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

• ChemBase ID: 149362
• Molecular Formular: C27H29ClN2O3
• Molecular Mass: 464.98376
• Monoisotopic Mass: 464.18667048
• SMILES: CC[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(cc2)OC)OC(=O)c1ccc(cc1)Cl
• Canonical SMILES: CC[C@H]1CN2CC[C@H]1C[C@H]2[C@@H](c1ccnc2c1cc(OC)cc2)OC(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C27H29ClN2O3/c1-3-17-16-30-13-11-19(17)14-25(30)26(33-27(31)18-4-6-20(28)7-5-18)22-10-12-29-24-9-8-21(32-2)15-23(22)24/h4-10,12,15,17,19,25-26H,3,11,13-14,16H2,1-2H3/t17-,19-,25-,26+/m0/s1
• InChIKey: TXVNNFDXQZFMBQ-MFQNCIFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-[(2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate
• IUPAC Traditional name: (R)-[(2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methyl 4-chlorobenzoate
• Synonyms: Dihydroquinine 4-chlorobenzoate; Hydroquinine 4-chlorobenzoate; O-(4-Chlorobenzoyl)hydroquinine; 二氢化奎宁 4-氯代苯甲酸酯; 氢化奎宁 4-氯代苯甲酸酯; O-(4-氯苯甲酰)氢化奎宁

Database IDs

• CAS Number: 113216-88-9
• MDL Number: MFCD00161486
• Beilstein Number: 4302318
• PubChem SID: 162243529; 24860386
• PubChem CID: 11784547

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.0443423
• LogD (pH = 7.4): 4.812741
• Log P: 5.9167967
• Molar Refractivity: 129.2763 cm^3
• Polarizability: 51.982407 Å^3
• Polar Surface Area: 51.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 128-130 °C; 128-130 °C(lit.)
• Optical Rotation: [α]20/D +154±3°, c = 1% in ethanol; [α]26/D +150°, c = 1 in ethanol

Safety Information

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

Product Information

• Purity: ≥99.0% (HPLC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C27H29ClN2O3

DETAILS

Sigma Aldrich - 336491

Packaging
1 g in glass bottle
Legal Information
Sold under license from Rhodia Pharma Solutions.