RTI-51

(–)-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).^[1] It has been used in its ⁷⁶Br radiolabelled form to map the distribution of dopamine transporters in the brain.^[2]

CAS Number

• 135367-08-7 ^Y

PubChem CID

• 22595194

UNII

• C3MV2GV7R7

CompTox Dashboard (EPA)

• DTXSID40720932

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RTI-51

Identifiers
IUPAC name methyl (1R,2S,3S,5S)-3-(4-bromophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
CAS Number	135367-08-7 Y
PubChem CID	22595194
UNII	C3MV2GV7R7
CompTox Dashboard (EPA)	DTXSID40720932
Chemical and physical data
Formula	C16H20BrNO2
Molar mass	338.245 g·mol−1
3D model (JSmol)	Interactive image
SMILES Brc1ccc(cc1)[C@H]2C[C@@H]3N(C)[C@H]([C@H]2C(=O)OC)CC3
InChI InChI=1S/C16H20BrNO2/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+/m1/s1 N Key:HNVGNUVAMRLMSG-KBXIAJHMSA-N N
NY (what is this?)  (verify)

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Modern research seems to confirm the above hypothesis.^[3] However, earlier work produced more scattered results.^[4] Based upon what is obvious from the table, RTI-31, RTI-51, and RTI-55 are all similarly potent TRIs.^[5][6]

Data in above table is from rats brains (1995). More recent work has advocated using cloned human transporters.