{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol

• ChemBase ID: 85756
• Molecular Formular: C19H22N2O
• Molecular Mass: 294.39078
• Monoisotopic Mass: 294.17321333
• SMILES: N12C(C(c3ccnc4c3cccc4)O)CC(CC1)C(C2)C=C
• Canonical SMILES: C=CC1CN2CCC1CC2C(c1ccnc2c1cccc2)O
• InChI: InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2
• InChIKey: KMPWYEUPVWOPIM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol
• IUPAC Traditional name: cinchonine sulfate
• Synonyms: (-)-Cinchonidine; CINCHONIDINE; 4-[(5-Ethenyl-1-azabicyclo[2.2.2]oct-2-yl)hydroxymethyl]quinoline; (5-Ethenyl-1-azabicyclo[2.2.2]oct-2-yl)(quinolin-4-yl)methanol; Cinchonan-9-ol; CINCHONINE

Database IDs

• CAS Number: 118-10-5; 485-71-2
• EC Number: 204-234-6; 207-622-3
• MDL Number: MFCD00064372
• PubChem SID: 162072872
• PubChem CID: 2757

CALCULATED PROPERTIES

• Acid pKa: 13.8773155
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.60487753
• LogD (pH = 7.4): 0.92435837
• Log P: 2.6711352
• Molar Refractivity: 88.2304 cm^3
• Polarizability: 35.8717 Å^3
• Polar Surface Area: 36.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 256-260°C; 256-266°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Harmful/Light Sensitive
• RTECS: GD2975000

DETAILS

MP Biomedicals - 02101389

Free Base
Crystalline

MP Biomedicals - 02190166

Free Base 
Crystalline
Forms insoluble salts of amino acids for resolution.

MP Biomedicals - 05202124

MP Biomedicals Rare Chemical collection