View source for (-)-2β-(3-(4-Methylphenyl)isoxazol-5-yl)-3β-(4-chlorophenyl)tropane

{{Drugbox|
|IUPAC_name = (1R,2S,3S,5S)-8-methyl-2-(3-(4-methylphenyl)isoxazol-5-yl)-3-(4-chlorophenyl)-8-azabicyclo[3.2.1]octane
| image=RTI-336.png
| width= 220
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| PubChem= 9800708
| DrugBank=
| C=24 | H=25 | Cl=1 | N=2 | O=1
| molecular_weight = 392.920
| smiles = CC1=CC=C(C=C1)C2=NOC(=C2)[C@@H]3[C@H]4CC[C@H](N4C)C[C@@H]3C5=CC=C(C=C5)Cl
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}}

'''RTI-336''', ('''LS-193,309''', '''(-)-2β-(3-(4-methylphenyl)isoxazol-5-yl)-3β-(4-chlorophenyl)tropane''') is a [[phenyltropane]] derivative which acts as a potent and selective [[dopamine reuptake inhibitor]] and [[stimulant]] drug. It binds to the [[dopamine transporter]] with around 20x the affinity of [[cocaine]],<ref>{{Cite pmid|14711303}}</ref> however it produces relatively mild stimulant effects, with a slow onset and long duration of action.<ref>{{Cite pmid| 17067572}}</ref> These characteristics make it a potential candidate for treatment of cocaine [[Substance dependence|addiction]], as a possible substitute drug analogous to how [[methadone]] is used for treating [[heroin]] abuse.<ref>{{Cite pmid|16584128}}</ref><ref>Sofuoglu M, Kosten TR. Emerging pharmacological strategies in the fight against cocaine addiction. ''Expert Opinion on Emerging Drugs''. 2006 Mar;11(1):91-98. doi:10.1517/14728214.11.1.91</ref> RTI-336 fully substitutes for cocaine in addicted monkeys and supports self-administration,<ref>{{Cite pmid|17258302}}</ref><ref>{{Cite pmid|18468667}}</ref> and significantly reduces rates of cocaine use, especially when combined with [[SSRI]]s,<ref>{{Cite pmid|17105829}}</ref> and research is ongoing to determine whether it could be a viable substitute drug in human cocaine addicts.

== See also ==
* [[List of cocaine analogues]] and [[RTI-177]]

==References==
{{reflist}}

{{Phenyltropanes}}
{{Stimulants}}
{{Dopaminergics}}

{{DEFAULTSORT:Methylphenyl)Isoxazol-5-Yl)-3B-(4-Chlorophenyl)Tropane}}
[[Category:Tropanes]]
[[Category:Dopamine reuptake inhibitors]]
[[Category:Stimulants]]
[[Category:Isoxazoles]]
[[Category:Organochlorides]]


{{pharm-stub}}
[[Category:2Fix]]