RTI-126

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Pharmaceutical drug

title: "RTI-126" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["oxadiazoles", "tropanes", "rti-compounds", "dopamine-reuptake-inhibitors", "stimulants", "phenyl-compounds"] description: "Pharmaceutical drug" topic_path: "general/oxadiazoles" source: "https://en.wikipedia.org/wiki/RTI-126" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Pharmaceutical drug ::

| IUPAC_name = (2S,3S)-8-Methyl-2-(3-methyl-1,2,4-oxadiazol-5-yl)-3-phenyl-8-azabicyclo[3.2.1]octane | image = Phenyltropane_Singh_31.svg | image_class = skin-invert-image | width= 200 | CAS_number= 146659-37-2 | UNII_Ref = | UNII = 4PX95UA5MZ | CAS_number2 = 147059-95-8 | index2_label = HCl | ATC_prefix= | ATC_suffix= | PubChem= 71095000 | DrugBank= | C=17 | H=21 | N=3 | O=1 | smiles = CC1=NOC(=N1)[C@H]2C@HC4=CC=CC=C4 | bioavailability= | metabolism = | elimination_half-life= | excretion = | pregnancy_category = | legal_NZ = Temporary Class | routes_of_administration= | StdInChI = 1S/C17H21N3O/c1-11-18-17(21-19-11)16-14(12-6-4-3-5-7-12)10-13-8-9-15(16)20(13)2/h3-7,13-16H,8-10H2,1-2H3/t13?,14-,15?,16+/m1/s1 | StdInChIKey = QSHBOMWRGOGQOF-KNIAUWFNSA-N

RTI-126 (RTI-4229-126 or (–)-2β-(1,2,4-oxadiazol-5-methyl)-3β-phenyltropane) is a phenyltropane derivative which acts as a potent monoamine reuptake inhibitor and stimulant drug, and has been sold as a designer drug. It is around 5 times more potent than cocaine at inhibiting monoamine reuptake in vitro, but is relatively unselective. It binds to all three monoamine transporters, although still with some selectivity for the dopamine transporter. RTI-126 has a fast onset of effects and short duration of action, and its pharmacological profile in animals is among the closest to cocaine itself out of all the drugs in the RTI series. Its main application in scientific research has been in studies investigating the influence of pharmacokinetics on the abuse potential of stimulant drugs, with its rapid entry into the brain thought to be a key factor in producing its high propensity for development of dependence in animals.

The structurally related compound (–)-2β-(3-methyl-5-isoxazolyl)nortropane is a potent and selective agonist for nicotinic acetylcholine receptors, with twice the potency of nicotine. ::figure[src="https://upload.wikimedia.org/wikipedia/commons/3/3f/2β-(3-methyl-5-isoxazolyl)nortropane_structure.png" caption="(–)-2β-(3-methyl-5-isoxazolyl)nortropane"] ::

References

References

  1. (October 1993). "3-Aryl-2-(3'-substituted-1',2',4'-oxadiazol-5'-yl)tropane analogues of cocaine: affinities at the cocaine binding site at the dopamine, serotonin, and norepinephrine transporters". Journal of Medicinal Chemistry.
  2. (December 2001). "Locomotor stimulant effects of novel phenyltropanes in the mouse". Drug and Alcohol Dependence.
  3. (January 2007). "Faster onset and dopamine transporter selectivity predict stimulant and reinforcing effects of cocaine analogs in squirrel monkeys". Pharmacology, Biochemistry, and Behavior.
  4. (April 2004). "Synthesis and nicotinic acetylcholine receptor binding affinities of 2- and 3-isoxazolyl-8-azabicyclo[3.2.1]octanes". Bioorganic & Medicinal Chemistry Letters.

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::

oxadiazolestropanesrti-compoundsdopamine-reuptake-inhibitorsstimulantsphenyl-compounds