3-{[(2S)-1-[(tert-butoxy)carbonyl]azetidin-2-yl]methoxy}-N,N,N-trimethylpyridin-2-aminium trifluoromethanesulfonate

• ChemBase ID: 162654
• Molecular Formular: C18H28F3N3O6S
• Molecular Mass: 471.4916296
• Monoisotopic Mass: 471.16509129
• SMILES: c1(cccnc1[N+](C)(C)C)OC[C@H]1N(CC1)C(=O)OC(C)(C)C.C(F)(F)(F)S(=O)(=O)[O-]
• Canonical SMILES: [O-]S(=O)(=O)C(F)(F)F.O=C(N1CC[C@H]1COc1cccnc1[N+](C)(C)C)OC(C)(C)C
• InChI: InChI=1S/C17H28N3O3.CHF3O3S/c1-17(2,3)23-16(21)19-11-9-13(19)12-22-14-8-7-10-18-15(14)20(4,5)6;2-1(3,4)8(5,6)7/h7-8,10,13H,9,11-12H2,1-6H3;(H,5,6,7)/q+1;/p-1/t13-;/m0./s1
• InChIKey: WOABWMYPDQNVPC-ZOWNYOTGSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2S)-1-[(tert-butoxy)carbonyl]azetidin-2-yl]methoxy}-N,N,N-trimethylpyridin-2-aminium trifluoromethanesulfonate
• IUPAC Traditional name: 3-{[(2S)-1-(tert-butoxycarbonyl)azetidin-2-yl]methoxy}-N,N,N-trimethylpyridin-2-aminium triflate
• Synonyms: 3-[[(2S)-1-[(1,1-Dimethylethoxy)carbonyl]-2-azetidinyl]methoxy]-N,N,N-trimethyl-2-pyridinaminium 1,1,1-Trifluoromethanesulfonate; N-Boc-2-trimethylammonium-A 85380 Triflate

Database IDs

• CAS Number: 233766-75-1
• PubChem SID: 162256789
• PubChem CID: 10672085

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -1.8809446
• LogD (pH = 7.4): -1.8809446
• Log P: -1.8809446
• Molar Refractivity: 100.5852 cm^3
• Polarizability: 34.829365 Å^3
• Polar Surface Area: 51.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B672500

An intermediate of 2-[18F]F-A85380, which is the first subtype selective PET-radiotracer to visualize the distribution of α4β 2 nicotinic acetylcholine receptors in human brain in vivo.

REFERENCES

• Whitehouse, P., et al.: Brain Res., 371, 146 (1986)
• Zoli, M., et al.: J. Neurosci., 18, 4461 (1986)
• Dolle, F., et al.: J. Med. Chem., 42, 2251 (1986)
• Bottlaender, M., et al.: J. Nucl. Med., 44 596 (1986)
• Peng, H., et al.: Life Sci., 76, 263 (1986)