Glisamuride
Basic information
- CAS
52430-65-6- Standard SMILES
CC1CCC(NC(=O)NS(=O)(=O)c2ccc(CCNC(=O)N(C)c3ccccn3)cc2)CC1- InChIKey
UIXYQZIHFQKFOZ-UHFFFAOYSA-N- Molecular formula
- C23H31N5O4S
- Average molar mass
- 473.6 g/mol
- Monoisotopic mass
- 473.20967566
Overview
Glisamuride is a second-generation sulfonylurea with antihyperglycemic activity. Like other larger sulfonylurea compounds, glisamuride appears to exert greater binding affinity for peroxisome proliferator-activated receptor gamma (PPARgamma) agonistic activity among most of the first and second-generation agents.
Names & identifiers
- Preferred name
- Glisamuride
- IUPAC
- 1-methyl-3-[2-[4-[(4-methylcyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-1-pyridin-2-ylurea
- English name
- N-[[(4-methylcyclohexyl)amino]carbonyl]-4-[2-[[(methyl-2-pyridylamino)carbonyl]amino]ethyl]benzenesulphonamide
- Molecular formula
- C23H31N5O4S
- Molecular weight
- 473.59
Names & synonyms
Glisamuride74680-07-252430-65-6Glisamuride [INN]HB 1801-methyl-3-[2-[4-[(4-methylcyclohexyl)carbamoylsulfamoyl]phenyl]ethyl]-1-pyridin-2-ylurea4-(2-(3-Methyl-3-(pyridin-2-yl)ureido)ethyl)-N-((4-methylcyclohexyl)carbamoyl)benzenesulfonamideT4C1IE36L01-Methyl-3-(p-((3-(4-methylcyclohexyl)ureido)sulfonyl)phenethyl)-1-(2-pyridyl) ureaUNII-T4C1IE36L0GlisamuridaEINECS 277-965-1
Show more names
N-[[(4-Methylcyclohexyl)amino]carbonyl]-4-[2-[[[methyl(2-pyridyl)amino]carbonyl]amino]ethyl]benzenesulfonamideN-[[(4-methylcyclohexyl)amino]carbonyl]-4-[2-[[(methyl-2-pyridylamino)carbonyl]amino]ethyl]benzenesulphonamideN-[[(4-methylcyclohexyl)amino]carbonyl]-4-[2-[[(methyl-2-pyridylamino)carbonyl]amino]ethyl]benzenesulphonamideBenzenesulfonamide, N-[[(4-methylcyclohexyl)amino]carbonyl]-4-[2-[[(methyl-2-pyridinylamino)carbonyl]amino]ethyl]-
SCHEMBL1814537CHEMBL2105093DTXSID50866259UIXYQZIHFQKFOZ-UHFFFAOYSA-NNS00059701Q272896541-Methyl-3-(p((3-(4-methylcyclohexyl)ureido)sulfonyl)phenethyl)-1-(2-pyridyl)urea.N-(4-(2-(N'-methyl-N'-2-pyridylureido)ethyl)-phenylsulfonyl)-N'-(4-methylcyclohexyl)urea
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 129 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 7
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 740
Physicochemical properties
- Density
- 1.3 · 1.30±0.1 g/cm3(Predicted)
- pka
- 5.13 · 5.13±0.10(Predicted)
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Related reactions
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Compound notes
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