(3S)-1-azabicyclo[2.2.2]octan-3-ol

• ChemBase ID: 177305
• Molecular Formular: C7H13NO
• Molecular Mass: 127.18422
• Monoisotopic Mass: 127.09971404
• SMILES: C1CC2CCN1C[C@H]2O
• Canonical SMILES: O[C@@H]1CN2CCC1CC2
• InChI: InChI=1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2/t7-/m1/s1
• InChIKey: IVLICPVPXWEGCA-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-1-azabicyclo[2.2.2]octan-3-ol
• IUPAC Traditional name: (3S)-1-azabicyclo[2.2.2]octan-3-ol
• Synonyms: (3R)-1-Azabicyclo[2.2.2]octan-3-ol; R-(-)-Azabicyclo[2.2.2]octane-3-ol; (R)-3-Quinuclidol; (R)-3-Hydroxyquinuclidine; (3R)-Quinuclidin-3-ol; (R)-(-)-3-Quinuclidinol

Database IDs

• CAS Number: 25333-42-0
• PubChem SID: 164233215
• PubChem CID: 736411

CALCULATED PROPERTIES

• Acid pKa: 14.57555
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.391622
• LogD (pH = 7.4): -1.8484352
• Log P: -0.14292806
• Molar Refractivity: 36.2316 cm^3
• Polarizability: 14.310322 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 138-140°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - Q795785

Hypotensive. Synthon for preparation of cholinergic receptor ligands and anesthetics.

REFERENCES

• Rehavi, M., et al.: Life Sci., 21, 1293 (1977)
• Lockridge, O., et al.: NeuroToxicology, 21, 113 (1977)
• Kovarik, Z., et al.: Biochem. J., 373, 33 (1977)