Glisoxepide

Glisoxepide
Names
	Preferred IUPAC name N-[2-(4-{[(Azepan-1-yl)carbamoyl]sulfamoyl}phenyl)ethyl]-5-methyl-1,2-oxazole-3-carboxamide
Identifiers
CAS Number	25046-79-1 ;
3D model (JSmol)	Interactive image ;
ChEMBL	ChEMBL2106618 ;
ChemSpider	30380 ;
DrugBank	DB01289 ;
ECHA InfoCard	100.042.329
KEGG	D07118 ;
PubChem CID	32778 ;
UNII	H7SC0I332I ;
CompTox Dashboard (EPA)	DTXSID9023097 ;
	InChI InChI=1S/C20H27N5O5S/c1-15-14-18(23-30-15)19(26)21-11-10-16-6-8-17(9-7-16)31(28,29)24-20(27)22-25-12-4-2-3-5-13-25/h6-9,14H,2-5,10-13H2,1H3,(H,21,26)(H2,22,24,27) Key: ZKUDBRCEOBOWLF-UHFFFAOYSA-N ; InChI=1/C20H27N5O5S/c1-15-14-18(23-30-15)19(26)21-11-10-16-6-8-17(9-7-16)31(28,29)24-20(27)22-25-12-4-2-3-5-13-25/h6-9,14H,2-5,10-13H2,1H3,(H,21,26)(H2,22,24,27) Key: ZKUDBRCEOBOWLF-UHFFFAOYAG;
	SMILES O=C(NCCc1ccc(cc1)S(=O)(=O)NC(=O)NN2CCCCCC2)c3noc(c3)C;
Properties
Chemical formula	C20H27N5O5S
Molar mass	449.52388 g/mol
Pharmacology
ATC code	A10BB11 ( WHO )
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Last updated December 27, 2025

Glisoxepide (INN) is an orally available anti-diabetic drug from the group of sulfonylureas.^[1] It belongs to second-generation sulfonylureas.^[2]

References

↑ 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.
↑ Loubatières, A; Ribes, G; Mariani, MM; Alric, R (1973). "Pharmacological Comparison Between Tolbutamide and Two Second Generation Hypoglycemic Sulfonylureas (Glibenclamide and Glisoxepide)". Acta Diabetologica Latina. 10 (2): 261–82. doi:10.1007/bf02590661. PMID 4200420.

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[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] Loubatières, A; Ribes, G; Mariani, MM; Alric, R (1973). "Pharmacological Comparison Between Tolbutamide and Two Second Generation Hypoglycemic Sulfonylureas (Glibenclamide and Glisoxepide)". Acta Diabetologica Latina. 10 (2): 261–82. doi:10.1007/bf02590661. PMID 4200420.

[1]

[2]

Names


Preferred IUPAC name N-[2-(4-{[(Azepan-1-yl)carbamoyl]sulfamoyl}phenyl)ethyl]-5-methyl-1,2-oxazole-3-carboxamide
Identifiers
CAS Number	25046-79-1 ^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2106618 ^N
ChemSpider	30380 ^Y
DrugBank	DB01289 ^Y
ECHA InfoCard	100.042.329
KEGG	D07118 ^Y
PubChem CID	32778
UNII	H7SC0I332I ^Y
CompTox Dashboard (EPA)	DTXSID9023097
InChI InChI=1S/C20H27N5O5S/c1-15-14-18(23-30-15)19(26)21-11-10-16-6-8-17(9-7-16)31(28,29)24-20(27)22-25-12-4-2-3-5-13-25/h6-9,14H,2-5,10-13H2,1H3,(H,21,26)(H2,22,24,27)^Y Key: ZKUDBRCEOBOWLF-UHFFFAOYSA-N^Y InChI=1/C20H27N5O5S/c1-15-14-18(23-30-15)19(26)21-11-10-16-6-8-17(9-7-16)31(28,29)24-20(27)22-25-12-4-2-3-5-13-25/h6-9,14H,2-5,10-13H2,1H3,(H,21,26)(H2,22,24,27) Key: ZKUDBRCEOBOWLF-UHFFFAOYAG
SMILES O=C(NCCc1ccc(cc1)S(=O)(=O)NC(=O)NN2CCCCCC2)c3noc(c3)C
Properties
Chemical formula	C₂₀H₂₇N₅O₅S
Molar mass	449.52388 g/mol
Pharmacology
ATC code	A10BB11 ( WHO )
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references