<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2515</id>
  <title>T3D2474</title>
  <common-name>Naftidrofuryl</common-name>
  <description>Naftidrofuryl (INN, also known as nafronyl or as the oxalate salt nafronyl oxalate) is a drug used in the management of peripheral and cerebral vascular disorders. It is claimed to enhance cellular oxidative capacity and to be a spasmolytic. It may also be a 5-HT2 receptor antagonist (L999).</description>
  <cas>31329-57-4</cas>
  <pubchem-id>4417</pubchem-id>
  <chemical-formula>C24H33NO3</chemical-formula>
  <weight>383.246040</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point>190°C  at  5.00E-01 mm Hg</boiling-point>
  <density></density>
  <solubility></solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Oral (A302).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Naftidrofuryl blocks the type 2 serotonin (5-HT2) receptors and thereby inhibits the effects of serotonin-induced vasoconstriction
or platelet aggregation. It is also a stimulator of metabolism by improving aerobic glucose metabolism and by these means preserving cell function in ischemic conditions. Overdosage may result in disturbance of the atrioventricular conduction
time, ventricular arrhythmia, convulsions, acute renal failure or acute hepatic necrosis (A302).</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity>LD50: 1890 mg/kg (Oral, Rat) (L1001)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Naftidrofuryl is a drug used in the management of peripheral and cerebral vascular disorders (L999).</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Naftidrofuryl increases the peripheric circulation of blood, e.g. in peripheral vascular disease (PAOD), Raynaud's phenomenon, cerebrovascular diseases, diffuse circulatory insufficiency in the elderly going along with confusion or behavioral disturbances.  Overdosage may result in disturbance of the atrioventricular conduction time, ventricular arrhythmia, convulsions, acute renal failure or acute hepatic necrosis (A302).</health-effects>
  <symptoms>Convulsions, Nausea and epigastric pain, rash, hepatitis or hepatic failure, calcium oxalate stones  (A302, L1000).</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-03T21:54:23Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:33Z</updated-at>
  <interacting-proteins> </interacting-proteins>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id>TETRA-H-BIOPTERIN</biocyc-id>
  <ctd-id>D009257</ctd-id>
  <stitch-id>Naftidrofuryl</stitch-id>
  <drugbank-id nil="true"/>
  <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>CCN(CC)CCOC(=O)C(CC1CCCO1)CC1=C2C=CC=CC2=CC=C1</moldb-smiles>
  <moldb-formula>C24H33NO3</moldb-formula>
  <moldb-inchi>InChI=1S/C24H33NO3/c1-3-25(4-2)14-16-28-24(26)21(18-22-12-8-15-27-22)17-20-11-7-10-19-9-5-6-13-23(19)20/h5-7,9-11,13,21-22H,3-4,8,12,14-18H2,1-2H3</moldb-inchi>
  <moldb-inchikey>InChIKey=KBAFPSLPKGSANY-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">383.5237</moldb-average-mass>
  <moldb-mono-mass type="decimal">383.246043927</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL1620794</chembl-id>
  <chemspider-id>4264</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>
