<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2961</id>
  <title>T3D2919</title>
  <common-name>Benzphetamine</common-name>
  <description>A sympathomimetic agent with properties similar to dextroamphetamine. It is used in the treatment of obesity. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1222)</description>
  <cas>156-08-1</cas>
  <pubchem-id>5311017</pubchem-id>
  <chemical-formula>C17H21N</chemical-formula>
  <weight>239.167400</weight>
  <appearance>White powder.</appearance>
  <melting-point>129-130°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>Readily soluble</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral. Readily absorbed from the gastro-intestinal tract and buccal mucosa. It Is resistant to metabolism by monoamine oxidase.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Although the mechanism of action of the sympathomimetic appetite suppressants in the treatment of obesity is not fully known, these medications have pharmacological effects similar to those of amphetamines. Amphetamine and related sympathomimetic medications (such as benzphetamine) are thought to stimulate the release of norepinephrine and/or dopamine from storage sites in nerve terminals in the lateral hypothalamic feeding center, thereby producing a decrease in appetite. This release is mediated by the binding of benzphetamine to centrally located adrenergic receptors.</mechanism-of-toxicity>
  <metabolism>Hepatic. Benzphetamine's metabolites include amphetamine and methamphetamine.Half Life: 16 to 31 hours</metabolism>
  <toxicity>LD50: 160 mg/kg (Oral, Rat) (A308)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For the management of exogenous obesity as a short term adjunct (a few weeks) in a regimen of weight reduction based on caloric restriction</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>Acute overdosage may result in restlessness, tremor, tachypnea, confusion, assaultiveness, and panic states.</symptoms>
  <treatment>Management of acute amphetamine intoxication is largely symptomatic and includes sedation with a barbiturate. If hypertension is marked, the use of a nitrite or rapidly acting alpha receptor blocking agent should be considered. Acidification of the urine increases amphetamine excretion. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:27:52Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:53Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Benzphetamine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07538</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>3044</chebi-id>
  <biocyc-id>CPD-10530</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Benzphetamine</stitch-id>
  <drugbank-id>DB00865</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>[H][C@](C)(CC1=CC=CC=C1)N(C)CC1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C17H21N</moldb-formula>
  <moldb-inchi>InChI=1S/C17H21N/c1-15(13-16-9-5-3-6-10-16)18(2)14-17-11-7-4-8-12-17/h3-12,15H,13-14H2,1-2H3/t15-/m0/s1</moldb-inchi>
  <moldb-inchikey>InChIKey=YXKTVDFXDRQTKV-HNNXBMFYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">239.3553</moldb-average-mass>
  <moldb-mono-mass type="decimal">239.167399677</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>4.1</logp>
  <hmdb-id>HMDB15003</hmdb-id>
  <chembl-id>CHEMBL1201358</chembl-id>
  <chemspider-id>4470556</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;Dennis J. Kalota, Keith G. Tomazi, &amp;#8220;Crystallization Method for Benzphetamine.&amp;#8221; U.S. Patent US20080262268, issued October 23, 2008.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
