATC code
  • None
Identifiers
IUPAC name
  • N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-1-ethyl-3-methyl-4-(3-methylbutoxy)pyrazolo[3,4-b]pyridine-5-carboxamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC30H42N6O5S
Molar mass598.76 g·mol−1
3D model (JSmol)
SMILES
  • C0CCCCC0NC(=O)NS(=O)(=O)c1ccc(cc1)CCNC(=O)c2cnc3n(CC)nc(C)c3c2OCCC(C)C

See also

References

  1. Höhn H, Polacek I, Schulze E (December 1973). "Potential antidiabetic agents. Pyrazolo(3,4-b)pyridines". Journal of Medicinal Chemistry. 16 (12): 1340–6. doi:10.1021/jm00270a006. PMID 4358224.
  2. Sarges R (1981). "Hypoglycemic Drugs". In Ellis GP, West GB (eds.). Progress in Medicinal Chemistry. Vol. 18. Elsevier Science. p. 202. ISBN 0-444-80345-9.{{cite book}}: CS1 maint: date and year (link)
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