ethyl 4-(2,3-dichlorophenyl)-2-methyl-5-oxo-5H,7H-furo[3,4-b]pyridine-3-carboxylate

• ChemBase ID: 165649
• Molecular Formular: C17H13Cl2NO4
• Molecular Mass: 366.19542
• Monoisotopic Mass: 365.02216326
• SMILES: n1c2c(c(c(c1C)C(=O)OCC)c1c(c(ccc1)Cl)Cl)C(=O)OC2
• Canonical SMILES: CCOC(=O)c1c(C)nc2c(c1c1cccc(c1Cl)Cl)C(=O)OC2
• InChI: InChI=1S/C17H13Cl2NO4/c1-3-23-16(21)12-8(2)20-11-7-24-17(22)14(11)13(12)9-5-4-6-10(18)15(9)19/h4-6H,3,7H2,1-2H3
• InChIKey: CRGJSDBHFOEERK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-(2,3-dichlorophenyl)-2-methyl-5-oxo-5H,7H-furo[3,4-b]pyridine-3-carboxylate
• IUPAC Traditional name: ethyl 4-(2,3-dichlorophenyl)-2-methyl-5-oxo-7H-furo[3,4-b]pyridine-3-carboxylate
• Synonyms: 4-(2,3-Dichlorophenyl)-5,7-dihydro-2-methyl-5-oxofuro[3,4-b]pyridine-3-carboxylic Acid Ethyl Ester; H 152/77; Dehydro Felodipine Ester Lactone

Database IDs

• CAS Number: 96558-27-9
• PubChem SID: 162259782
• PubChem CID: 71315318

CALCULATED PROPERTIES

• Acid pKa: 13.864492
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.7386446
• LogD (pH = 7.4): 3.7387183
• Log P: 3.7387195
• Molar Refractivity: 90.07 cm^3
• Polarizability: 35.92854 Å^3
• Polar Surface Area: 65.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229690

A metabolite of Felodipine (F232375).

REFERENCES

• Wang, S.X. et al.: J. Pharmacol. Exp. Therap., 250, 632 (1989)
• Baeaernhielm, C. et al.: Drug Metab. Disp., 14, 613 (1989)