(R)-[(4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanamine trihydrochloride

• ChemBase ID: 142825
• Molecular Formular: C20H28Cl3N3O
• Molecular Mass: 432.81482
• Monoisotopic Mass: 431.12979557
• SMILES: COc1ccc2c(c1)c(ccn2)[C@H](C1C[C@@H]2CCN1C[C@@H]2C=C)N.Cl.Cl.Cl
• Canonical SMILES: C=C[C@H]1CN2CC[C@H]1CC2[C@@H](c1ccnc2c1cc(OC)cc2)N.Cl.Cl.Cl
• InChI: InChI=1S/C20H25N3O.3ClH/c1-3-13-12-23-9-7-14(13)10-19(23)20(21)16-6-8-22-18-5-4-15(24-2)11-17(16)18;;;/h3-6,8,11,13-14,19-20H,1,7,9-10,12,21H2,2H3;3*1H/t13-,14-,19?,20+;;;/m0.../s1
• InChIKey: GZXDEKGNTLNSGM-BQIOMSPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-[(4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanamine trihydrochloride
• IUPAC Traditional name: (R)-[(4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanamine trihydrochloride
• Synonyms: (9R)-9-Amino-9-deoxyquinidine trihydrochloride; (R)-(6-Methoxyquinolin-4-yl)((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanamine; Quinine-9-epiamine; (9R)-6′-Methoxycinchonan-9-amine trihydrochloride; (9R)-9-氨基-9-脱氧奎尼丁 三盐酸盐; (R)-(6-甲氧基喹啉-4-基)((2R,4S,5R)-5-乙烯奎宁环-2-基)甲胺; 奎宁-9-表胺; (9R)-6′-甲氧基辛可宁-9-胺 三盐酸盐

Database IDs

• CAS Number: 287979-82-2(freebase)
• PubChem SID: 162237051
• PubChem CID: 71310792

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.0365949
• LogD (pH = 7.4): 0.32689154
• Log P: 2.406582
• Molar Refractivity: 96.3511 cm^3
• Polarizability: 39.295105 Å^3
• Polar Surface Area: 51.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +4.0±1.0°, c = 1 in 0.1 M HCl

Safety Information

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

Product Information

• Purity: ≥90.0%; ≥90.0% (HPLC); 90.0-110.0% (AT)
• Empirical Formula (Hill Notation): C20H25N3O · 3HCl

DETAILS

Sigma Aldrich - 713236

Packaging
250 mg in glass bottle