(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol

• ChemBase ID: 149862
• Molecular Formular: C20H26N2O2
• Molecular Mass: 326.43264
• Monoisotopic Mass: 326.19942808
• SMILES: CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(cc2)OC)O
• Canonical SMILES: CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)O
• InChI: InChI=1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
• InChIKey: LJOQGZACKSYWCH-LHHVKLHASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
• IUPAC Traditional name: (S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol
• Synonyms: Dihydroquinidine; Hydroquinidine; 双氢奎尼丁; 氢化奎尼定

Database IDs

• CAS Number: 1435-55-8
• EC Number: 215-862-5
• MDL Number: MFCD00135599
• Beilstein Number: 91441
• PubChem SID: 24862070; 162244024
• PubChem CID: 91503

CALCULATED PROPERTIES

• Acid pKa: 13.89212
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.47483543
• LogD (pH = 7.4): 1.0415924
• Log P: 2.817452
• Molar Refractivity: 94.6495 cm^3
• Polarizability: 38.58629 Å^3
• Polar Surface Area: 45.59 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: chloroform: soluble0.1 g/mL, clear
• Melting Point: 169-170 °C(lit.); 169-172 °C
• Optical Rotation: [α]20/D +232±4°, c = 2% in ethanol; [α]25/D +226°, c = 2 in ethanol

Safety Information

• RTECS: MX3016000
• 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

Pharmacology Properties

• Gene Information: human ... CYP2D6(1565)

Product Information

• Purity: ≥96.0% (sum of enantiomers, HPLC); 95%
• Grade: purum
• Empirical Formula (Hill Notation): C20H26N2O2

DETAILS

Sigma Aldrich - 359343

Packaging
5 g in glass bottle