(2S,4S,5R)-1-benzyl-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide

• ChemBase ID: 151331
• Molecular Formular: C29H33BrN2O
• Molecular Mass: 505.48912
• Monoisotopic Mass: 504.17762569
• SMILES: C=CCO[C@H](c1ccnc2c1cccc2)[C@@H]1C[C@@H]2CC[N+]1(C[C@@H]2C=C)Cc1ccccc1.[Br-]
• Canonical SMILES: C=CCO[C@@H]([C@@H]1C[C@@H]2CC[N+]1(Cc1ccccc1)C[C@@H]2C=C)c1ccnc2c1cccc2.[Br-]
• InChI: InChI=1S/C29H33N2O.BrH/c1-3-18-32-29(26-14-16-30-27-13-9-8-12-25(26)27)28-19-24-15-17-31(28,21-23(24)4-2)20-22-10-6-5-7-11-22;/h3-14,16,23-24,28-29H,1-2,15,17-21H2;1H/q+1;/p-1/t23-,24-,28-,29+,31?;/m0./s1
• InChIKey: PMBXATROGBSNCU-PCOYAJJYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5R)-1-benzyl-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide
• IUPAC Traditional name: (2S,4S,5R)-1-benzyl-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide
• Synonyms: O-Allyl-N-benzylcinchonidinium bromide; O-烯丙基-N-苄基溴化金鸡纳碱

Database IDs

• CAS Number: 158195-40-5
• MDL Number: MFCD06799017
• PubChem SID: 162245486; 24873749
• PubChem CID: 16213750

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5797478
• LogD (pH = 7.4): 1.6072843
• Log P: 1.607648
• Molar Refractivity: 142.6705 cm^3
• Polarizability: 52.658928 Å^3
• Polar Surface Area: 22.12 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 140-144 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -158°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Empirical Formula (Hill Notation): C29H33BrN2O

DETAILS

Sigma Aldrich - 514276

Other Notes
Contains varying amounts of O-allyl-N-benzylcinchonidinium chloride
Packaging
1 g in glass bottle