<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2938</id>
  <title>T3D2896</title>
  <common-name>Proparacaine</common-name>
  <description>Proparacaine is only found in individuals that have used or taken this drug. It is a topical anesthetic drug of the amino ester group. It is available as its hydrochloride salt in ophthalmic solutions at a concentration of 0.5%. [Wikipedia]The exact mechanism whereby proparacaine and other local anesthetics influence the permeability of the cell membrane is unknown; however, several studies indicate that local anesthetics may limit sodium ion permeability through the lipid layer of the nerve cell membrane. Proparacaine may alter epithelial sodium channels through interaction with channel protein residues. This limitation prevents the fundamental change necessary for the generation of the action potential.</description>
  <cas>499-67-2</cas>
  <pubchem-id>4935</pubchem-id>
  <chemical-formula>C16H26N2O3</chemical-formula>
  <weight>294.194340</weight>
  <appearance>White powder.</appearance>
  <melting-point>182-183.3°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>1.39e+00 g/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Topical (eye drop).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The exact mechanism whereby proparacaine and other local anesthetics influence the permeability of the cell membrane is unknown; however, several studies indicate that local anesthetics may limit sodium ion permeability through the lipid layer of the nerve cell membrane. Proparacaine may alter epithelial sodium channels through interaction with channel protein residues. This limitation prevents the fundamental change necessary for the generation of the action potential.</mechanism-of-toxicity>
  <metabolism>Plasma</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used as an ophthalmic anesthetic (as eye drops) to reduce pain and discomfort during procedures involving the eye. [Wikipedia]</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>Dizziness or drowsiness; increased sweating; irregular heartbeat; muscle twitching or trembling; nausea or vomiting; shortness of breath or troubled breathing; unusual excitement, nervousness, or restlessness; unusual tiredness or weakness. Burning, stinging, redness, or other irritation of eye. (L1482)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:27:41Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:53Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Proparacaine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07383</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>309007</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Proparacaine</stitch-id>
  <drugbank-id>DB00807</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCOC1=C(N)C=C(C=C1)C(=O)OCCN(CC)CC</moldb-smiles>
  <moldb-formula>C16H26N2O3</moldb-formula>
  <moldb-inchi>InChI=1S/C16H26N2O3/c1-4-10-20-15-8-7-13(12-14(15)17)16(19)21-11-9-18(5-2)6-3/h7-8,12H,4-6,9-11,17H2,1-3H3</moldb-inchi>
  <moldb-inchikey>InChIKey=KCLANYCVBBTKTO-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">294.3892</moldb-average-mass>
  <moldb-mono-mass type="decimal">294.194342708</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>2.5</logp>
  <hmdb-id>HMDB14945</hmdb-id>
  <chembl-id>CHEMBL1196</chembl-id>
  <chemspider-id>4766</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></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
