3-[(2S)-1-methylpyrrolidin-2-yl]-5-{2-[tris(propan-2-yl)silyl]ethynyl}pyridine

• ChemBase ID: 179160
• Molecular Formular: C21H34N2Si
• Molecular Mass: 342.59356
• Monoisotopic Mass: 342.24912563
• SMILES: c1(cncc(c1)[C@@H]1CCCN1C)C#C[Si](C(C)C)(C(C)C)C(C)C
• Canonical SMILES: CN1CCC[C@H]1c1cncc(c1)C#C[Si](C(C)C)(C(C)C)C(C)C
• InChI: InChI=1S/C21H34N2Si/c1-16(2)24(17(3)4,18(5)6)12-10-19-13-20(15-22-14-19)21-9-8-11-23(21)7/h13-18,21H,8-9,11H2,1-7H3/t21-/m0/s1
• InChIKey: GDJSXUJLVPXYNQ-NRFANRHFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-1-methylpyrrolidin-2-yl]-5-{2-[tris(propan-2-yl)silyl]ethynyl}pyridine
• IUPAC Traditional name: 3-[(2S)-1-methylpyrrolidin-2-yl]-5-[2-(triisopropylsilyl)ethynyl]pyridine
• Synonyms: 3-[(2S)-1-Methyl-2-pyrrolidinyl]-5-[2-[tris(1-methylethyl)silyl]ethynyl]-pyridine; 5-Triisopropylsilyl-ethynyl (S)-(-)-Nicotine

Database IDs

• CAS Number: 916046-39-4
• PubChem SID: 164235070
• PubChem CID: 71752799

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7340977
• LogD (pH = 7.4): 3.5431566
• Log P: 4.6388
• Molar Refractivity: 97.689 cm^3
• Polarizability: 41.558704 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetae
• Apperance: Yellow Oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T795550

Protected 5-Ethynyl Nicotine (E932200), an intermediate of nicotinic acetylcholine receptor agonist SIB-1508Y.

REFERENCES

• Pillon, B., et al.: Neurology, 39, 762 (1989)
• Schneider, J., et al.: Brain Res., 519, 122 (1989)
• Cosford, N., et al.: J. Med. Chem., 39, 3235 (1989)
• Sacaan, A., et al.: J. Pharmacol. Exp. Ther., 280, 373 (1997)