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methylphenidate (CHEBI:6887)

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ChEBI Name methylphenidate
ChEBI ID CHEBI:6887
Definition A carboxylic ester that is methyl acetate in which the hydrogens of the methyl group attached to carbonyl group are replaced by a phenyl and a piperidin-2-yl group respectively.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula Source
C14H19NO2 KEGG COMPOUND
Net Charge 0
Average Mass 233.30620
InChI
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
SMILES
COC(=O)C(C1CCCCN1)c1ccccc1
Roles Classification
Biological Role(s): adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
Application(s): adrenergic agent
Any agent that acts on an adrenergic receptor or affects the life cycle of an adrenergic transmitter.
adrenergic uptake inhibitor
Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin.
dopamine uptake inhibitor
A dopaminergic agent that blocks the transport of dopamine into axon terminals or into storage vesicles within terminals. Most of the adrenergic uptake inhibitors also inhibit dopamine uptake.
central nervous system stimulant
Any drug that enhances the activity of the central nervous system.
sympathomimetic agent
A drug that mimics the effects of stimulating postganglionic adrenergic sympathetic nerves. Included in this class are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing methylphenidate (CHEBI:6887) has role adrenergic agent (CHEBI:37962)
methylphenidate (CHEBI:6887) has role adrenergic uptake inhibitor (CHEBI:35640)
methylphenidate (CHEBI:6887) has role central nervous system stimulant (CHEBI:35337)
methylphenidate (CHEBI:6887) has role dopamine uptake inhibitor (CHEBI:51039)
methylphenidate (CHEBI:6887) has role sympathomimetic agent (CHEBI:35524)
methylphenidate (CHEBI:6887) is a carboxylic ester (CHEBI:33308)
methylphenidate (CHEBI:6887) is a piperidines (CHEBI:26151)
methylphenidate (CHEBI:6887) is conjugate base of methylphenidate(1+) (CHEBI:51856)
Incoming methyl (R)-phenyl[(R)-piperidin-2-yl]acetate (CHEBI:51860) is a methylphenidate (CHEBI:6887)
methyl (R)-phenyl[(S)-piperidin-2-yl]acetate (CHEBI:51862) is a methylphenidate (CHEBI:6887)
methyl (S)-phenyl[(R)-piperidin-2-yl]acetate (CHEBI:51861) is a methylphenidate (CHEBI:6887)
methyl (S)-phenyl[(S)-piperidin-2-yl]acetate (CHEBI:51857) is a methylphenidate (CHEBI:6887)
methylphenidate(1+) (CHEBI:51856) is conjugate acid of methylphenidate (CHEBI:6887)
IUPAC Name
methyl phenyl(piperidin-2-yl)acetate
INNs Sources
methylphenidate KEGG DRUG
methylphenidatum ChemIDplus
metilfenidato ChemIDplus
Synonyms Sources
α-phenyl-2-piperidineacetic acid methyl ester NIST Chemistry WebBook
methyl α-phenyl-α-(2-piperidyl)acetate NIST Chemistry WebBook
methyl α-phenyl-α-2-piperidinylacetate NIST Chemistry WebBook
methyl phenidylacetate ChemIDplus
methylphenidan ChemIDplus
Methylphenidate KEGG COMPOUND
Brand Name Source
Daytrana KEGG DRUG
Database Links Databases
C07196 KEGG COMPOUND
D04999 KEGG DRUG
DB00422 DrugBank
HMDB14566 HMDB
Methylphenidate Wikipedia
US2507631 Patent
US2957880 Patent
View more database links
Registry Numbers Types Sources
113-45-1 CAS Registry Number KEGG COMPOUND
113-45-1 CAS Registry Number ChemIDplus
113-45-1 CAS Registry Number NIST Chemistry WebBook
200061 Reaxys Registry Number Reaxys
200061 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
18670250 PubMed citation CiteXplore
18978488 PubMed citation CiteXplore
Last Modified
18 February 2014

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