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RTI-150
Chemical compound
Chemical compound
| Field | Value | |||
|---|---|---|---|---|
| verifiedrevid | 449586071 | |||
| IUPAC_name | Cyclobutyl (1R,2S,3S,5S)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate | |||
| image | RTI-150.svg | |||
| image_class | skin-invert-image | |||
| CAS_number_Ref | ||||
| CAS_number | 752958-88-6 | |||
| UNII_Ref | ||||
| UNII | Y8KCN7S6KE | |||
| PubChem | 9972881 | |||
| ChemSpiderID | 8148473 | |||
| ChEMBL | 1812740 | |||
| C | 20 | H=27 | N=1 | O=2 |
| smiles | CC1=CC=C(C=C1)[C@H]2C[C@@H]3CCC@HN3C | |||
| StdInChI | 1S/C20H27NO2/c1-13-6-8-14(9-7-13)17-12-15-10-11-18(21(15)2)19(17)20(22)23-16-4-3-5-16/h6-9,15-19H,3-5,10-12H2,1-2H3/t15-,17+,18+,19-/m0/s1 | |||
| StdInChIKey | LBLVIDUIWXYVNG-AITUJVMLSA-N |
RTI(-4229)-150, ((−)-2β-Carbocyclobutoxy-3β-(4-methylphenyl)tropane) is a phenyltropane derivative which acts as a potent dopamine reuptake inhibitor and stimulant drug. It is around 5x more potent than cocaine, but is more selective for the dopamine transporter relative to the other monoamine transporters. RTI-150 has a fast onset of effects and short duration of action, and its abuse potential in animal studies is similar to that of cocaine itself; its main application in scientific research has been in studies investigating the influence of pharmacokinetics on the abuse potential of stimulant drugs, with the rapid entry of RTI-150 into the brain thought to be a key factor in producing its high propensity for development of dependence in animals. RTI-150 is not explicitly illegal anywhere in the world, but its similar structure and pharmacological activity to cocaine makes it possible that it would be considered a controlled substance analogue in countries such as the US, Canada, Australia and New Zealand which have controlled substance analogue legislation.
References
References
- (December 2001). "Locomotor stimulant effects of novel phenyltropanes in the mouse". Drug and Alcohol Dependence.
- (January 2007). "Faster onset and dopamine transporter selectivity predict stimulant and reinforcing effects of cocaine analogs in squirrel monkeys". Pharmacology, Biochemistry, and Behavior.
- (September 2008). "Relationship between rate of drug uptake in brain and behavioral pharmacology of monoamine transporter inhibitors in rhesus monkeys". Pharmacology, Biochemistry, and Behavior.
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