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RTI-352

RTI-352
Names
IUPAC name
Methyl 3α-(4-iodophenyl)tropane-2β-carboxylate
Systematic IUPAC name
Methyl (1R,2S,3R,5S)-3-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
Other names
RTI-4229-352
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C16H20INO2/c1-18-12-7-8-14(18)15(16(19)20-2)13(9-12)10-3-5-11(17)6-4-10/h3-6,12-15H,7-9H2,1-2H3/t12-,13-,14+,15-/m0/s1
    Key: SIIICDNNMDMWCI-XQLPTFJDSA-N
  • CN1[C@H]2CC[C@@H]1[C@@H]([C@@](OC)=O)[C@H]([C@@]3=CC=C(I)C=C3)C2
Properties
C16H20INO2
Molar mass 385.245 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

RTI-352 is a phenyltropane that is used as a radiolabeling ligand for the DAT.[1]

RTI-352 is a geometric isomer of RTI-55 (β-CIT).[2]

Based on X-ray crystallography, this compound is in a tautomeric equilibrium residing mostly on the side of the boat-shaped conformer.

References

  1. ^ U.S. patent 6,358,492
  2. ^ Zhan, Yougen; Saindane, Amit M.; Scheffel, Ursula; Carroll, F. Ivy; Holmquist, Christopher R.; Kepler, John A.; Taylor, George F.; Kuhar, Michael J. (1997). "RTI-352: A 3α Analogue of RTI-55 as an in vivo dopamine transporter binding ligand". Synapse. 25 (4): 389–392. doi:10.1002/(SICI)1098-2396(199704)25:4<389::AID-SYN10>3.0.CO;2-Q. PMID 9097398.
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