m
methylphenidate
Central nervous system stimulant of the phenethylamine and piperidine classes that is used in the treatment of attention deficit hyperactivity disorder and narcolepsy
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
- Formula
- C₁₄H₁₉NO₂
1
- C₁₄H₁₉NO₂
- Mass
- 233.1416 Da
1
- 233.1416 Da
- Melting point
- 74.5°C
- Boiling point
- 136°C
Overview
Chemistry
All data
121 statements · 48% with external sources · numbers in brackets are citations
- Discovered
- 1944
- World Health Organisation international non-proprietary name
- methylphenidate
1
- methylphenidate
- Medical condition treated
- attention deficit hyperactivity disorder(since 1955) approved by: United States Food and Drug Administration
2
Sources- 1.Stated in NDF-RTRetrieved 2016-12-13
- 2.Stated in Inxight: Drugs Databasedrugs.ncats.io/drug/207ZZ9QZ49Retrieved 2018-11-02
- neurotic disorder
1
- narcolepsy(since 1955) approved by: United States Food and Drug Administration
3
Sources- 1.Stated in NDF-RTRetrieved 2016-12-13
- 2.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- 3.Stated in Inxight: Drugs Databasedrugs.ncats.io/drug/207ZZ9QZ49Retrieved 2018-11-02
- hypersomnia
1
Sources- 1.Stated in Drug Indications Extracted from FAERSRetrieved 2018-10-02
- attention deficit hyperactivity disorder(since 1955) approved by: United States Food and Drug Administration
- Canonical SMILES
- COC(=O)C(C1CCCCN1)C2=CC=CC=C2
1
- COC(=O)C(C1CCCCN1)C2=CC=CC=C2
- Defined daily dose
- 30 milligram route of administration: oral administration
- Active ingredient in
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- Cotempla
1
- Cotempla
- Subject has role
- dopamine reuptake inhibitor
2
Sources- 1.Stated in NDF-RTRetrieved 2018-03-05
- 2.Stated in Medical Subject HeadingsRetrieved 2018-03-15
- adrenergic uptake inhibitors
1
- stimulant
1
- nootropic
- dopamine reuptake inhibitor
- MCN code
- 2933.33.71
- Physically interacts with
- solute carrier family 6 member 3 subject has role: enzyme inhibitor
1
- Solute carrier family 6 member 2 subject has role: enzyme inhibitor
1
- solute carrier family 6 member 3 subject has role: enzyme inhibitor
- Part of
- response to methylphenidate subject has role: reactant
1
- response to methylphenidate subject has role: reactant
- Legal status (medicine)
- boxed warning
1
Sources- 1.“FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.”nctr-crs.fda.gov/fdalabel/ui/spl-summaries/criteria/343802
- boxed warning
- Native label
- methylphenidatum
- Substance control status
- Schedule I (Russia) applies to jurisdiction: Russia
1
Sources- 1.Stated in Government Decree No. 681 of 30 June 1998 (Russia)consultant.ru/document/cons_doc_LAW_19243/Retrieved 2026-08-31
- Schedule 8 (Australia) applies to jurisdiction: Australia
- Schedule III (Canada) applies to jurisdiction: Canada
- Anlage III (Germany) applies to jurisdiction: Germany
- Class B (United Kingdom) applies to jurisdiction: United Kingdom
- Schedule II (United States) applies to jurisdiction: United States
- Schedule II (Convention on Psychotropic Substances 1971)
- Schedule I (Russia) applies to jurisdiction: Russia
On other databases
53 identifiers linking methylphenidate across the web's reference databases
- ATC codeN06BA04
- CAS Registry Number113-45-1
- ChEBI ID6887
- ChEMBL IDCHEMBL796
- ChemSpider ID4015
- DrugBank IDDB00422
- DrugCentral ID1767
- DSSTOX compound identifierDTXCID003299
- DSSTox substance IDDTXSID5023299
- EC number204-028-6
- ECHA Substance Infocard ID100.003.662
- Encyclopædia Britannica Online IDscience/Ritalin
- Freebase ID/m/01d65r
- GND ID4467327-9
- Guide to Pharmacology Ligand ID7236
- HSDB ID3126
- Human Metabolome Database IDHMDB0014566
- InChIInChI=1S/C14H19NO2/c1-17-14(16)13(11-7-3-2-4-8-11)12-9-5-6-10-15-12/h2-4,7-8,12-13,15H,5-6,9-10H2,1H3
- InChIKeyDUGOZIWVEXMGBE-UHFFFAOYSA-N
- Interlingual Index IDi56195
- J-GLOBAL ID200907083753147252
- J9U entity ID987007551470205171
- KBpedia IDMethylphenidateHydrochloride
- KEGG IDC07196
- Library of Congress Authorities IDsh91001552
- MassBank accession IDMSBNK-Fac_Eng_Univ_Tokyo-JP003176
- MedlinePlus drug identifiera682188
- MeSH descriptor IDD008774
- MeSH tree codeD02.241.223.601.600
- Microsoft Academic ID (discontinued)2777112843
- Namuwiki ID메틸페니데이트
- NDF-RT IDN0000147920
- Nikkaji IDJ5.133K
- OpenAlex IDC2777112843
- PatientsLikeMe treatment IDmethylphenidate
- Probes And Drugs IDPD010035
- PubChem CID4158
- Quora topic IDMethylphenidate
- Reaxys registry number200061
- Römpp online IDRD-13-02001
- RxNorm CUI6901
- SPLASHsplash10-001i-9100000000-c75de12fbdae54dce658
- Store medisinske leksikon IDmetylfenidat
- SureChEMBL ID37178
- UK Parliament thesaurus ID12526
- UniChem compound ID476621
- UNII207ZZ9QZ49
- WikiKids IDMethylfenidaat
- WikiProjectMed IDMethylphenidate
- WikiSkripta article ID61267
- WordNet 3.1 Synset ID03762153-n
- World Health Organisation international non-proprietary name numeric ID485
- Yale LUX IDconcept/2c696fec-b01a-4e59-a496-cc0e6edc4eaf