RTI-32

RTI-32
Identifiers
	IUPAC name Methyl (1R,2S,3S,5S)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate;
CAS Number	130342-81-3;
PubChem CID	125416;
ChemSpider	111596;
ChEMBL	ChEMBL1947089;
CompTox Dashboard (EPA)	DTXSID70926687 ;
Chemical and physical data
Formula	C17H23NO2
Molar mass	273.376 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=CC=C(C=C1)[C@H]2C[C@@H]3CC[C@H]([C@H]2C(=O)OC)N3C;
	InChI 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)

(–)-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]

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

References

^ 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.
^ 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.

[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.

[1]

[2]

Identifiers

IUPAC name Methyl (1R,2S,3S,5S)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
CAS Number	130342-81-3
PubChem CID	125416
ChemSpider	111596
ChEMBL	ChEMBL1947089
CompTox Dashboard (EPA)	DTXSID70926687
Chemical and physical data
Formula	C₁₇H₂₃NO₂
Molar mass	273.376 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=CC=C(C=C1)[C@H]2C[C@@H]3CC[C@H]([C@H]2C(=O)OC)N3C
InChI 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)

RTI-32

See also

References