N-{2-[4-({[(2H11)cyclohexylcarbamoyl]amino}sulfonyl)phenyl]ethyl}-5-methylpyrazine-2-carboxamide

• ChemBase ID: 169645
• Molecular Formular: C21H27N5O4S
• Molecular Mass: 445.53518
• Monoisotopic Mass: 445.17837537
• SMILES: n1cc(ncc1C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1)C
• Canonical SMILES: Cc1ncc(nc1)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{2-[4-({[(^2H₁₁)cyclohexylcarbamoyl]amino}sulfonyl)phenyl]ethyl}-5-methylpyrazine-2-carboxamide
• IUPAC Traditional name: N-[2-(4-{[(^2H₁₁)cyclohexylcarbamoyl]aminosulfonyl}phenyl)ethyl]-5-methylpyrazine-2-carboxamide
• Synonyms: N-[2-[4[[[(Cyclohexylamino-d11)carbonyl]amino]sulfonyl]phenyl]ethyl]-5-methylpyrazinecarboxamide; 1-(Cyclohexyl-d11)-3-[[p-[2-(5-methylpyrazinecarboxamido)ethyl]phenyl]sulfonyl]urea; Aldiab-d11; Digrin-d11; Dipazide-d11; Glibenese-d11; Glibetin-d11; Glican-d11; Glidiab-d11; Glipid-d11; Glipizid-d11; Gluco-Rite-d11; Glucolip-d11; Glucotrol-d11; Glucozide-d11; Glupitel-d11; Glupizid-d11; Napizide-d11; Ozidia-d11; Semiglynase-d11; Sucrazide-d11; TK 1320-d11; Glipizide-d11

Database IDs

• PubChem SID: 162263777
• PubChem CID: 44634488

CALCULATED PROPERTIES

• Acid pKa: 4.3202024
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.6544149
• LogD (pH = 7.4): 0.48646381
• Log P: 1.4266123
• Molar Refractivity: 115.6178 cm^3
• Polarizability: 45.127144 Å^3
• Polar Surface Area: 130.15 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethanol; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 208-209°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G410227

Labelled Glipizide (G410225). A sulfonylurea hypoglycemic agent. Used as an antidiabetic.

REFERENCES

• Ambrogi, et al.: Arzneimittel-Forsch., 21, 200 (1971)
• Fuccella, et al.: J. Clin. Pharmacol., 13, 68 (1971)
• Brogden, R.N., et al.: Drugs, 18, 329 (1971)
• Lebovitz, H.E., et al.: Pharmacother., 5, 63 (1985)