Glicaramide

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	36980-34-4;
PubChem CID	65799;
ChemSpider	59215;
UNII	UK5SR22C8Q;
ChEMBL	ChEMBL2106430;
CompTox Dashboard (EPA)	DTXSID60190471 ;
Chemical and physical data
Formula	C30H42N6O5S
Molar mass	598.76 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C0CCCCC0NC(=O)NS(=O)(=O)c1ccc(cc1)CCNC(=O)c2cnc3n(CC)nc(C)c3c2OCCC(C)C;

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]

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[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. Archived from the original on 2023-01-28. Retrieved 2016-10-18.{{cite book}}: CS1 maint: date and year (link)

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[1] [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.

[Sarges_1981-2] [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. Archived from the original on 2023-01-28. Retrieved 2016-10-18.{{cite book}}: CS1 maint: date and year (link)

[1]

[2]

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Glicaramide

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See also

References

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	36980-34-4
PubChem CID	65799
ChemSpider	59215
UNII	UK5SR22C8Q
ChEMBL	ChEMBL2106430
CompTox Dashboard (EPA)	DTXSID60190471
Chemical and physical data
Formula	C₃₀H₄₂N₆O₅S
Molar mass	598.76 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C0CCCCC0NC(=O)NS(=O)(=O)c1ccc(cc1)CCNC(=O)c2cnc3n(CC)nc(C)c3c2OCCC(C)C