Glibenclamide
Athanor · official
C23H28ClN3O5S · 494 g/mol
IUPAC name: 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
Also called glyburide, Diabeta, Micronase
WarningHarmful if swallowed · May cause long lasting harmful effects to aquatic lifeNames and identifiers
- IUPAC name
- 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
- Synonyms
- glyburide, Diabeta, Micronase
+ 36 more
Glynase, Euglucon, Semi-daonil, Libanil, Calabren, Lederglib, Glibenclamida, Glibenclamidum, Glyburide (micronized), HB 419, 1-(p-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexylurea, 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide, Gliken, Diabetamide 5, SX6K58TVWC, 5-Chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxybenzamide, Diabetamide 2.5, NSC-759618, U-26,452, 5-chloro-N-[2-(4-{[(cyclohexylcarbamoyl)amino]sulfonyl}phenyl)ethyl]-2-methoxybenzamide, U-26452, CHEBI:5441, U-26,45, N-(4-(beta-(2-Methoxy-5-chlorbenzamido)-aethyl)-benzolsulfonyl)-N'-cyclohexyl-harnstoff, HB419, 5-Chloro-N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-2-methoxybenzamide, HB420, HB 420, Glynase Prestab, 5-chloro-N-(2-(4-(((cyclohexylcarbamoyl)amino)sulfonyl)phenyl)ethyl)-2-methoxybenzamide, 5-chloro-N-(2-(4-(cyclohexylcarbamoylsulfamoyl)phenyl)ethyl)-2-methoxybenzamide, RefChem:5865, A10BB01, 4-(2-(5-Chloro-2-methoxybenzoylamino)ethyl)-N-(cyclohexylcarbamoyl)benzenesulfonamide, 233-570-6, Glybenclamide
- Molecular formula
- C23H28ClN3O5S
- Empirical formula
- C23H28ClN3O5S
- Molecular weight
- 494 g/mol
- Exact mass
- 493.14382
- CAS number
- 10238-21-8
- PubChem CID
- 3488
- Canonical SMILES
- COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
- Isomeric SMILES
- COC1=C(C=C(C=C1)Cl)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
- InChI
- InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)
- InChIKey
- ZNNLBTZKUZBEKO-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Calculated
- Heavy atoms
- 33
- Rings
- 3
- Aromatic rings
- 2
- Fraction sp³ carbons (Fsp3)
- 0.39
- H-bond donors
- 3
- H-bond acceptors
- 5
- Rotatable bonds
- 8
- TPSA (Ų)
- 113.6 computed here · PubChem 122
- Formal charge
- 0
- XLogP3
- 4.8 PubChem
- Complexity
- 746 PubChem
- Stereocenters
- None
- Double-bond geometry
- None specified
- Point group
- C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C55.92%
- H5.71%
- Cl7.18%
- N8.51%
- O16.19%
- S6.49%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 3.64 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -4.94 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.19 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 494.01
- log P ≤ 5 (Crippen): 3.64
- H-bond donors ≤ 5: 3
- H-bond acceptors ≤ 10: 5
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Warning
Most widely reported: 95 company reports to ECHA. Source [1].
- Harmful or irritant
- H302Harmful if swallowed (89.5% of reports)
- H413May cause long lasting harmful effects to aquatic life (93.7% of reports)
Precautionary statements: P264, P270, P273, P301+P317, P330, P501
View all classifications (2)
- [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 1.1% (1 of 95) of reports.
- [1] European Chemicals Agency (ECHA) · 95 reports · WarningH302, H413
Safety data sheets on the supplier’s page: LGC Standards, Glixx Labs Inc, Protheragen.
Always read the supplier’s safety data sheet before working with it.
Spectra
- 1H NMRSpectraBase
- 13C NMRSpectraBase
- 15N NMRSpectraBase
- GC-MSNIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · SpectraBase (DI)
- MS-MSHuman Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Negative) · Human Metabolome Database (HMDB) (Positive) · Human Metabolome Database (HMDB) (Positive)
- LC-MSMassBank Europe (Exploris 480 Orbitrap (Thermo Scientific) · LC-ESI-QFT · POSITIVE) · MassBank Europe (Exploris 480 Orbitrap (Thermo Scientific) · LC-ESI-QFT · NEGATIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE) · MassBank Europe (Bruker maXis Impact · LC-ESI-QTOF · POSITIVE)
- ATR-IRSpectraBase (Bio-Rad FTS · ATR-Neat (DuraSamplIR II))
- RamanSpectraBase (FT-Raman)
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [3]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- [4]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
- [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
- [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.