(–)-2β-Carbomethoxy-3β-(4-bromophenyl)tropane (RTI-4229-51, bromopane) is a semi-synthetic alkaloid in the phenyltropane group of psychostimulant compounds. First publicized in the 1990s, it has not been used enough to have gained a fully established profile. RTI-51 can be expected to have properties lying somewhere in between RTI-31 and RTI-55. It has a ratio of monoamine reuptake inhibition of dopamine > serotonin > norepinephrine (1.8:10.6:37.4 nM respectively) which is an unusual balance of effects not produced by other commonly used compounds (although RTI-121 is similar, but more DAT selective). It has been used in its radiolabelled form to map the distribution of dopamine transporters in the brain.Loch C, Müller L, Ottaviani M, Halldin C, Farde L, Maziere B. Synthesis of 2β-carbomethoxy-3β-(4-[76Br]bromophenyl)tropane ([76Br]β-CBT), a PET tracer for in vivo imaging of the dopamine uptake sites. Journal of labelled compounds & radiopharmaceuticals. 1995; 36(4):385-392.
Modern research seems to confirm the above hypothesis. However, earlier work produced more scattered results. Based upon what is obvious from the table, RTI-31, RTI-51, and RTI-55 are all similarly potent TRIs.
+MAT IC50 (and Ki) for simple phenyltropanes with 1R,2S,3S stereochemistry.Compound[3H]CFT[3H]DA[3H]Nisoxetine[3H]NE[3H]Paroxetine[3H]5-HTCocaine89.1275 cf. 2413300 (1990)119 cf. 1611050 (45)177 cf. 112WIN 35,065-22349.8920 (550)37.21960 (178)173WIN 35,42813.923.0835 (503)38.6692 (63)101RTI-311.13.6837 (22)5.8644.5 (4.0)5.00RTI-1131.985.252,9262422,340391RTI-511.7?37.4 (23)?10.6 (0.96)?RTI-551.31.9636 (22)7.514.21 (0.38)1.74RTI-321.77.0260 (36)8.42240 (23)19.4 Data in above table is from rats brains (1995). More recent work has advocated using cloned human transporters.
See also List of cocaine analogues
References