<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4613</id>
  <title>T3D4559</title>
  <common-name>Dimenhydrinate</common-name>
  <description>Dimenhydrinate (Dramamine, Gravol and Vertirosan) is an over-the-counter drug used to prevent motion sickness. It is closely related to diphenhydramine HCl, or Benadryl. It is primarily a H1-antagonist, but also possesses an antimuscarinic effect.</description>
  <cas>523-87-5</cas>
  <pubchem-id>441281</pubchem-id>
  <chemical-formula>C24H28ClN5O3</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>102.5-104°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>3000 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Well absorbed after oral administration.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The mechanism by which some antihistamines exert their antiemetic, anti&amp;ndash;motion sickness, and antivertigo effects is not precisely known but may be related to their central anticholinergic actions. They diminish vestibular stimulation and depress labyrinthine function. An action on the medullary chemoreceptive trigger zone may also be involved in the antiemetic effect. Dimenhydrinate is a competitive antagonist at the histamine H1 receptor, which is widely distributed in the human brain. Dimenhydrinate's anti-emetic effect is probably due to H1 antagonism in the vestibular system in the brain. </mechanism-of-toxicity>
  <metabolism>Hepatic (cytochrome P-450 system).
Half Life: 1 to 4 hours</metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used for treating vertigo, motion sickness, and nausea associated with pregnancy.</use-source>
  <min-risk-level></min-risk-level>
  <health-effects></health-effects>
  <symptoms>Symptoms of overdose include delerium, hallucinations, and excitment. Patients may be violent and confused.  </symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2014-08-30T21:04:18Z</created-at>
  <updated-at type="dateTime">2026-04-13T20:40:07Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Dimenhydrinate</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>4604</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id>DB00985</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN1C2=C([N-]C(Cl)=N2)C(=O)N(C)C1=O.C[NH+](C)CCOC(C1=CC=CC=C1)C1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C24H28ClN5O3</moldb-formula>
  <moldb-inchi>InChI=1S/C17H21NO.C7H7ClN4O2/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;1-11-4-3(9-6(8)10-4)5(13)12(2)7(11)14/h3-12,17H,13-14H2,1-2H3;1-2H3,(H,9,10,13)</moldb-inchi>
  <moldb-inchikey>DKHVTDUUNTVKOW-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">469.964</moldb-average-mass>
  <moldb-mono-mass type="decimal">469.188067494</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>-0.39</logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL1200406</chembl-id>
  <chemspider-id>390044</chemspider-id>
  <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;Cusic, J.W.; U.S. Patent 2,499,058; February 28,1950; assigned to G.D. Searle &amp;amp; Co. &lt;br /&gt;Cusic, J.W.; U.S. Patent 2,534,813; December 19,1950; assigned to G.D. Searle &amp;amp; Co.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003519</chemdb-id>
  <dsstox-id>DTXSID9025087</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00076452</susdat-id>
  <iupac>8-chloro-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-7-ide; [2-(diphenylmethoxy)ethyl]dimethylazanium</iupac>
</compound>
