<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2872</id>
  <title>T3D2830</title>
  <common-name>Mazindol</common-name>
  <description>Mazindol is only found in individuals that have used or taken this drug. It is a tricyclic anorexigenic agent unrelated to and less toxic than amphetamine, but with some similar side effects. It inhibits uptake of catecholamines and blocks the binding of cocaine to the dopamine uptake transporter. Although the mechanism of action of the sympathomimetics in the treatment of obesity is not fully known, these medications have pharmacological effects similar to those of amphetamines. Unlike other sympathomimetic appetite suppressants such as phentermine, mazindol is thought to inhibit the reuptake of norepinephrine rather than to cause its release.</description>
  <cas>22232-71-9</cas>
  <pubchem-id>4020</pubchem-id>
  <chemical-formula>C16H13ClN2O</chemical-formula>
  <weight>284.071640</weight>
  <appearance>White powder.</appearance>
  <melting-point>198-199°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>1.39e-01 g/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Although the mechanism of action of the sympathomimetics in the treatment of obesity is not fully known, these medications have pharmacological effects similar to those of amphetamines. Unlike other sympathomimetic appetite suppressants such as phentermine, mazindol is thought to inhibit the reuptake of norepinephrine rather than to cause its release.</mechanism-of-toxicity>
  <metabolism>Hepatic.Half Life: 10-13 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Mazindol is used in short-term (a few weeks) treatment of exogenous obesity in conjunction with a regimen of weight reduction based on caloric restriction, exercise, and behavior modification in patients with a body mass index of 30 kg of body weight per height in meters squared (kg/m&lt;sup&gt;2&lt;/sup&gt;) or in patients with a body mass index of 27 kg/m&lt;sup&gt;2&lt;/sup&gt; in the presence of risk factors such as hypertension, diabetes, or hyperlipidemia.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Using large amounts of these drugs can result in a condition known as amphetamine psychosis -- which can result in auditory, visual and tactile hallucinations, intense paranoia, irrational thoughts and beliefs, delusions, and mental confusion.</health-effects>
  <symptoms>Symptoms of a mazindol overdose include restlessness, tremor, rapid breathing, confusion, hallucinations, panic, aggressiveness, nausea, vomiting, diarrhea, an irregular heartbeat, and seizures.</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:27:12Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Mazindol</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>146385</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Mazindol</stitch-id>
  <drugbank-id>DB00579</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>OC1(N2CCN=C2C2=CC=CC=C12)C1=CC=C(Cl)C=C1</moldb-smiles>
  <moldb-formula>C16H13ClN2O</moldb-formula>
  <moldb-inchi>InChI=1/C16H13ClN2O/c17-12-7-5-11(6-8-12)16(20)14-4-2-1-3-13(14)15-18-9-10-19(15)16/h1-8,20H,9-10H2</moldb-inchi>
  <moldb-inchikey>InChIKey=ZPXSCAKFGYXMGA-UHFFFAOYNA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">284.74</moldb-average-mass>
  <moldb-mono-mass type="decimal">284.071640755</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.7</logp>
  <hmdb-id>HMDB14718</hmdb-id>
  <chembl-id>CHEMBL781</chembl-id>
  <chemspider-id>3880</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;U.S. Patents 3,597,445 and 3,763,178.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
