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Substituted phenidates: Difference between revisions
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>LayerCZ m I added "methylphenidate hydrochloride extended-release" or basically just concerta as it lasts much longer than normal methylphenidate |
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Substituted phenidates primarily act as [[reuptake inhibitors]] of the [[monoamine]] [[neurotransmitters]] [[dopamine]], [[norepinephrine]], and to a much lesser degree, [[serotonin]]. One study found that all substituted phenidates inhibited the norepinephrine and dopamine reuptake transporters 4 to >1,000-fold more potently than the serotonin transporter.<ref>{{cite journal | vauthors=((Luethi, D.)), ((Kaeser, P. J.)), ((Brandt, S. D.)), ((Krähenbühl, S.)), ((Hoener, M. C.)), ((Liechti, M. E.)) | journal=Neuropharmacology | title=Pharmacological profile of methylphenidate-based designer drugs | volume=134 | pages=133–140 | date= May 2018 | url=https://linkinghub.elsevier.com/retrieve/pii/S0028390817303878 | issn=00283908 | doi=10.1016/j.neuropharm.2017.08.020}}</ref> | Substituted phenidates primarily act as [[reuptake inhibitors]] of the [[monoamine]] [[neurotransmitters]] [[dopamine]], [[norepinephrine]], and to a much lesser degree, [[serotonin]]. One study found that all substituted phenidates inhibited the norepinephrine and dopamine reuptake transporters 4 to >1,000-fold more potently than the serotonin transporter.<ref>{{cite journal | vauthors=((Luethi, D.)), ((Kaeser, P. J.)), ((Brandt, S. D.)), ((Krähenbühl, S.)), ((Hoener, M. C.)), ((Liechti, M. E.)) | journal=Neuropharmacology | title=Pharmacological profile of methylphenidate-based designer drugs | volume=134 | pages=133–140 | date= May 2018 | url=https://linkinghub.elsevier.com/retrieve/pii/S0028390817303878 | issn=00283908 | doi=10.1016/j.neuropharm.2017.08.020}}</ref> | ||
== List of substituted phenidates == | ==List of substituted phenidates== | ||
{| class="wikitable" | {| class="wikitable" | ||
|- | |- | ||
! scope="col" | '''Compound''' | ! scope="col" |'''Compound''' | ||
! scope="col" style="width: 50px;" | '''R<sub>3</sub>''' | ! scope="col" style="width: 50px;" |'''R<sub>3</sub>''' | ||
! scope="col" style="width: 50px;" | '''R<sub>4</sub>''' | ! scope="col" style="width: 50px;" |'''R<sub>4</sub>''' | ||
! scope="col" style="width: 50px;" | '''R<sub>O</sub>''' | ! scope="col" style="width: 50px;" |'''R<sub>O</sub>''' | ||
! scope="col" | '''Structure''' | ! scope="col" |'''Structure''' | ||
|- | |- | ||
| [[Methylphenidate]] || H || H || CH<sub>3</sub> || [[File:Methylphenidate.svg|170px]] | |[[Methylphenidate]]||H||H||CH<sub>3</sub>||[[File:Methylphenidate.svg|170px]] | ||
|- | |- | ||
| [[Ethylphenidate]] || H || H || CH<sub>2</sub>CH<sub>3</sub> || [[File:Ethylphenidate.svg|170px]] | |[[Ethylphenidate]]||H||H||CH<sub>2</sub>CH<sub>3</sub>||[[File:Ethylphenidate.svg|170px]] | ||
|- | |- | ||
| | |Methylphenidate Hydrochloride | ||
|H | |||
|H | |||
|CH<sub>3</sub> | |||
|[[File:Methylphenidate hydrochloride extended-release-concerta.png|170x170px]] | |||
|- | |- | ||
| | |[[Isopropylphenidate]]||H||H||CH(CH<sub>3</sub>)<sub>2</sub>||[[File:Isopropylphenidate.svg|170px]] | ||
|- | |- | ||
| | |Propylphenidate||H||H||CH<sub>2</sub>CH<sub>2</sub>CH<sub>3</sub>||[[File:Propylphenidate.svg|170px]] | ||
|- | |- | ||
| | |4-Methylmethylphenidate||H||CH<sub>3</sub>||CH<sub>3</sub>||[[File:4-Methylmethylphenidate.svg|171px]] | ||
|- | |- | ||
| [[ | |[[3,4-CTMP]]||Cl||Cl||CH<sub>3</sub>||[[File:3,4-CTMP.svg|171px]] | ||
|- | |- | ||
| [[4F- | |[[4F-MPH]]||H||F||CH<sub>3</sub>||[[File:4F-MPH.svg|171px]] | ||
|- | |- | ||
| [[ | |[[4F-EPH]]||H||F||CH<sub>2</sub>CH<sub>3</sub>||[[File:4F-EPH.svg|171px]] | ||
|- | |- | ||
| Ethylnaphthidate (''HDEP-28'') || CH=CH- || CH=CH- || CH<sub>2</sub>CH<sub>3</sub> || [[File:Ethylnaphthidate.svg|170px]] | |[[Methylnaphthidate]] (''HDMP-28'')||CH=CH-||CH=CH-||CH<sub>3</sub>||[[File:Methylnaphthidate.svg|170px]] | ||
|- | |||
|Ethylnaphthidate (''HDEP-28'')||CH=CH-||CH=CH-||CH<sub>2</sub>CH<sub>3</sub>||[[File:Ethylnaphthidate.svg|170px]] | |||
|- | |- | ||
|} | |} | ||
==See also== | ==See also== | ||
*[[Responsible use]] | *[[Responsible use]] | ||
*[[Phenethylamines]] | *[[Phenethylamines]] | ||
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==External links== | ==External links== | ||
* [https://en.wikipedia.org/wiki/List_of_methylphenidate_analogues List of methylphenidate analogues (Wikipedia)] | |||
*[https://en.wikipedia.org/wiki/List_of_methylphenidate_analogues List of methylphenidate analogues (Wikipedia)] | |||
==Literature== | ==Literature== | ||
* Luethi, D., Kaeser, P. J., Brandt, S. D., Krähenbühl, S., Hoener, M. C., & Liechti, M. E. (2017). Pharmacological profile of methylphenidate-based designer drugs. Neuropharmacology. https://doi.org/10.1016/j.neuropharm.2017.08.020 | |||
*Luethi, D., Kaeser, P. J., Brandt, S. D., Krähenbühl, S., Hoener, M. C., & Liechti, M. E. (2017). Pharmacological profile of methylphenidate-based designer drugs. Neuropharmacology. https://doi.org/10.1016/j.neuropharm.2017.08.020 | |||
==References== | ==References== | ||