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<compound>
  <id type="integer">2961</id>
  <title>T3D2919</title>
  <common-name>Benzphetamine</common-name>
  <description>Benzphetamine is an exogenous organic compound with the formula C17H21N and an average molecular weight of 239.36 g/mol. It exists as a solid at room temperature. Benzphetamine belongs to the phenethylamines, a subclass of benzene and substituted derivatives within the organic compounds.

This compound functions as a sympathomimetic agent, dopamine uptake inhibitor, and adrenergic uptake inhibitor. It is used as an appetite depressant. Its recorded protein targets include the Alpha-2A adrenergic receptor (ADRA2A), the Alpha-1A adrenergic receptor (ADRA1A), the NADPH--cytochrome P450 reductase (POR), the synaptic vesicular amine transporter (SLC18A2), and the sodium-dependent dopamine transporter (SLC6A3). Regarding its use in treating obesity, benzphetamine and related sympathomimetic medications are thought to produce a decrease in appetite by stimulating the release of dopamine and/or norepinephrine from storage sites in nerve terminals in the lateral hypothalamic feeding center.

Benzphetamine has been recorded in two sources: Household cleaning &amp; consumer products (Other Smoking Requisites) and Electrical &amp; Electronic Equipment (Antennas).</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">2026-05-14T16:51:07Z</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>C[C@@H](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>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"/>
  <chemdb-id>CHEM002293</chemdb-id>
  <dsstox-id>DTXSID4022656</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00007945</susdat-id>
  <iupac>benzyl(methyl)[(2S)-1-phenylpropan-2-yl]amine</iupac>
  <moldb-polar-surface-area>3.24</moldb-polar-surface-area>
  <moldb-refractivity>78.38710000000002</moldb-refractivity>
  <moldb-polarizability>29.02921849827269</moldb-polarizability>
  <moldb-rotatable-bond-count>5</moldb-rotatable-bond-count>
  <moldb-acceptor-count>1</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>9.719455366577789</moldb-pka-strongest-basic>
  <moldb-physiological-charge>1</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>3.72</moldb-alogps-logp>
  <moldb-alogps-logs>-4.01</moldb-alogps-logs>
  <moldb-alogps-solubility>2.33e-02 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Benzenoids</superklass>
  <klass>Benzene and substituted derivatives</klass>
  <subklass>Phenethylamines</subklass>
  <paper-count type="integer">992</paper-count>
  <sync-id>CED0010740</sync-id>
  <structure-inchikey>YXKTVDFXDRQTKV-HNNXBMFYSA-N</structure-inchikey>
  <structure-fingerprint>40000000000200000001800000000000000000000000000000000000000000000000001000000000000000000000000004000000000000000000000000000010000000000000000001040000000000000000000000000000000000000000000000000000000000000000004000004000000000000000000000000000000000000000000040200000800000000000001000100000000100000000000000000000000000000200000000000000080000000000000000000000000000000000000000000000000000000000000000000000000400000000000000000220000000000000000000000000000040000000000000000000000000000000000800000000</structure-fingerprint>
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</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T04:00:39Z</structure-indexed-at>
</compound>
