File:Methylphenidate.svg · Wikimedia Commons · See Wikimedia Commons
metilfenidato
Sign in to saveAlso known as RIT124, methyl alpha-phenyl-alpha-2-piperidinylacetate, alpha-phenyl-2-piperidineacetic acid methyl ester, methyl phenidylacetate, methylphenidan, methyl alpha-phenyl-alpha-(2-piperidyl)acetate, α-phenyl-2-piperidineacetic acid methyl ester, methyl α-phenyl-α-(2-piperidyl)acetate
psicostimolante con struttura 2-benzil piperidinica altresì strutturalmente simile al farmaco analgesico petidina
OverviewAI-generated
Methylphenidate is a chemical compound with the formula C₁₄H₁₉NO₂. It was discovered in 1944. The substance has a melting point of 74.5 and a boiling point of 136. Its mass is listed as 233.141579, while its weight is recorded as 233.31. The defined daily dose is 30.
The IUPAC name for this compound is methyl 2-phenyl-2-piperidin-2-ylacetate. It possesses a charge of 0, an xlogp of 0.2, and a tpsa of 38.3. The molecule contains one hydrogen bond donor and three hydrogen bond acceptors. It is referenced by 2,563 other encyclopedia articles.
Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 464371569
- Drug.image
- Methylphenidate.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 200px
- Drug.imageL
- D-threo-Methylphenidate-3D-Ball-And-Stick-Model.png
- Drug.image_classL
- bg-transparent
- Drug.widthL
- 125px
- Drug.imageR
- L-threo-Methylphenidate-3D-Ball-And-Stick-Model.png
- Drug.image_classR
- bg-transparent
- Drug.widthR
- 125px
- Drug.tradename
- Ritalin, Concerta, others
- Drug.MedlinePlus
- a682188
- Drug.DailyMedID
- Methylphenidate
- Drug.pregnancy_AU
- D
- Drug.dependency_liability
- Physical: NonePsychological: Moderate
- Drug.addiction_liability
- Moderate
- Drug.routes_of_administration
- Medical: Oral, transdermalRecreational: Oral, insufflation, sublingual, rectal, intravenous
via Wikipedia infobox
Chemical data
- Formula
- C14H19NO2
- Molecular weight
- 233.31 g/mol
- IUPAC name
- methyl 2-phenyl-2-piperidin-2-ylacetate
- SMILES
- COC(=O)C(C1CCCCN1)C2=CC=CC=C2
- InChIKey
- DUGOZIWVEXMGBE-UHFFFAOYSA-N
- XLogP
- 0.2
- Polar surface area
- 38.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
11,000 papers- An update on the clinical pharmacology of methylphenidate: therapeutic efficacy, abuse potential and future considerations.Expert review of clinical pharmacology · 2020
- Pharmacokinetics and clinical effectiveness of methylphenidate.Clinical pharmacokinetics · 1999
- [Methylphenidate].Nihon rinsho. Japanese journal of clinical medicine · 2015
- [Methylphenidate misuse].Praxis · 2012
- Age-dependent effects of cumulative methylphenidate exposure on brain structure and symptom amelioration in youth with ADHD: A longitudinal MRI study.Progress in neuro-psychopharmacology & biological psychiatry · 2025
via PubMed
Article · Italiano
Il metilfenidato cloridrato (MPH) è un farmaco appartenente alla classe degli psicostimolanti, che possiede una struttura 2-benzil piperidinica, strutturalmente simile al farmaco analgesico meperidina cloridrato (petidina). Parte della struttura base della molecola è identificabile con quella delle catecolamine e delle feniletilamine, da cui si differenzia, però, per l'esclusiva presenza del gruppo piperidinico al posto del gruppo amminico. Possedendo una spiccata attività stimolante, il farmaco trova largo impiego in una serie di disturbi DSM/a e off-label. È commercializzato in Italia per il trattamento farmacologico del disturbo da deficit di attenzione/iperattività (ADHD).
Abstract from DBpedia / Wikipedia · CC BY-SA