<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:37:12 UTC</creation_date>
  <update_date>2026-08-18 06:42:37 UTC</update_date>
  <accession/>
  <common_name>Amrinone</common_name>
  <class>SmallMolecule</class>
  <description>Amrinone is an organic compound with the chemical formula C10H9N3O and an average molecular weight of 187.20 g/mol. Amrinone belongs to the bipyridines and oligopyridines, a subclass of pyridines and derivatives within the organic compounds. It is categorized as an organoheterocyclic compound.

The compound is found in or released from seven recorded sources. These include household cleaning and consumer products such as soap detergents, cigar cigarettes, tobacco smoke filters, other smoking requisites, and non electric simulated smoking devices. It is also associated with electrical and electronic equipment, specifically electrically stimulated smoking devices, as well as healthcare, pharmaceuticals, and veterinary products in the form of cardiac stimulants excluding cardiac glycosides. The recorded route of exposure for this substance is intravenous.

Amrinone interacts with seven recorded protein targets. It acts as an inhibitor of tumor necrosis factor (TNF), cGMP-inhibited 3',5'-cyclic phosphodiesterase 3A (PDE3A), and cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B (PDE3B). Additionally, it targets 3',5'-cyclic-AMP phosphodiesterase 4A (PDE4A) and three other proteins.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>5-amino-1,6-dihydro-[3,4'-bipyridine]-6-one</synonym>
  </synonyms>
  <chemical_formula>C10H9N3O</chemical_formula>
  <average_molecular_weight>187.198</average_molecular_weight>
  <monisotopic_moleculate_weight>187.074561925</monisotopic_moleculate_weight>
  <iupac_name>3-amino-5-(pyridin-4-yl)-1,2-dihydropyridin-2-one</iupac_name>
  <traditional_iupac>amrinone</traditional_iupac>
  <cas_registry_number>60719-84-8</cas_registry_number>
  <smiles>NC1=CC(=CNC1=O)C1=CC=NC=C1</smiles>
  <inchi>InChI=1S/C10H9N3O/c11-9-5-8(6-13-10(9)14)7-1-3-12-4-2-7/h1-6H,11H2,(H,13,14)</inchi>
  <inchikey>RNLQIBCLLYYYFJ-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Pyridines and derivatives</class>
    <sub_class>Bipyridines and oligopyridines</sub_class>
    <direct_parent>Bipyridines and oligopyridines</direct_parent>
    <alternate_parents>
      <alternative_parent>Aminopyridines and derivatives</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Dihydropyridines</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Lactams</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Primary amines</alternative_parent>
      <alternative_parent>Pyridinones</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Amine</substituent>
      <substituent>Aminopyridine</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Bipyridine</substituent>
      <substituent>Dihydropyridine</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Hydropyridine</substituent>
      <substituent>Lactam</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Primary amine</substituent>
      <substituent>Pyridinone</substituent>
    </substituents>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Amrinone Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0143761</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-0.57</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.27</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.52</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>5.60e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>-0.57</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>11.01</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>4.87</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>3-amino-5-(pyridin-4-yl)-1,2-dihydropyridin-2-one</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>187.198</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>187.074561925</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>NC1=CC(=CNC1=O)C1=CC=NC=C1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C10H9N3O</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C10H9N3O/c11-9-5-8(6-13-10(9)14)7-1-3-12-4-2-7/h1-6H,11H2,(H,13,14)</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>RNLQIBCLLYYYFJ-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>68.01</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>53.89</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>18.94</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</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:0x00007f72278d1378&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB01427</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>3698</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3570</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
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  <pdb_id/>
  <wikipidia/>
  <general_references/>
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</compound>
