Drug Details

General Information of the Drug (ID: DR9621)
Name
Methylphenidate
Synonyms
methylphenidate; Methylphenidan; Phenidylate; Concerta; Calocain; Plimasine; Meridil; 113-45-1; Methyl phenidylacetate; Methyl phenidate; Metilfenidato [Italian]; Methylphenidatum; Metilfenidato [INN-Spanish]; Methylphenidatum [INN-Latin]; Methylin; 4311/B Ciba; Methyl phenidyl acetate; methyl phenyl(piperidin-2-yl)acetate; Ritalin; Methyl alpha-phenyl-alpha-(2-piperidyl)acetate; alpha-Phenyl-2-piperidineacetic acid methyl ester; 2-Piperidineacetic acid, alpha-phenyl-, methyl ester; Methylphenidate HCl; NCI-C56280; Methyl alpha-phenyl-alpha-2-piperidinylacetate; CHEMBL796; 2-Piperidineacetic acid, .alpha.-phenyl-, methyl ester; Methyl 2-phenyl-2-(piperidin-2-yl)acetate; Methylfenidan; CHEBI:84276; Metilfenidato; Methylphenidylacetate hydrochloride; .alpha.-Phenyl-2-piperidineacetic acid methyl ester; d-methylphenidate HCl; Daytrana (TN); HSDB 3126; Methyl (2-phenyl-2-(2-piperidyl)acetate); EINECS 204-028-6; C 4311; Methylphenidate (USAN/INN); Rubifen; alpha-Phenyl-alpha-(2-piperidyl)acetic acid methyl ester; Adhd patch; DEA No. 1724; Methylphenidate [USAN:INN:BAN]; Cotempla XR-ODT; Ritalin (Salt/Mix); Methylin (Salt/Mix); Ritaline (Salt/Mix); Centedein (Salt/Mix); Centedrin (Salt/Mix); Centedrine (Salt/Mix); SCHEMBL37178; GTPL7236; DTXSID5023299; Jornay PM (a.k.a. HLD200); 40572-71-2; BCP18286; HY-B1091; BDBM50062912; methyl alpha-piperid-2-ylphenylacetate; Methyl phenyl(2-piperidinyl)acetate #; CS-4657; DB00422; NCGC00248587-01; NCGC00248587-03; Methyl .alpha.-phenyl-2-piperidineacetate; SBI-0206868.P001; Methyl .alpha.-phenyl-2-piperidine-acetate; C07196; D04999; phenyl-piperidin-2-yl-acetic acid methyl ester; AB01563134_01; L001307; Q422112; Methyl .alpha.-phenyl-.alpha.-(2-piperidyl)acetate; Methyl .alpha.-phenyl-.alpha.-2-piperidinylacetate; (S,2S)--Phenyl-2-piperidineacetic acid methyl ester; BRD-A19585813-003-01-7
    Click to Show/Hide
Molecular Type
Small molecule
Disease Attention deficit hyperactivity disorder [ICD-11: 6A05] Approved [1]
Structure
Click to Download Mol
2D MOL

3D MOL

    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C14H19NO2
PubChem CID
4158
Canonical SMILES
COC(=O)C(C1CCCCN1)C2=CC=CC=C2
InChI
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
InChIKey
DUGOZIWVEXMGBE-UHFFFAOYSA-N
CAS Number
CAS 113-45-1
ChEBI ID
CHEBI:84276
TTD Drug ID
D02PPN
DrugBank ID
DB00422
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Morphine      Papaver somniferum     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Biological
                    Regulation		 Increase Antinociceptive effect
                    In-vivo Model Adult male Sprague-Dawley rats weighing 250-270 g were used in this study.
                    Experimental
                    Result(s)		 A combination therapy using low-dose MPH and MOR may produce a MOR-sparing effect in chronic pain management.
Target and Pathway
Target(s) Dopamine transporter (DAT)  Molecule Info  [3]
KEGG Pathway Dopaminergic synapse Click to Show/Hide
2 Parkinson's disease
3 Cocaine addiction
4 Amphetamine addiction
5 Alcoholism
Panther Pathway Adrenaline and noradrenaline biosynthesis Click to Show/Hide
2 Parkinson disease
3 Dopamine receptor mediated signaling pathway
Pathway Interaction Database Alpha-synuclein signaling Click to Show/Hide
Reactome Na+/Cl- dependent neurotransmitter transporters Click to Show/Hide
WikiPathways Monoamine Transport Click to Show/Hide
2 NRF2 pathway
3 Dopaminergic Neurogenesis
4 Parkinsons Disease Pathway
5 Transport of glucose and other sugars, bile salts and organic acids, metal ions and amine compounds
6 Neurotransmitter Clearance In The Synaptic Cleft
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 7236).
Reference 2 Methylphenidate and Morphine Combination Therapy in a Rat Model of Chronic Pain. Anesth Analg. 2020 Feb;130(2):518-524.
Reference 3 Imaging the effects of methylphenidate on brain dopamine: new model on its therapeutic actions for attention-deficit/hyperactivity disorder. Biol Psychiatry. 2005 Jun 1;57(11):1410-5.
 Download Picture         KEGG Link