[(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methanol

• ChemBase ID: 170877
• Molecular Formular: C11H16N2O
• Molecular Mass: 192.25754
• Monoisotopic Mass: 192.12626314
• SMILES: c1cncc(c1)[C@@H]1[C@H](CCN1C)CO
• Canonical SMILES: OC[C@H]1CCN([C@@H]1c1cccnc1)C
• InChI: InChI=1S/C11H16N2O/c1-13-6-4-10(8-14)11(13)9-3-2-5-12-7-9/h2-3,5,7,10-11,14H,4,6,8H2,1H3/t10-,11-/m1/s1
• InChIKey: JJGXQIZRJPRSOS-GHMZBOCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methanol
• IUPAC Traditional name: [(2S,3S)-1-methyl-2-(pyridin-3-yl)pyrrolidin-3-yl]methanol
• Synonyms: 1-Methyl-2-(3-pyridinyl)-(2S,3S)-3-pyrrolidinemethanol; (2S-trans)-1-Methyl-2-(3-pyridinyl)-3-pyrrolidinemethanol; rac-trans 3'-Hydroxymethylnicotine

Database IDs

• CAS Number: 33224-02-1
• PubChem SID: 164226787
• PubChem CID: 66713322

CALCULATED PROPERTIES

• Acid pKa: 15.408648
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.868779
• LogD (pH = 7.4): -1.1535255
• Log P: 0.13238563
• Molar Refractivity: 55.9565 cm^3
• Polarizability: 21.891308 Å^3
• Polar Surface Area: 36.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; DMSO; Ethanol; Methanol
• Apperance: Off-White Low Melting Solid

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H948175

A useful compound for making immunogens for the production of antibodies to nicotine.

REFERENCES

• Langone, J.J., et al.: Methods in Enz., 84, 629 (1982)
• Obach, R.S., et al.: Drug Metab. Disposition, 19, 289 (1982)