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

• ChemBase ID: 295519
• Molecular Formular: C19H22N2O
• Molecular Mass: 294.39078
• Monoisotopic Mass: 294.17321333
• SMILES: C=CC1CN2CCC1CC2[C@@H](c1ccnc2c1cccc2)O
• Canonical SMILES: C=CC1CN2CCC1CC2[C@@H](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/t13?,14?,18?,19-/m1/s1
• InChIKey: KMPWYEUPVWOPIM-NAHPKXJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol
• IUPAC Traditional name: (R)-{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol
• Synonyms: (-)-Cinchonidine; 辛可尼丁

Database IDs

• CAS Number: 485-71-2
• EC Number: 207-622-3
• MDL Number: MFCD00006783
• Beilstein Number: 89690
• Merck Index: 142286
• PubChem SID: 180681050
• PubChem CID: 11320

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: 201-206°C
• Optical Rotation: -109 (c=0.5 in ethanol)

Safety Information

• Storage Warning: Light Sensitive
• RTECS: GD3500000
• TSCA Listed: 是

Product Information

• Purity: 99% (total base), may cont. up to 5% quinine