Glisoxepid

• CAT Number: R049646
• CAS Number: 25046-79-1
• Molecular Formula: C20H27N5O5S
• Molecular Weight: 449.526
• Purity: ≥95%
• Synonyms: N-[2-[4-[[[[(Hexahydro-1H-azepin-1-yl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methyl-3-isoxazolecarboxamide; 4-[4-[β-(5-Methylisoxazole-3-carboxamido)ethyl]?phenylsulfonyl]-1,1-hexamethylenesemicarbazide; BS 4231; Glisepin; Glisoxepide; Pro-Dia
• Target: Potassium Channel
• Storage: Desiccate at -80C
• IUPAC Name: N-[2-[4-(azepan-1-ylcarbamoylsulfamoyl)phenyl]ethyl]-5-methyl-1,2-oxazole-3-carboxamide
• 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)
• InChIKey: ZKUDBRCEOBOWLF-UHFFFAOYSA-N
• SMILES: CC1=CC(=NO1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NN3CCCCCC3

Glisoxepide is a second-generation sulfonylurea with antihyperglycemic activity. Like other second-generation compounds, glisoxepide exerts greater binding affinity than the first-generation compounds. Glisoxepide shows peroxisome proliferator-activated receptor gamma agonistic activity, has a short half-life and is excreted in both the bile and urine.

Reference

1:Diabetologia. 1972 Feb;8(1):29-36. Pharmacological study of a new hypoglycaemic sulphonamide: glisoxepid (RP 22410).Loubatières A,Mariani MM,Ribes G,Alric R,Agot H, PMID: 4554823