From Wikipedia, the free encyclopedia
Chemical compound
RTI-32
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 )
Formula C 17 H 23 N O 2
Molar mass 273.376 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)
(–)-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
See also
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 .
2-Carboxymethyl Esters (3,4-Disubstituted Phenyl)-tropanes Arylcarboxy Carboxyalkyl Acyl β,α Stereochemistry α,β Stereochemistry Heterocycles: 3-Substituted-isoxazol-5-yl Heterocycles: 3-Substituted-1,2,4-oxadiazole N-alkyl N-replaced (S,O,C) Irreversible Nortropanes (N-demethylated)