8-methyl-8-azabicyclo[3.2.1]octan-3-ol

• ChemBase ID: 53612
• Molecular Formular: C8H15NO
• Molecular Mass: 141.2108
• Monoisotopic Mass: 141.11536411
• SMILES: N1(C2CC(CC1CC2)O)C
• Canonical SMILES: OC1CC2CCC(C1)N2C
• InChI: InChI=1S/C8H15NO/c1-9-6-2-3-7(9)5-8(10)4-6/h6-8,10H,2-5H2,1H3
• InChIKey: CYHOMWAPJJPNMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-methyl-8-azabicyclo[3.2.1]octan-3-ol
• IUPAC Traditional name: tropine; tropin
• Synonyms: 8-Methyl-8-azabicyclo[3.2.1]octan-3-ol; endo-8-Methyl-8-azabicyclo[3.2.1]-octan-3-ol; 3-Tropanol; TROPINE; (1R,3r,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol; (3-endo)-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol; 2,3-Dihydro-3α-hydroxytropidine; 2,3-Dihydro-3α-hydroxy-8-methylnortropidine; endo-Tropanol; α-Tropine; Tropanol; N-Methyl-8-azabicyclo[3.2.1]octan-3-ol; Tropine; endo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol; 3-exo-8-Methyl-8-azabicyclo[3.2.1]octan-3-ol; 品托碱

Database IDs

• CAS Number: 120-29-6; 135-97-7
• EC Number: 204-384-2
• MDL Number: MFCD00005551; MFCD00180667
• Beilstein Number: 80188
• Merck Index: 149781
• PubChem SID: 162058375
• PubChem CID: 8424
• MeSH Name: Tropine
• Unique Ingredient Identifier: 7YXR19M72Y
• Wikipedia Title: Tropine

CALCULATED PROPERTIES

• Acid pKa: 15.160811
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.3879304
• LogD (pH = 7.4): -2.2382734
• Log P: 0.033560663
• Molar Refractivity: 40.5938 cm^3
• Polarizability: 16.15159 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; Very soluble in water, diethyl ether, ethanol; Water
• Apperance: Hygroscopic plates; White SolidOff-White Solid
• Melting Point: 50-52°C; 61-65°C (dried); 64°C
• Boiling Point: 232-234°C; 233°C
• Density: 1.016 g/cm^3 at 100 °C; 1.04

Safety Information

• Storage Condition: 2-8°C; Refrigerator
• Storage Warning: Hygroscopic; IRRITANT
• RTECS: YM3875000
• European Hazard Symbols: X
• Risk Statements: 20/22
• Safety Statements: 36
• TSCA Listed: false; 是
• GHS Pictograms: GHS06
• GHS Hazard statements: H301-H332
• GHS Precautionary statements: P261-P301+P310-P321-P304+P340-P405-P501A

Product Information

• Purity: 97%; 98%

DETAILS

Toronto Research Chemicals - T892665

An oxidative product of Tropane, used to synthesize alkaloid derivatives.

REFERENCES

• Schmitt, K., et al.: J. Neurochem., 115, 296 (2010)
• Kok, G., et al.: Bioorg. Med. Chem. Lett., 20, 4499 (2010)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010)