(1S,2S,4S,5R)-1-benzyl-5-ethenyl-2-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium chloride

• ChemBase ID: 150850
• Molecular Formular: C27H31ClN2O2
• Molecular Mass: 451.00024
• Monoisotopic Mass: 450.20740592
• SMILES: COc1ccc2c(c1)c(ccn2)[C@H]([C@@H]1C[C@@H]2CC[N@+]1(C[C@@H]2C=C)Cc1ccccc1)O.[Cl-]
• Canonical SMILES: C=C[C@H]1C[N@@+]2(CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)O)Cc1ccccc1.[Cl-]
• InChI: InChI=1S/C27H31N2O2.ClH/c1-3-20-18-29(17-19-7-5-4-6-8-19)14-12-21(20)15-26(29)27(30)23-11-13-28-25-10-9-22(31-2)16-24(23)25;/h3-11,13,16,20-21,26-27,30H,1,12,14-15,17-18H2,2H3;1H/q+1;/p-1/t20-,21-,26-,27+,29+;/m0./s1
• InChIKey: JYDIJFKNXHPWBJ-GOGFHWEMSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,5R)-1-benzyl-5-ethenyl-2-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium chloride
• IUPAC Traditional name: (1S,2S,4S,5R)-1-benzyl-5-ethenyl-2-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium chloride
• Synonyms: QUIBEC; N-Benzylquininium chloride; N-苄基奎宁氯

Database IDs

• CAS Number: 67174-25-8
• MDL Number: MFCD00198105
• Beilstein Number: 5702637
• PubChem SID: 24863311; 162245010
• PubChem CID: 10863314

CALCULATED PROPERTIES

• Acid pKa: 12.625153
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.037174128
• LogD (pH = 7.4): 0.075141825
• Log P: 0.07560045
• Molar Refractivity: 135.2198 cm^3
• Polarizability: 49.746338 Å^3
• Polar Surface Area: 42.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200-205 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -235°, c = 1.5 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C27H31ClN2O2

DETAILS

Sigma Aldrich - 374482

Packaging
5 g in glass bottle