RTI-171: Difference between revisions
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{{Short description|Chemical compound}} |
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{{Drugbox |
{{Drugbox |
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| 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 |
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| image = RTI-171_structure.png |
| image = RTI-171_structure.png |
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<!--Clinical data--> |
<!--Clinical data--> |
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| tradename = |
| tradename = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| CAS_number_Ref = {{cascite|correct|CAS}} |
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| CAS_number = |
| CAS_number = 178929-75-4 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = Q8U66P787F |
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| ATC_prefix = |
| ATC_prefix = |
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| ATC_suffix = |
| ATC_suffix = |
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| PubChem = 10565888 |
| PubChem = 10565888 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 8741276 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=19 | H=24 | N=2 | O=1 |
| C=19 | H=24 | N=2 | O=1 |
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| smiles = n1oc(cc1C)[C@@H]3[C@@H]4N(C)[C@H](C[C@@H]3c2ccc(cc2)C)CC4 |
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| molecular_weight = 296.406 g/mol |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| smiles = CN2C1CCC2CC(c(cc4)ccc4C)C1c3cc(C)no3 |
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| 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 |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = JWOFBAPJYPWTNI-FAJBIJEISA-N |
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'''(–)-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 | |
'''(–)-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> |
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==See also== |
== See also == |
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* [[List of phenyltropanes]] |
* [[List of phenyltropanes]] |
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* [[RTI-126]] |
* [[RTI-126]] |
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* [[O-4210]] |
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== References == |
== References == |
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[[Category:RTI compounds]] |
[[Category:RTI compounds]] |
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[[Category:Dopamine reuptake inhibitors]] |
[[Category:Dopamine reuptake inhibitors]] |
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{{nervous-system-drug-stub}} |
{{nervous-system-drug-stub}} |