RTI-32

RTI-32

Systematic (IUPAC) name
methyl (1R,2S,3S,5S)-3-(4-methylphenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
Identifiers
CAS Number	130342-81-3
PubChem	CID 125416
Chemical data
Formula	C17H23NO2
Molar mass	273.370 g/mol
SMILES CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)C3=CC=C(C=C3)C)C(=O)OC
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(–)-2β-Carbomethoxy-3β-(4-tolyl)tropane (RTI-4229-32, tolpane) is a phenyltropane-based cocaine analog that is important in the field of medicinal chemistry for performing SAR.

It has similar properties in vitro to related drugs such as RTI-31.^[1]

Whereas the potency of RTI-31 has been quoted as being as high as 64 x cocaine, RTI-32 is not anything like this strong.

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

Further Analogues

• 2β-Propanoyl-3β-(4-tolyl)-tropane
• RTI-151 (chlorinated equivalent (RTI-130))
• RTI-178 (chlorinated equivalent RTI-189)
• RTI-194 (RTI-)
• RTI-195 (chlorinated equivalent RTI-188)
• RTI-199 (chlorinated equivalent RTI-200)

Another good source to read is:^[2]

See also

• List of cocaine analogues

References

1. Remy P, Doder M, Lees A, Turjanski N, Brooks D. Depression in Parkinson's disease: loss of dopamine and noradrenaline innervation in the limbic system. Brain. 2005 Jun;128(Pt 6):1314-22. PMID 15716302
2. Xu, L.; Izenwasser, S.; Katz, J. L.; Kopajtic, T.; Klein-Stevens, C.; Zhu, N.; Lomenzo, S. A.; Winfield, L.; Trudell, M. L. (2002). "Synthesis and Biological Evaluation of 2-Substituted 3β-Tolyltropane Derivatives at Dopamine, Serotonin, and Norepinephrine Transporters". Journal of Medicinal Chemistry 45 (6): 1203. doi:10.1021/jm010453u.