methyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-bis(propan-2-yl)pyridine-3-carboxylate

• ChemBase ID: 173566
• Molecular Formular: C20H24FNO3
• Molecular Mass: 345.4078632
• Monoisotopic Mass: 345.17402185
• SMILES: c1(ccc(cc1)c1c(c(nc(c1C(=O)OC)C(C)C)C(C)C)CO)F
• Canonical SMILES: COC(=O)c1c(nc(c(c1c1ccc(cc1)F)CO)C(C)C)C(C)C
• InChI: InChI=1S/C20H24FNO3/c1-11(2)18-15(10-23)16(13-6-8-14(21)9-7-13)17(20(24)25-5)19(22-18)12(3)4/h6-9,11-12,23H,10H2,1-5H3
• InChIKey: FDFDDQJLQHAQAN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-bis(propan-2-yl)pyridine-3-carboxylate
• IUPAC Traditional name: methyl 4-(4-fluorophenyl)-5-(hydroxymethyl)-2,6-diisopropylpyridine-3-carboxylate
• Synonyms: 4-(4-Fluorophenyl)-5-(hydroxymethyl)-2,6-bis(1-methylethyl)-3-pyridinecarboxylic Acid Methyl Ester; Methyl 2,6-Diisopropyl-4-(4-fluorophenyl)-5-hydroxymethyl-pyridine-3-carboxy-late

Database IDs

• CAS Number: 202859-11-8
• PubChem SID: 164229476
• PubChem CID: 22004908

CALCULATED PROPERTIES

• Acid pKa: 14.843534
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.4710584
• LogD (pH = 7.4): 4.5305967
• Log P: 4.5314126
• Molar Refractivity: 95.6807 cm^3
• Polarizability: 37.79819 Å^3
• Polar Surface Area: 59.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Crystalline Solid

DETAILS

Toronto Research Chemicals - M302365

Used for preparation of substituted biphenyls as glucagon receptor antagonists.

REFERENCES

• Collins, J., et al.: Bioorg. Med. Chem. Lett., 2, 915 (1992)
• Cascieri, M., et al.: J. Biol .Chem., 274, 8694 (1992)
• Ling, A., et al.: J. Med. Chem., 44, 3141 (1992)