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

• ChemBase ID: 169726
• Molecular Formular: C23H28ClN3O5S
• Molecular Mass: 494.00352
• Monoisotopic Mass: 493.14381969
• SMILES: c1(ccc(c(c1)C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1)OC)Cl
• Canonical SMILES: COc1ccc(cc1C(=O)NCCc1ccc(cc1)S(=O)(=O)NC(=O)NC1CCCCC1)Cl
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-N-{2-[4-({[(^2H₁₁)cyclohexylcarbamoyl]amino}sulfonyl)phenyl]ethyl}-2-methoxybenzamide
• IUPAC Traditional name: 5-chloro-N-[2-(4-{[(^2H₁₁)cyclohexylcarbamoyl]aminosulfonyl}phenyl)ethyl]-2-methoxybenzamide
• Synonyms: 5-Chloro-N-[2-[4-[[[(cyclohexylamino-d11)carbonyl]amino]sulfonyl]phenyl]ethyl]-2-methoxybenzamide; 1-[4-[2-(5-Chloro-2-methoxybenzamido)ethyl]phenylsulfonyl]-3-(cyclohexyl-d11)urea; N-[4-(β-(2-Methoxy-5-chlorobenzamido)ethyl)benzosulfonyl]-N'-(cyclohexyl-d11)urea; Adiab-d11; Antibet-d11; Azuglucon-d11; Bastiverit-d11; Benclamin-d11; Betanas-d11; Daonil-d11; Euglucon-d11; UR 606-d11; Wuglucon-d11; Yuglucon-d11; Glyburide-d11

Database IDs

• PubChem SID: 162263858
• PubChem CID: 45039355

CALCULATED PROPERTIES

• Acid pKa: 4.32018
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.018914
• LogD (pH = 7.4): 2.8509614
• Log P: 3.79111
• Molar Refractivity: 126.9801 cm^3
• Polarizability: 49.538067 Å^3
• Polar Surface Area: 113.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 166-168°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G598352

Labelled Glyburide (G598350). Glyburide is a second generation sulfonylurea with hypoglycemic activity. Glyburide is an antidiabetic.

REFERENCES

• Mizukami, et al.: Arzneimittel-Forsch., 19, 1413 (1969)
• Efendic, S., et al.: Proc. Nat. Acad. Sci. USA, 76, 5901 (1969)
• Feldman, J.M.: Pharmacotherapry, 5, 43 (1969)