Misplaced Pages

Glibornuride

Names
IUPAC name N-{carbamoyl}-4-methylbenzene-1-sulfonamide
Systematic IUPAC name N-{heptan-2-yl]carbamoyl}-4-methylbenzene-1-sulfonamide
Identifiers
CAS Number	26944-48-9
3D model (JSmol)	Interactive image
ChemSpider	16735831
DrugBank	DB08962
ECHA InfoCard	100.043.735
EC Number	248-124-6
KEGG	D02427
MeSH	C073323
PubChem CID	33649
UNII	VP83E7434R
CompTox Dashboard (EPA)	DTXSID001016937
InChI InChI=1S/C18H26N2O4S/c1-11-5-7-12(8-6-11)25(23,24)20-16(22)19-14-13-9-10-18(4,15(14)21)17(13,2)3/h5-8,13-15,21H,9-10H2,1-4H3,(H2,19,20,22)/t13-,14+,15+,18+/m1/s1Key: RMTYNAPTNBJHQI-LLDVTBCESA-N InChI=1/C18H26N2O4S/c1-11-5-7-12(8-6-11)25(23,24)20-16(22)19-14-13-9-10-18(4,15(14)21)17(13,2)3/h5-8,13-15,21H,9-10H2,1-4H3,(H2,19,20,22)/t13-,14+,15+,18+/m1/s1Key: RMTYNAPTNBJHQI-LLDVTBCEBZ
SMILES CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC2C3CCC(C2O)(C3(C)C)C
Properties
Chemical formula	C18H26N2O4S
Molar mass	366.48 g/mol
Pharmacology
ATC code	A10BB04 (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

Glibornuride (INN) is an anti-diabetic drug from the group of sulfonylureas. It is manufactured by MEDA Pharma and sold in Switzerland under the brand name Glutril.

Synthesis

Gliburnide is an endo-endo derivative made from camphor-3-carboxamide by borohydride reduction (exo approach), followed by Hofmann rearrangement to carbamate, followed by displacement with sodium tosylamide.

References

1. Haupt E, Köberich W, Beyer J, Schöffling K (December 1971). "Pharmacodynamic aspects of tolbutamide, glibenclamide, glibornuride and glisoxepide. I. Dose response relations and repeated administration in diabetic subjects". Diabetologia. 7 (6): 449–54. doi:10.1007/bf01212061. PMID 5004178.
2. "Glutril — Drugs.com". Drugs.com. Archived from the original on 14 September 2016. Retrieved 12 July 2016.
3. Bretschneider, H.; Hohenlohe-Oehringen, K.; Graßmayr, K. (1969). "Arylsulfonylureido- und Arylsulfonylamidoacyl-derivate von Oxy- und Oxo-cycloalkanen als potentielle Antidiabetica". Monatshefte für Chemie. 100 (6): 2133. doi:10.1007/BF01151769.

This drug article relating to the gastrointestinal system is a stub. You can help Misplaced Pages by expanding it.

• v
• t
• e

• Potassium channel blockers
• Secondary alcohols
• 1-(Benzenesulfonyl)-3-cyclohexylureas
• P-Tosyl compounds
• Gastrointestinal system drug stubs