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Updating {{drugbox}} (no changed fields - added verified revid - updated 'ChemSpiderID_Ref', 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'DrugBank_Ref', 'ChEBI_Ref') per [[WP:CHEMVALID|Chem/Dr
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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 449586101
| Watchedfields = changed
| verifiedrevid = 451606624
| IUPAC_name = 3-methyl-5-[(1S,3S,4S,5R)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octan-4-yl]-1,2-oxazole
| IUPAC_name = 3-methyl-5-[(1S,3S,4S,5R)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octan-4-yl]-1,2-oxazole
| image = RTI-171_structure.png
| image = RTI-171_structure.png


<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename =


<!--Identifiers-->
<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number =
| CAS_number = 178929-75-4
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = Q8U66P787F
| ATC_prefix =
| ATC_prefix =
| ATC_suffix =
| ATC_suffix =
| PubChem = 10565888
| PubChem = 10565888
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 8741276


<!--Chemical data-->
<!--Chemical data-->
| C=19 | H=24 | N=2 | O=1
| C=19 | H=24 | N=2 | O=1
| smiles = n1oc(cc1C)[C@@H]3[C@@H]4N(C)[C@H](C[C@@H]3c2ccc(cc2)C)CC4
| molecular_weight = 296.406 g/mol
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| smiles = CN2C1CCC2CC(c(cc4)ccc4C)C1c3cc(C)no3
| StdInChI = 1S/C19H24N2O/c1-12-4-6-14(7-5-12)16-11-15-8-9-17(21(15)3)19(16)18-10-13(2)20-22-18/h4-7,10,15-17,19H,8-9,11H2,1-3H3/t15-,16+,17+,19-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = JWOFBAPJYPWTNI-FAJBIJEISA-N
}}
}}


'''(–)-2β-(3-Methylisoxazol-5-yl)-3β-(p-[[tolyl]])tropane''' ('''RTI-171''') is a [[phenyltropane]] derivative which acts as a selective [[dopamine reuptake inhibitor]], with a relatively slow onset of action and short duration of effects found in animal studies.<ref name="pmid11714587">{{cite journal |author=Kimmel HL, Carroll FI, Kuhar MJ |title=Locomotor stimulant effects of novel phenyltropanes in the mouse |journal=Drug and Alcohol Dependence |volume=65 |issue=1 |pages=25–36 |year=2001 |month=December |pmid=11714587 |doi= 10.1016/S0376-8716(01)00144-2|url=}}</ref>
'''(–)-2β-(3-Methylisoxazol-5-yl)-3β-(p-[[tolyl]])tropane''' ('''RTI-''4229''-171''') is a [[phenyltropane]] derivative which acts as a selective [[dopamine reuptake inhibitor]], with a relatively slow onset of action and short duration of effects found in animal studies.<ref name="pmid11714587">{{cite journal | vauthors = Kimmel HL, Carroll FI, Kuhar MJ | title = Locomotor stimulant effects of novel phenyltropanes in the mouse | journal = Drug and Alcohol Dependence | volume = 65 | issue = 1 | pages = 25–36 | date = December 2001 | pmid = 11714587 | doi = 10.1016/S0376-8716(01)00144-2 }}</ref> However, other studies have shown it to have the most pronounced effects in terms of speed of onset and rate of stimulation among many differing phenyltropanes.<ref name="KimmelO'Connor2007">{{cite journal | vauthors = Kimmel HL, O'Connor JA, Carroll FI, Howell LL | title = Faster onset and dopamine transporter selectivity predict stimulant and reinforcing effects of cocaine analogs in squirrel monkeys | journal = Pharmacology, Biochemistry, and Behavior | volume = 86 | issue = 1 | pages = 45–54 | date = January 2007 | pmid = 17258302 | pmc = 1850383 | doi = 10.1016/j.pbb.2006.12.006 }}</ref>


==See also==
== See also ==
* [[List of phenyltropanes]]
* [[List of phenyltropanes]]
* [[RTI-126]]
* [[RTI-126]]
* [[O-4210]]


== References ==
== References ==
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[[Category:RTI compounds]]
[[Category:RTI compounds]]
[[Category:Dopamine reuptake inhibitors]]
[[Category:Dopamine reuptake inhibitors]]



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