(2S)-1-(2H3)methyl-1-methyl-2-(pyridin-3-yl)pyrrolidin-1-ium iodide

• ChemBase ID: 174027
• Molecular Formular: C11H17IN2
• Molecular Mass: 304.17055
• Monoisotopic Mass: 304.04364655
• SMILES: c1ccncc1[C@H]1[N+](CCC1)(C)C.[I-]
• Canonical SMILES: C[N+]1(C)CCC[C@H]1c1cccnc1.[I-]
• InChI: InChI=1S/C11H17N2.HI/c1-13(2)8-4-6-11(13)10-5-3-7-12-9-10;/h3,5,7,9,11H,4,6,8H2,1-2H3;1H/q+1;/p-1/t11-;/m0./s1
• InChIKey: RJQKOMLKVQFVMB-MERQFXBCSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1-(^2H₃)methyl-1-methyl-2-(pyridin-3-yl)pyrrolidin-1-ium iodide
• IUPAC Traditional name: (2S)-1-(^2H₃)methyl-1-methyl-2-(pyridin-3-yl)pyrrolidin-1-ium iodide
• Synonyms: (S)-1'-Methyl-d3-nicotinium Iodide; (S)-1’-Methyl-d3-3-(1-methyl-2-pyrrolidinyl)pyridinium Iodide; Nicotine-d3 Monomethiodide

Database IDs

• PubChem SID: 164229937
• PubChem CID: 71750480

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -3.0320175
• LogD (pH = 7.4): -3.0002265
• Log P: -2.9998019
• Molar Refractivity: 65.5686 cm^3
• Polarizability: 21.217323 Å^3
• Polar Surface Area: 12.89 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Cyrstalline Solid
• Melting Point: 135-137°C

DETAILS

Toronto Research Chemicals - M323282

A metabolite of Nicotine.

REFERENCES

• Seeman, J.I. and Whidby, J.F.: J. Org. Chem., 41, 24, 3824 (1976)
• Oldendorf, W.H., et al.: Proc. Natl. Acad. Sci., USA, 90, 307 (1993)