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CHEBI:6887 - methylphenidate
| ChEBI ID | CHEBI:6887 |
| ChEBI Name | methylphenidate |
| Stars | |
| Definition | A racemate comprising equimolar amounts of the two threo isomers of methyl phenyl(piperidin-2-yl)acetate. A central stimulant and indirect-acting sympathomimetic, is used (generally as the hydrochloride salt) in the treatment of hyperactivity disorders in children and for the treatment of narcolepsy. |
| Last Modified | 22 February 2017 |
| Formula | C14H19NO2 |
| Net Charge | 0 |
| Average Mass | 233.307 |
| Monoisotopic Mass | 233.14158 |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | 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. 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. |
| Applications: | psychotropic drug A loosely defined grouping of drugs that have effects on psychological function. 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. 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. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| methylphenidate (CHEBI:6887) has part dexmethylphenidate (CHEBI:51860) |
| methylphenidate (CHEBI:6887) has part methyl (S)-phenyl[(S)-piperidin-2-yl]acetate (CHEBI:51857) |
| methylphenidate (CHEBI:6887) has role adrenergic agent (CHEBI:37962) |
| methylphenidate (CHEBI:6887) has role adrenergic uptake inhibitor (CHEBI:35640) |
| methylphenidate (CHEBI:6887) has role analgesic (CHEBI:35480) |
| methylphenidate (CHEBI:6887) has role anti-anaemic agent (CHEBI:75835) |
| methylphenidate (CHEBI:6887) has role antidepressant (CHEBI:35469) |
| methylphenidate (CHEBI:6887) has role antineoplastic agent (CHEBI:35610) |
| methylphenidate (CHEBI:6887) has role antiparkinson drug (CHEBI:48407) |
| methylphenidate (CHEBI:6887) has role antipsychotic agent (CHEBI:35476) |
| 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 immunosuppressive agent (CHEBI:35705) |
| methylphenidate (CHEBI:6887) has role neuroprotective agent (CHEBI:63726) |
| methylphenidate (CHEBI:6887) has role psychotropic drug (CHEBI:35471) |
| methylphenidate (CHEBI:6887) has role sympathomimetic agent (CHEBI:35524) |
| methylphenidate (CHEBI:6887) has role vasoconstrictor agent (CHEBI:50514) |
| methylphenidate (CHEBI:6887) is a organic molecular entity (CHEBI:50860) |
| methylphenidate (CHEBI:6887) is a racemate (CHEBI:60911) |
| methylphenidate (CHEBI:6887) is conjugate base of methylphenidate(1+) (CHEBI:51856) |
| Incoming Relation(s) |
| methylphenidate(1+) (CHEBI:51856) is conjugate acid of methylphenidate (CHEBI:6887) |
| IUPAC Name |
|---|
| rac-methyl (2R)-phenyl[(2R)-piperidin-2-yl]acetate |
| INNs | Source |
|---|---|
| methylphenidate | KEGG DRUG |
| méthylphénidate | WHO MedNet |
| methylphenidatum | ChemIDplus |
| metilfenidato | ChemIDplus |
| Synonyms | Source |
|---|---|
| dl-threo-methylphenidate | ChemIDplus |
| rac-threo-methyl α-phenyl-α-(2-piperidyl)acetate | ChEBI |
| rac-threo-α-phenyl-2-piperidineacetic acid methyl ester | ChEBI |
| threo-(±)-methylphenidate | ChemIDplus |
| methyl rac-threo-phenidylacetate | ChEBI |
| methyl rac-threo-α-phenyl-α-2-piperidinylacetate | ChEBI |
| Brand Names | Source |
|---|---|
| Cotempla xr-odt | ChEMBL |
| Daytrana | KEGG DRUG |
| Manual Xrefs | Databases |
|---|---|
| C07196 | KEGG COMPOUND |
| D04999 | KEGG DRUG |
| DB00422 | DrugBank |
| HMDB0014566 | HMDB |
| Methylphenidate | Wikipedia |
| US2507631 | Patent |
| US2957880 | Patent |
| Registry Numbers | Sources |
|---|---|
| Reaxys:200061 | Reaxys |
| CAS:113-45-1 | KEGG COMPOUND |
| CAS:113-45-1 | NIST Chemistry WebBook |
| CAS:20748-11-2 | ChemIDplus |
| Citations |
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