5-[(2S)-1-methylpyrrolidin-2-yl]pyridine-3-carbaldehyde

• ChemBase ID: 175111
• Molecular Formular: C11H14N2O
• Molecular Mass: 190.24166
• Monoisotopic Mass: 190.11061308
• SMILES: c1(cncc(c1)[C@H]1N(CCC1)C)C=O
• Canonical SMILES: O=Cc1cncc(c1)[C@@H]1CCCN1C
• InChI: InChI=1S/C11H14N2O/c1-13-4-2-3-11(13)10-5-9(8-14)6-12-7-10/h5-8,11H,2-4H2,1H3/t11-/m0/s1
• InChIKey: UNEQTJXXUQPCGD-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2S)-1-methylpyrrolidin-2-yl]pyridine-3-carbaldehyde
• IUPAC Traditional name: 5-[(2S)-1-methylpyrrolidin-2-yl]pyridine-3-carbaldehyde
• Synonyms: 5-[(2S)-1-Methyl-2-pyrrolidinyl]-3-pyridinecarboxaldehyde; S-(-)-Nicotine-5-carboxaldehyde

Database IDs

• CAS Number: 852238-97-2
• PubChem SID: 164231021
• PubChem CID: 11715318

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.1709787
• LogD (pH = 7.4): 0.48830643
• Log P: 0.875037
• Molar Refractivity: 56.239 cm^3
• Polarizability: 21.324678 Å^3
• Polar Surface Area: 33.2 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N413775

S-(-)-Nicotine-5-carboxaldehyde is an active Nicotine analog used for modulating nicotinic acetylcholine receptors.

REFERENCES

• Comins, D.L., et al.: Tetrahedr. Lett., 47, 1449 (2006)