(2S)-1-methyl-2-(pyridin-3-yl)-3,4-dihydro-2H-pyrrol-1-ium perchloric acid perchlorate

• ChemBase ID: 175121
• Molecular Formular: C10H14Cl2N2O8
• Molecular Mass: 361.13276
• Monoisotopic Mass: 360.01272078
• SMILES: c1cncc(c1)[C@@H]1CCC=[N+]1C.O[Cl](=O)(=O)=O.[O-][Cl](=O)(=O)=O
• Canonical SMILES: O[Cl](=O)(=O)=O.[O-][Cl](=O)(=O)=O.C[N+]1=CCC[C@H]1c1cccnc1
• InChI: InChI=1S/C10H13N2.2ClHO4/c1-12-7-3-5-10(12)9-4-2-6-11-8-9;2*2-1(3,4)5/h2,4,6-8,10H,3,5H2,1H3;2*(H,2,3,4,5)/q+1;;/p-1/t10-;;/m0../s1
• InChIKey: YVNQUFIXEFYECT-XRIOVQLTSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-methyl-2-(pyridin-3-yl)-3,4-dihydro-2H-pyrrol-1-ium perchloric acid perchlorate
• IUPAC Traditional name: (2S)-1-methyl-2-(pyridin-3-yl)-3,4-dihydro-2H-pyrrol-1-ium perchloric acid perchlorate
• Synonyms: S-(-)-Nicotine-Δ1'(5')-iminium Ion Diperchlorate Salt; (S)-3,4-Dihydro-1-methyl-2-(3-pyridinyl)-2H-pyrrolium Perchlorate Perchlorate; S-(-)-Nicotine-Δ1'(5')-iminium Diperchlorate Salt

Database IDs

• CAS Number: 71014-67-0
• PubChem SID: 164231031
• PubChem CID: 71751017

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.902467
• LogD (pH = 7.4): -2.8689682
• Log P: -2.86852
• Molar Refractivity: 59.8049 cm^3
• Polarizability: 18.922777 Å^3
• Polar Surface Area: 15.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Slightly Sol. in Methanol; Water
• Apperance: White Powder
• Melting Point: >190°C (dec.)

DETAILS

Toronto Research Chemicals - N425750

S-(-)-Nicotine-Δ1’(5’)-iminium diperchlorate is an intermediate in the synthesis of Nicotine (N412420) metabolites.

REFERENCES

• Peterson, L.A., et al.: J. Med. Chem., 30, 249 (1987)
• Obach, R.S., et al.: Biochem. Pharmacol., 37, 4601 (1987)