Glipizide (C21H27N5O4S): structure, properties and hazards

Names and identifiers

IUPAC name: N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-5-methylpyrazine-2-carboxamide
Synonyms: Glucotrol, sulfonylurea, Glydiazinamide
+ 36 more
Glibenese, Melizide, Minidiab, Minodiab, Dipazide, Glucozide, Glupitel, Glupizide, Napizide, Sucrazide, Mindiab, Ozidia, Glibetin, Glidiab, Glucolip, Minidab, Aldiab, Digrin, Glican, Glipid, Glyde, Gluco-Rite, Glucotrol XL, Glipizida, Glipizidum, K 4024, K-4024, CP-28720, CP 28720, DTXSID0040676, CP 28,720, Glipizide slow release, CP-28,720, X7WDT95N5C, 1-Cyclohexyl-3-((p-(2-(5-methylpyrazinecarboxamido)ethyl)phenyl)sulfonyl)urea, NSC-759120
Molecular formula: C₂₁H₂₇N₅O₄S
Empirical formula: C₂₁H₂₇N₅O₄S
Molecular weight: 445.5 g/mol
Exact mass: 445.17838
CAS number: 29094-61-9
PubChem CID: 3478
Canonical SMILES: CC1=CN=C(C=N1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
Isomeric SMILES: CC1=CN=C(C=N1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3
InChI: InChI=1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)
InChIKey: ZJJXGWJIGJFDTL-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms: 31
Rings: 3
Aromatic rings: 2
Fraction sp³ carbons (Fsp3): 0.43
H-bond donors: 3
H-bond acceptors: 6
Rotatable bonds: 7
TPSA (Å²): 130.2 computed here · PubChem 139
Formal charge: 0
XLogP3: 1.9 PubChem
Complexity: 697 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

C56.61%
H6.11%
N15.72%
O14.36%
S7.20%

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: 2.08 Crippen (Wildman and Crippen 1999)
log S (water solubility): -3.74 ESOL (Delaney 2004), log mol/L
Synthetic accessibility: 2.34 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

Molecular weight ≤ 500: 445.55
log P ≤ 5 (Crippen): 2.08
H-bond donors ≤ 5: 3
H-bond acceptors ≤ 10: 6

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

This chemical does not meet GHS hazard criteria for 97.7% (43 of 44) of all reports.[1]

Safety data sheets on the supplier’s page: MedChemexpress MCE, Finetech Industry Limited, Thermo Fisher Scientific.

Always read the supplier’s safety data sheet before working with it.

Spectra

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]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
[3]SpectraBase · 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.

Similar structures

Glibenclamide 59%

Tanimoto similarity on Morgan fingerprints (radius 2) with RDKit 2026.09, at least 45%.