(–)-2β-Carbomethoxy-3β-(4-tolyl)tropane (RTI-4229-32, tolpane) is a phenyltropane-based cocaine analogue that has similar properties in vitro to related drugs such as RTI-31.[1][2]

RTI-32
Identifiers
  • Methyl (1R,2S,3S,5S)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC17H23NO2
Molar mass273.376 g·mol−1
3D model (JSmol)
  • CC1=CC=C(C=C1)[C@H]2C[C@@H]3CC[C@H]([C@H]2C(=O)OC)N3C
  • InChI=1S/C17H23NO2/c1-11-4-6-12(7-5-11)14-10-13-8-9-15(18(13)2)16(14)17(19)20-3/h4-7,13-16H,8-10H2,1-3H3/t13-,14+,15+,16-/m0/s1
  • Key:MMKZDDDDODERSJ-JJXSEGSLSA-N
  (verify)
Comparison of Data
Compound DAT DA NET NA SERT 5HT ED50
Troparil 23 49.8 550 37.2 178 173 0.34
RTI-32 1.7 7.02 36 8.42 23 19.4 0.31
RTI-31 1.1 3.68 22 5.86 4.0 5.0 0.13
3'4'-xylyl 0.43 unknown 44 unknown 2.42 unknown

See also

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References

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  1. ^ Remy P, Doder M, Lees A, Turjanski N, Brooks D (June 2005). "Depression in Parkinson's disease: loss of dopamine and noradrenaline innervation in the limbic system". Brain. 128 (Pt 6): 1314–22. doi:10.1093/brain/awh445. PMID 15716302.
  2. ^ Xu L, Izenwasser S, Katz JL, Kopajtic T, Klein-Stevens C, Zhu N, et al. (March 2002). "Synthesis and biological evaluation of 2-substituted 3beta-tolyltropane derivatives at dopamine, serotonin, and norepinephrine transporters". Journal of Medicinal Chemistry. 45 (6): 1203–10. doi:10.1021/jm010453u. PMID 11881989.