<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4617</id>
  <title>T3D4563</title>
  <common-name>Dexmethylphenidate</common-name>
  <description>Dexmethylphenidate is the dextrorotary form of methylphenidate. It is a norepinephrine-dopamine reuptake inhibitor (NDRI) and thus a psychostimulant. It is used for treatment of Attention Deficit Hyperactivity Disorder (ADHD).</description>
  <cas>40431-64-9</cas>
  <pubchem-id>4158</pubchem-id>
  <chemical-formula>C14H19NO2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point nil="true"/>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>11-52%</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>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.Methylphenidate is a catecholamine reuptake inhibitor that indirectly increases catecholaminergic neurotransmission by inhibiting the dopamine transporter (DAT) and norepinephrine transporter (NET), which are responsible for clearing catecholamines from the synapse, particularly in the striatum and meso-limbic system.</mechanism-of-toxicity>
  <metabolism>epatic, methylphenidate is metabolized primarily by de-esterification to ritalinic acid (&amp;alpha;-phenyl-2-piperidine acetic acid, PPAA), which has little to no pharmacologic activity.Route of Elimination: RenalHalf Life: 2-4 hours</metabolism>
  <toxicity>Oral, Mouse: LD&lt;sub&gt;50&lt;/sub&gt;=190mg/kg</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Dexmethylphenidate is used as a treatment for ADHD, ideally in conjunction with psychological, educational, behavioral or other forms of treatment.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>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.</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-30T21:04:54Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Dexmethylphenidate</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB06701</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H][C@@](C(=O)OC)(C1=CC=CC=C1)[C@@]1([H])CCCCN1</moldb-smiles>
  <moldb-formula>C14H19NO2</moldb-formula>
  <moldb-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/t12-,13-/m1/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=DUGOZIWVEXMGBE-CHWSQXEVSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">233.3062</moldb-average-mass>
  <moldb-mono-mass type="decimal">233.141578857</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id nil="true"/>
  <chemspider-id nil="true"/>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Arie Gutman, &amp;#8220;Process for the preparation of dexmethylphenidate hydrochloride.&amp;#8221; U.S. Patent US20040180928, issued September 16, 2004.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
