<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-25 18:27:10 UTC</creation_date>
  <update_date>2026-08-18 11:54:56 UTC</update_date>
  <accession/>
  <common_name>Mephentermine</common_name>
  <class>SmallMolecule</class>
  <description>Mephentermine is an organic compound with the chemical formula C11H17N and an average molecular weight of 163.26 g/mol. Mephentermine belongs to the phenethylamines, a subclass of benzene and substituted derivatives within the organic compounds. It is classified under the superclass of benzenoids.

The compound is recorded as being found in or released from 13 different sources. These include household cleaning and consumer products, specifically tobacco smoke filters and non electric simulated smoking devices. It is also associated with electrical and electronic equipment, including electrodes, antennas, electric switches, electrically stimulated smoking devices, emergency protective devices, and five additional sources. Within healthcare, pharmaceuticals, and veterinary products, it is identified as a cardiac stimulant, excluding cardiac glycosides. Recorded routes of exposure for the substance include intravenous and intramuscular administration.

Mephentermine interacts with 10 recorded protein targets. It acts as an agonist of the Alpha-1D adrenergic receptor (ADRA1D), as well as the Alpha-2A (ADRA2A), Alpha-2B (ADRA2B), and Alpha-2C (ADRA2C) adrenergic receptors, along with six other proteins.</description>
  <categories/>
  <types/>
  <synonyms/>
  <chemical_formula>C11H17N</chemical_formula>
  <average_molecular_weight>163.2594</average_molecular_weight>
  <monisotopic_moleculate_weight>163.136099549</monisotopic_moleculate_weight>
  <iupac_name>methyl(2-methyl-1-phenylpropan-2-yl)amine</iupac_name>
  <traditional_iupac>mephentermine</traditional_iupac>
  <cas_registry_number>100-92-5</cas_registry_number>
  <smiles>CNC(C)(C)CC1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3</inchi>
  <inchikey>RXQCGGRTAILOIN-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Phenethylamines</sub_class>
    <direct_parent>Amphetamines and derivatives</direct_parent>
    <alternate_parents>
      <alternative_parent>Aralkylamines</alternative_parent>
      <alternative_parent>Dialkylamines</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Phenylpropanes</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Amine</substituent>
      <substituent>Amphetamine or derivatives</substituent>
      <substituent>Aralkylamine</substituent>
      <substituent>Aromatic homomonocyclic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Phenylpropane</substituent>
      <substituent>Secondary aliphatic amine</substituent>
      <substituent>Secondary amine</substituent>
    </substituents>
    <molecular_framework>Aromatic homomonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>amphetamines</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Mephentermine Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143729</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>2.52</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.54</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.55</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.57e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.52</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>10.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>methyl(2-methyl-1-phenylpropan-2-yl)amine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>163.2594</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>163.136099549</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>CNC(C)(C)CC1=CC=CC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C11H17N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C11H17N/c1-11(2,12-3)9-10-7-5-4-6-8-10/h4-8,12H,9H2,1-3H3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>RXQCGGRTAILOIN-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>12.03</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>53.12</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>19.79</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7225b191a0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB01365</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>3677</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3549</chemspider_id>
  <kegg_id/>
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  <chebi_id/>
  <biocyc_id/>
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  <wikipidia/>
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</compound>
