<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 05:02:03 UTC</creation_date>
  <update_date>2026-08-18 00:06:31 UTC</update_date>
  <accession/>
  <common_name>1-(3-Chlorophenyl)piperazine</common_name>
  <class>SmallMolecule</class>
  <description>1-(3-Chlorophenyl)piperazine is an organic compound with the formula C10H13ClN2 and an average molecular weight of 196.68 g/mol. 1-(3-Chlorophenyl)piperazine belongs to the piperazines, a subclass of diazinanes within the organic compounds. This substance is identified as an organoheterocyclic compound.

The compound has been found in or released from 23 recorded sources. These include aquatic systems and sediments such as seawater, freshwater, surface water, and groundwater, as well as drinking water and water supply sources including tap water, bottled water, desalinated water, and drinking water. It is also present in wastewater, sanitation, and biosolids, specifically in industrial wastewater, mine wastewater, wastewater treatment effluent, and unspecified wastewater. Other recorded sources involve appliances, HVAC, and refrigerants such as water heaters and water coolers, as well as marine, shipping, and aquaculture sources including bilge water and ballast water. Additionally, it is associated with electrical and electronic equipment, specifically electrodes and conductors or conductive bodies characterized by the conductive materials, among four other sectors. Exposure to the compound can occur through touch, oral, and inhalation routes.

Biologically, 1-(3-Chlorophenyl)piperazine interacts with seven recorded protein targets. It acts as an agonist/antagonist of 5-hydroxytryptamine receptor 2C (HTR2C), 5-hydroxytryptamine receptor 1E (HTR1E), 5-hydroxytryptamine receptor 7 (HTR7), and 5-hydroxytryptamine receptor 6 (HTR6), in addition to three other proteins.</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
    <type>PMT</type>
  </types>
  <synonyms/>
  <chemical_formula>C10H13ClN2</chemical_formula>
  <average_molecular_weight>196.677</average_molecular_weight>
  <monisotopic_moleculate_weight>196.076726133</monisotopic_moleculate_weight>
  <iupac_name>1-(3-chlorophenyl)piperazine</iupac_name>
  <traditional_iupac>m-chlorophenylpiperazine</traditional_iupac>
  <cas_registry_number>6640-24-0</cas_registry_number>
  <smiles>ClC1=CC(=CC=C1)N1CCNCC1</smiles>
  <inchi>InChI=1S/C10H13ClN2/c11-9-2-1-3-10(8-9)13-6-4-12-5-7-13/h1-3,8,12H,4-7H2</inchi>
  <inchikey>VHFVKMTVMIZMIK-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Diazinanes</class>
    <sub_class>Piperazines</sub_class>
    <direct_parent>Phenylpiperazines</direct_parent>
    <alternate_parents>
      <alternative_parent>Aniline and substituted anilines</alternative_parent>
      <alternative_parent>Aryl chlorides</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Chlorobenzenes</alternative_parent>
      <alternative_parent>Dialkylamines</alternative_parent>
      <alternative_parent>Dialkylarylamines</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>N-arylpiperazines</alternative_parent>
      <alternative_parent>Organochlorides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Amine</substituent>
      <substituent>Aniline or substituted anilines</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Aryl chloride</substituent>
      <substituent>Aryl halide</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Chlorobenzene</substituent>
      <substituent>Dialkylarylamine</substituent>
      <substituent>Halobenzene</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>N-arylpiperazine</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organochloride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Phenylpiperazine</substituent>
      <substituent>Secondary aliphatic amine</substituent>
      <substituent>Secondary amine</substituent>
      <substituent>Tertiary aliphatic/aromatic amine</substituent>
      <substituent>Tertiary amine</substituent>
    </substituents>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>N-arylpiperazine</descriptor>
      <descriptor>monochlorobenzenes</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>2.15</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.07</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.80</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.12e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>2.15</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>8.87</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>1-(3-chlorophenyl)piperazine</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>196.677</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>196.076726133</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>ClC1=CC(=CC=C1)N1CCNCC1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C10H13ClN2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C10H13ClN2/c11-9-2-1-3-10(8-9)13-6-4-12-5-7-13/h1-3,8,12H,4-7H2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>VHFVKMTVMIZMIK-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>15.27</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>56.05</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>20.87</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</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>
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  <lethaldose/>
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  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7267c9ff00&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB12110</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>1355</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>1314</chemspider_id>
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</compound>
