Drug/Small Molecule:
methylphenidate

2D structure

Overview

Generic Names: Methyl phenidyl acetate; Methylphenidate HCl; Methylphenidate hydrochloride; Methylphenidatum [INN-Latin]; Methylphenidylacetate hydrochloride; Metilfenidat hydrochloride; Metilfenidato [INN-Spanish]; Metilfenidato [Italian]; Phenidylate; d-methylphenidate HCl; methylphenidate
Trade Names: 4311/B Ciba; Calocain; Centedein; Centedrin; Centedrine; Centredin; Concerta; Daytrana; Focalin; Focalin XR; Meridil; Metadate; Metadate CD; Metadate ER; Methylin; Methylin ER; Methylofenidan; Methylphen; Methylphenidan; Methypatch; PMS-Methylphenidate; Plimasine; Riphenidate; Ritalin; Ritalin LA; Ritalin SR; Ritalin hydrochloride; Ritalin-SR; Ritaline; Ritcher Works
PharmGKB Accession Id: PA450464

Description

A central nervous system stimulant used most commonly in the treatment of attention-deficit disorders in children and for narcolepsy. Its mechanisms appear to be similar to those of dextroamphetamine. PubChem (source: Drug Bank)

Indication

For use as an integral part of a total treatment program which typically includes other remedial measures (psychological, educational, social) for a stabilizing effect in children with a behavioral syndrome characterized by the following group of developmentally inappropriate symptoms: moderate-to-severe distractibility, short attention span, hyperactivity, emotional lability, and impulsivity. (source: Drug Bank)

ATC Therapeutic Category

  • N06BA:Centrally acting sympathomimetics

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Methylphenidate blocks dopamine uptake in central adrenergic neurons by blocking dopamine transport or carrier proteins. Methylphenidate acts at the brain stem arousal system and the cerebral cortex and causes increased sympathomimetic activity in the central nervous system. Alteration of serotonergic pathways via changes in dopamine transport may result. (source: Drug Bank)

Pharmacology

Methylphenidate is a central nervous system stimulant used most commonly in the treatment of attention-deficit disorders in children and for narcolepsy. Its mechanisms appear to be similar to those of dextroamphetamine. (source: Drug Bank)

Food Interactions

Avoid alcohol.
Avoid excessive quantities of coffee or tea (Caffeine).
Take on empty stomach: 1 hour before or 2 hours after meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic, methylphenidate is metabolized primarily by de-esterification to ritalinic acid (α-phenyl-2-piperidine acetic acid, PPAA), which has little to no pharmacologic activity. (source: Drug Bank)

Protein Binding

Low (approximately 15%) (source: Drug Bank)

Absorption

Readily absorbed in a biphasic manner. It reaches peak absorption at approximately two hours for the first phase and five hours for the second phase. Bioavailability is low (approximately 30%) (source: Drug Bank)

Toxicity

Symptoms of overdose include vomiting, agitation, tremors, hyperreflexia, muscle twitching, convulsions (may be followed by coma), euphoria, confusion, hallucinations, delirium, sweating, flushing, headache, hyperpyrexia, tachycardia, palpitations, cardiac arrhythmias, hypertension, mydriasis, and dryness of mucous membranes. LD<sub>50</sub>=190mg/kg (orally in mice) (source: Drug Bank)

Isomeric SMILES Code:

COC(=O)C(c1ccccc1)C2CCCCN2 (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data Genotype Data Available Literature annotations available Not annotated
ADRA2A
  • CO
  •   
  •   
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
CES1
  • CO
  •   
  • PK
  •   
  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Has annotations
COMT
  • CO
  •   
  •   
  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
DRD4
  • CO
  •   
  •   
  •   
  • GN
Publications
No phenotype data Genotype Data Available Literature annotations available Not annotated
SLC6A3
  • CO
  • PD
  •   
  • FA
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
SNAP25
  • CO
  •   
  •   
  •   
  • GN
Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
SLC6A3 Uncurated Annotation (source: Drug Bank)
SLC6A2 Uncurated Annotation (source: Drug Bank)
SLC6A4 Uncurated Annotation (source: Drug Bank)

The following drugs are in curated knowledge about this drug.

  Drug Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
warfarin
  •   
  •   
  •   
  •   
  •   
Publications

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
carbamazepine Uncurated Annotation Carbamazepine could reduce the effect of methylphendiate (source: Drug Bank)
cyclosporine Uncurated Annotation Methylphenidate increases the effect and toxicity of cyclosporine (source: Drug Bank)
guanethidine Uncurated Annotation The agent decreases the effect of guanethidine (source: Drug Bank)
isocarboxazid Uncurated Annotation Possible hypertensive crisis with this combination (source: Drug Bank)
phenelzine Uncurated Annotation Possible hypertensive crisis with this combination (source: Drug Bank)
tranylcypromine Uncurated Annotation Possible hypertensive crisis with this combination (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Attention Deficit Disorder with Hyperactivity
  • CO
  • PD
  •   
  • FA
  • GN
Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. Genetic Variants in ADHD Stimulant associated Adverse Events
  2. Physicochemical determinants of human renal clearance

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00422
KEGG Compound ID:
C07196
KEGG Drug ID:
D04999
PubChem Compound ID:
4158

Common Searches

Search PubMed
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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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