メチルフェニデート

Also 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

中枢神経刺激薬

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 Å²
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

Wikidata facts

Has part: nitrogen
Mass: 233.141579
Has use: medication

Show 16 more facts

time of discovery or invention: 1944-01-01
route of administration: transdermal administration
chemical formula: C₁₄H₁₉NO₂
topic's main category: Category:Methylphenidate
Commons category: Methylphenidate
World Health Organisation international non-proprietary name: methylphenidate
medical condition treated: hypersomnia
canonical SMILES: COC(=O)C(C1CCCCN1)C2=CC=CC=C2
defined daily dose: 30
subject has role: nootropic
MCN code: 2933.33.71
different from: ethylphenidate
legal status (medicine): boxed warning
native label: methylphenidatum
boiling point: 136
melting point: 74.5

Sources (9)

via Wikidata · CC0

Article · 日本語

メチルフェニデート（英語: Methylphenidate）は、ドーパミン及びノルアドレナリン再取り込み阻害作用によって前頭前皮質や線条体を刺激し、脳機能の一部の向上や覚醒効果を主な作用とする精神刺激薬である。日本ではナルコレプシーの治療薬にリタリン（Ritalin）と、ADHDの治療薬に徐放製剤のコンサータ（Concerta）が認可されている。同効薬として、精神刺激薬のアンフェタミン、ペモリン、モダフィニルなどがある。日本でのリタリンの適応症はナルコレプシー、コンサータの適応症は注意欠陥・多動性障害(ADHD)である。リタリンとコンサータについて、それぞれ流通管理委員会が設置され、流通が厳格に管理されており、登録された病院、薬局でしか処方、薬の引き渡しができない。第一種向精神薬（麻薬及び向精神薬取締法）と処方箋医薬品・劇薬（医薬品医療機器等法）に指定されている。メチルフェニデートは、アンフェタミンやメタンフェタミンと比較し依存形成しにくいものの、精神的依存の報告がある。一般的な副作用は、眠気、不眠、頭痛･頭重、注意集中困難、神経過敏、性欲減退、発汗、抗コリン作用（口渇、排尿障害、便秘、食欲不振、胃部不快感、心悸亢進、不整脈、筋緊張など）などである。

Abstract from DBpedia / Wikipedia · CC BY-SA