bis((S)-[(2R,5S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol) sulfuric acid dihydrate

• ChemBase ID: 132853
• Molecular Formular: C40H54N4O10S
• Molecular Mass: 782.94256
• Monoisotopic Mass: 782.35606495
• SMILES: COc1ccc2c(c1)c(ccn2)[C@@H]([C@H]1CC2CCN1C[C@H]2C=C)O.COc1ccc2c(c1)c(ccn2)[C@@H]([C@H]1CC2CCN1C[C@H]2C=C)O.O.O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.C=C[C@@H]1CN2CCC1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)O.C=C[C@@H]1CN2CCC1C[C@@H]2[C@H](c1ccnc2c1cc(OC)cc2)O.O.O
• InChI: InChI=1S/2C20H24N2O2.H2O4S.2H2O/c2*1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;1-5(2,3)4;;/h2*3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4);2*1H2/t2*13-,14?,19-,20+;;;/m11.../s1
• InChIKey: ZHNFLHYOFXQIOW-WFTMRWCJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis((S)-[(2R,5S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol) sulfuric acid dihydrate
• IUPAC Traditional name: bis((S)-[(2R,5S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol) sulfuric acid dihydrate
• Synonyms: Quinidine sulfate salt dihydrate

Database IDs

• CAS Number: 6591-63-5
• EC Number: 200-046-3
• MDL Number: MFCD00149346
• PubChem SID: 24277870; 162227130
• PubChem CID: 16219922

CALCULATED PROPERTIES

• Acid pKa: 13.892048
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.7213722
• LogD (pH = 7.4): 0.863951
• Log P: 2.513464
• Molar Refractivity: 94.6936 cm^3
• Polarizability: 38.350784 Å^3
• Polar Surface Area: 45.59 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 212-214 °C (dec.)(lit.)

Safety Information

• RTECS: VA5605000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Impurities: ≤20% Dihydroquinidine (according to USP specifications., actual content given on label)
• Quality Level: CUSTOM

DETAILS

Sigma Aldrich - Q0875

Biochem/physiol Actions
Class IA antiarrhythmic; potassium channel blocker.