1-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}-2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfanyl)-1H-1,3-benzodiazole

• ChemBase ID: 173082
• Molecular Formular: C29H36N4O4S
• Molecular Mass: 536.68554
• Monoisotopic Mass: 536.24572665
• SMILES: c1cccc2c1n(c(n2)SCc1c(c(ccn1)OCCCOC)C)Cc1nccc(c1C)OCCCOC
• Canonical SMILES: COCCCOc1ccnc(c1C)CSc1nc2c(n1Cc1nccc(c1C)OCCCOC)cccc2
• InChI: InChI=1S/C29H36N4O4S/c1-21-24(30-13-11-27(21)36-17-7-15-34-3)19-33-26-10-6-5-9-23(26)32-29(33)38-20-25-22(2)28(12-14-31-25)37-18-8-16-35-4/h5-6,9-14H,7-8,15-20H2,1-4H3
• InChIKey: YULGRACUPORTPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}-2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfanyl)-1H-1,3-benzodiazole
• IUPAC Traditional name: 1-{[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}-2-({[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methyl}sulfanyl)-1,3-benzodiazole
• Synonyms: N-[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl] Rabeprazole Sulfide; 1-[[4-(3-Methoxypropoxy)-3-methyl-2-pyridinyl]methyl]-2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]thio]-1H-benzimidazole

Database IDs

• CAS Number: 1114543-47-3
• PubChem SID: 164228992
• PubChem CID: 25188859

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 2.6284692
• LogD (pH = 7.4): 4.284374
• Log P: 4.3983274
• Molar Refractivity: 150.9386 cm^3
• Polarizability: 59.70137 Å^3
• Polar Surface Area: 80.52 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M265175

Rabeprazole (R070500) N-aralkyl impurity.

REFERENCES

• Fujisaki, H., et al.: Biochem. Pharmacol., 42, 321 (1991)
• Morri, M., et al.: J. Biol. Chem., 268, 21553 (1991)
• Pingili, R., et al.: Pharmazie, 60, 814 (1991)