File:Methylphenidate.svg · Wikimedia Commons · See Wikimedia Commons
Methylphenidat
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
Arzneistoff
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 · Deutsch
Methylphenidat (kurz: MPH; Handelsname u. a. Ritalin, Medikinet, Concerta) ist ein Arzneistoff aus der Gruppe der Phenylethylamine. Er besitzt eine stimulierende Wirkung und wird heute hauptsächlich zur Behandlung der Aufmerksamkeitsdefizit-/Hyperaktivitätsstörung (ADHS) und seltener auch bei Narkolepsie eingesetzt. In Deutschland ist Methylphenidat als verkehrs- und verschreibungsfähiges Betäubungsmittel eingestuft.
Abstract from DBpedia / Wikipedia · CC BY-SA