3-methyl 5-propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethylpyridine-3,5-dicarboxylate

• ChemBase ID: 165644
• Molecular Formular: C19H19N3O5
• Molecular Mass: 369.37126
• Monoisotopic Mass: 369.13247072
• SMILES: c12c(cccc1c1c(c(nc(c1C(=O)OC)C)C)C(=O)OC(C)C)non2
• Canonical SMILES: COC(=O)c1c(C)nc(c(c1c1cccc2c1non2)C(=O)OC(C)C)C
• InChI: InChI=1S/C19H19N3O5/c1-9(2)26-19(24)15-11(4)20-10(3)14(18(23)25-5)16(15)12-7-6-8-13-17(12)22-27-21-13/h6-9H,1-5H3
• InChIKey: XXUCEEUFISNYCI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl 5-propan-2-yl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethylpyridine-3,5-dicarboxylate
• IUPAC Traditional name: 3-isopropyl 5-methyl 4-(2,1,3-benzoxadiazol-4-yl)-2,6-dimethylpyridine-3,5-dicarboxylate
• Synonyms: 4-(2,1,3-Benzoxadiazol-4-yl)-2,6-dimethyl-3,5-pyridinedicarboxylic Acid Methyl 1-Methylethyl Ester; 4-(4-Benzofurazanyl)-2,6-dimethyl-3,5-pyridinedicarboxylic Acid Methyl 1-Methylethyl Ester; PN 203-831; Dehydro Isradipine

Database IDs

• CAS Number: 116169-18-7
• PubChem SID: 162259777
• PubChem CID: 10406778

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.7874901
• LogD (pH = 7.4): 2.7957919
• Log P: 2.7958987
• Molar Refractivity: 97.5151 cm^3
• Polarizability: 39.10128 Å^3
• Polar Surface Area: 104.41 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 53-55°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D229665

The main metabolite of Isradipine.

REFERENCES

• Tse, F., et al.: Eur. J. Clin. Pharmacol., 32, 361 (1987)
• Clifton, G., et al.: J. Clin. Pharmacol., 28, 36 (1987)
• Guengerich, F., et al.: J. Med. Chem., 34, 1838 (1987)