<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2911</id>
  <title>T3D2869</title>
  <common-name>Procaine</common-name>
  <description>Procaine is only found in individuals that have used or taken this drug. It is a local anesthetic of the ester type that has a slow onset and a short duration of action. It is mainly used for infiltration anesthesia, peripheral nerve block, and spinal block. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1016). [PubChem]Procaine acts mainly by inhibiting sodium influx through voltage gated sodium channels in the neuronal cell membrane of peripheral nerves. When the influx of sodium is interrupted, an action potential cannot arise and signal conduction is thus inhibited. The receptor site is thought to be located at the cytoplasmic (inner) portion of the sodium channel. Procaine has also been shown to bind or antagonize the function of N-methyl-D-aspartate (NMDA) receptors as well as nicotinic acetylcholine receptors and the serotonin receptor-ion channel complex.</description>
  <cas>59-46-1</cas>
  <pubchem-id>4914</pubchem-id>
  <chemical-formula>C13H20N2O2</chemical-formula>
  <weight>236.152480</weight>
  <appearance>White powder.</appearance>
  <melting-point>61°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>9450 mg/L (at 30°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral, Infiltration, Intramuscular</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Procaine acts mainly by inhibiting sodium influx through voltage gated sodium channels in the neuronal cell membrane of peripheral nerves. When the influx of sodium is interrupted, an action potential cannot arise and signal conduction is thus inhibited. The receptor site is thought to be located at the cytoplasmic (inner) portion of the sodium channel. Procaine has also been shown to bind or antagonize the function of N-methyl-D-aspartate (NMDA) receptors as well as nicotinic acetylcholine receptors and the serotonin receptor-ion channel complex.</mechanism-of-toxicity>
  <metabolism>Hydrolysis by plasma esterases to PABARoute of Elimination: With normal kidney function, the drug is excreted rapidly by tubular excretion. Half Life: 7.7 minutes</metabolism>
  <toxicity>LD50: 350 mg/kg (Oral, mouse).</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>It is used primarily to reduce the pain of intramuscular injection of penicillin, and it is also used in dentistry. [Wikipedia]</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>An allergic reaction (difficulty breathing; closing of the throat; swelling of the lips, tongue, or face; or hives); chest pain or slow or irregular heartbeats; dizziness or drowsiness; anxiety or restlessness;
 nausea or vomiting; trembling, shaking, or seizures (convulsions). Other less serious side effects such as numbness, tingling, or minor pain at or around the injection site are more likely to occur.(L1459)
</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:27:29Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Procaine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07375</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>8430</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Procaine</stitch-id>
  <drugbank-id>DB00721</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>CCN(CC)CCOC(=O)C1=CC=C(N)C=C1</moldb-smiles>
  <moldb-formula>C13H20N2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C13H20N2O2/c1-3-15(4-2)9-10-17-13(16)11-5-7-12(14)8-6-11/h5-8H,3-4,9-10,14H2,1-2H3</moldb-inchi>
  <moldb-inchikey>InChIKey=MFDFERRIHVXMIY-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">236.3101</moldb-average-mass>
  <moldb-mono-mass type="decimal">236.152477894</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>2.14</logp>
  <hmdb-id>HMDB14859</hmdb-id>
  <chembl-id>CHEMBL569</chembl-id>
  <chemspider-id>4745</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;&lt;a href="http://www.drugsyn.org/Procaine.htm"&gt;DrugSyn.org&lt;/a&gt;&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
