(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol

• ChemBase ID: 152657
• Molecular Formular: C19H24N2O
• Molecular Mass: 296.40666
• Monoisotopic Mass: 296.1888634
• SMILES: CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cccc2)O
• Canonical SMILES: CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cccc2)O
• InChI: InChI=1S/C19H24N2O/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/h3-7,9,13-14,18-19,22H,2,8,10-12H2,1H3/t13-,14-,18+,19-/m0/s1
• InChIKey: WFJNHVWTKZUUTR-QAMTZSDWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol
• IUPAC Traditional name: (S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol
• Synonyms: Dihydrocinchonine; Hydrocinchonine; 二氢金鸡纳宁; 氢化辛可宁

Database IDs

• CAS Number: 485-65-4
• EC Number: 207-621-8
• MDL Number: MFCD00216716
• Beilstein Number: 4296749
• PubChem SID: 162246801; 24878483
• PubChem CID: 11630759

CALCULATED PROPERTIES

• Acid pKa: 13.8774
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.35065985
• LogD (pH = 7.4): 1.1028401
• Log P: 2.9751232
• Molar Refractivity: 88.1863 cm^3
• Polarizability: 36.104103 Å^3
• Polar Surface Area: 36.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 269-272 °C(lit.)
• Optical Rotation: [α]20/D +197±4°, c = 0.5% in ethanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95.0% (sum of enantiomers, HPLC); ≥97.0% (NT)
• Empirical Formula (Hill Notation): C19H24N2O

DETAILS

Sigma Aldrich - 54060

Packaging
500 mg in glass bottle