<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:07:27 UTC</creation_date>
  <update_date>2019-11-26 03:01:29 UTC</update_date>
  <accession>FDB007103</accession>
  <name>Diazepam</name>
  <description>Diazepam, first marketed as Valium by Hoffmann-La Roche, is a benzodiazepine derivative drug. It is commonly used for treating anxiety, insomnia, seizures including status epilepticus, muscle spasms (such as in cases of tetanus), restless legs syndrome, alcohol withdrawal, benzodiazepine withdrawal and Ménière's disease. Diazepam is found in potato and common wheat.</description>
  <synonyms>
    <synonym>7-Chloro-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepine</synonym>
    <synonym>7-Chloro-1-methyl-5-3H-1,4-benzodiazepin-2(1H)-one</synonym>
    <synonym>7-Chloro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one</synonym>
    <synonym>7-chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one</synonym>
    <synonym>7-Chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2(1H)-one</synonym>
    <synonym>7-chloro-1,3-dihydro-1-Methyl-5-phenyl-2H-1,4-benzodiazepin-2-one</synonym>
    <synonym>Alboral</synonym>
    <synonym>Aliseum</synonym>
    <synonym>Alupram</synonym>
    <synonym>Amiprol</synonym>
    <synonym>An-ding</synonym>
    <synonym>Ansilive</synonym>
    <synonym>Ansiolin</synonym>
    <synonym>Ansiolisina</synonym>
    <synonym>Antenex</synonym>
    <synonym>Anxicalm</synonym>
    <synonym>Anxionil</synonym>
    <synonym>Apaurin</synonym>
    <synonym>Apo-diazepam</synonym>
    <synonym>Apozepam</synonym>
    <synonym>Armonil</synonym>
    <synonym>Arzepam</synonym>
    <synonym>Assival</synonym>
    <synonym>Atensine</synonym>
    <synonym>Atilen</synonym>
    <synonym>Azedipamin</synonym>
    <synonym>Baogin</synonym>
    <synonym>Bensedin</synonym>
    <synonym>Benzopin</synonym>
    <synonym>Best</synonym>
    <synonym>Betapam</synonym>
    <synonym>Bialzepam</synonym>
    <synonym>Britazepam</synonym>
    <synonym>Calmaven</synonym>
    <synonym>Calmocitene</synonym>
    <synonym>Calmod</synonym>
    <synonym>Calmpose</synonym>
    <synonym>Caudel</synonym>
    <synonym>Centrazepam</synonym>
    <synonym>Cercine</synonym>
    <synonym>Ceregulart</synonym>
    <synonym>Chuansuan</synonym>
    <synonym>Desconet</synonym>
    <synonym>Desloneg</synonym>
    <synonym>Diacepan</synonym>
    <synonym>Diaceplex</synonym>
    <synonym>Dialag</synonym>
    <synonym>Dialar</synonym>
    <synonym>Diapam</synonym>
    <synonym>Diapax</synonym>
    <synonym>Diapine</synonym>
    <synonym>Diaquel</synonym>
    <synonym>Diastat</synonym>
    <synonym>Diatran</synonym>
    <synonym>Diazapam</synonym>
    <synonym>Diazem</synonym>
    <synonym>Diazepin</synonym>
    <synonym>Dipam</synonym>
    <synonym>Dipaz</synonym>
    <synonym>Dipezona</synonym>
    <synonym>Disopam</synonym>
    <synonym>Dizac</synonym>
    <synonym>Doval</synonym>
    <synonym>Drenian</synonym>
    <synonym>Ducene</synonym>
    <synonym>Duksen</synonym>
    <synonym>Dupin</synonym>
    <synonym>Duxen</synonym>
    <synonym>Eridan</synonym>
    <synonym>Euphorin p</synonym>
    <synonym>Eurosan</synonym>
    <synonym>Evacalm</synonym>
    <synonym>Faustal</synonym>
    <synonym>Faustan</synonym>
    <synonym>Gewacalm</synonym>
    <synonym>Gradual</synonym>
    <synonym>Gubex</synonym>
    <synonym>Horizon</synonym>
    <synonym>Jinpanfan</synonym>
    <synonym>Kratium</synonym>
    <synonym>Lamra</synonym>
    <synonym>Lembrol</synonym>
    <synonym>Levium</synonym>
    <synonym>Lovium</synonym>
    <synonym>Mandro</synonym>
    <synonym>Mandrozep</synonym>
    <synonym>Mentalium</synonym>
    <synonym>Methyl diazepinone</synonym>
    <synonym>Methyldiazepinone</synonym>
    <synonym>Morosan</synonym>
    <synonym>Nellium</synonym>
    <synonym>Nerozen</synonym>
    <synonym>Nivalen</synonym>
    <synonym>Nixtensyn</synonym>
    <synonym>Notense</synonym>
    <synonym>Novazam</synonym>
    <synonym>Pacitran</synonym>
    <synonym>Paralium</synonym>
    <synonym>Parzam</synonym>
    <synonym>Pax</synonym>
    <synonym>Paxate</synonym>
    <synonym>Paxel</synonym>
    <synonym>Paxum</synonym>
    <synonym>Placidox 10</synonym>
    <synonym>Placidox 2</synonym>
    <synonym>Placidox 5</synonym>
    <synonym>Plidan</synonym>
    <synonym>Pomin</synonym>
    <synonym>Propam</synonym>
    <synonym>Prozepam</synonym>
    <synonym>Psychopax</synonym>
    <synonym>Q-Pam</synonym>
    <synonym>Quievita</synonym>
    <synonym>Radizepam</synonym>
    <synonym>Relanium</synonym>
    <synonym>Reliver</synonym>
    <synonym>Saromet</synonym>
    <synonym>Sedapam</synonym>
    <synonym>Seduksen</synonym>
    <synonym>Seduxen</synonym>
    <synonym>Serenack</synonym>
    <synonym>Serenamin</synonym>
    <synonym>Serenzin</synonym>
    <synonym>Servizepam</synonym>
    <synonym>Setonil</synonym>
    <synonym>Sibazon</synonym>
    <synonym>Sibazone</synonym>
    <synonym>Simasedan</synonym>
    <synonym>Sipam</synonym>
    <synonym>Solis</synonym>
    <synonym>Sonacon</synonym>
    <synonym>Stesolid</synonym>
    <synonym>Stesolin</synonym>
    <synonym>Tensium</synonym>
    <synonym>Tensopam</synonym>
    <synonym>Tranimul</synonym>
    <synonym>Trankinon</synonym>
    <synonym>Tranquirit</synonym>
    <synonym>Trazepam</synonym>
    <synonym>Umbrium</synonym>
    <synonym>Unisedil</synonym>
    <synonym>Valaxona</synonym>
    <synonym>Valeo</synonym>
    <synonym>Valiquid</synonym>
    <synonym>Valitran</synonym>
    <synonym>Valium</synonym>
    <synonym>Valrelease</synonym>
    <synonym>Valuzepam</synonym>
    <synonym>Vanconin</synonym>
    <synonym>Vatran</synonym>
    <synonym>Vazen</synonym>
    <synonym>Vazepam</synonym>
    <synonym>Velium</synonym>
    <synonym>Vival</synonym>
    <synonym>Vivol</synonym>
    <synonym>Winii</synonym>
    <synonym>Zepaxid</synonym>
    <synonym>Zipan</synonym>
  </synonyms>
  <chemical_formula>C16H13ClN2O</chemical_formula>
  <average_molecular_weight>284.74</average_molecular_weight>
  <monisotopic_moleculate_weight>284.071640755</monisotopic_moleculate_weight>
  <iupac_name>7-chloro-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one</iupac_name>
  <traditional_iupac>diazepam</traditional_iupac>
  <cas_registry_number>439-14-5</cas_registry_number>
  <smiles>CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3</inchi>
  <inchikey>AAOVKJBEBIDNHE-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.</description>
    <direct_parent>1,4-benzodiazepines</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Benzodiazepines</class>
    <sub_class>1,4-benzodiazepines</sub_class>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alpha amino acids and derivatives</alternative_parent>
      <alternative_parent>Aryl chlorides</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzene and substituted derivatives</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Ketimines</alternative_parent>
      <alternative_parent>Lactams</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organochlorides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Propargyl-type 1,3-dipolar organic compounds</alternative_parent>
      <alternative_parent>Tertiary carboxylic acid amides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>1,4-benzodiazepine</substituent>
      <substituent>Alpha-amino acid or derivatives</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Aryl chloride</substituent>
      <substituent>Aryl halide</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxamide group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Imine</substituent>
      <substituent>Ketimine</substituent>
      <substituent>Lactam</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Organic 1,3-dipolar compound</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organochloride</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Propargyl-type 1,3-dipolar organic compound</substituent>
      <substituent>Tertiary carboxylic acid amide</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>1,4-benzodiazepinone</external_descriptor>
      <external_descriptor>organochlorine compound</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>2.63</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.37</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.22e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>132 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>3.08</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>2.92</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>7-chloro-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>284.74</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>284.071640755</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C16H13ClN2O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>AAOVKJBEBIDNHE-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>32.67</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>79.81</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>29.39</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>0</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>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>1337</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>23477</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27435</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27607</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27708</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>100193</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>100194</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>100195</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>168830</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>79419</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>79420</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>79421</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>140010</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>140011</spectrum_id>
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    <spectrum>
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      <spectrum_id>140012</spectrum_id>
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      <spectrum_id>441154</spectrum_id>
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    <spectrum>
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      <spectrum_id>441155</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442603</spectrum_id>
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    <spectrum>
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      <spectrum_id>442604</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442605</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442606</spectrum_id>
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    <spectrum>
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      <spectrum_id>442607</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442608</spectrum_id>
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    <spectrum>
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      <spectrum_id>442609</spectrum_id>
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    <spectrum>
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    <spectrum>
      <type>Specdb::MsMs</type>
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    <spectrum>
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    <spectrum>
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      <spectrum_id>442615</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442616</spectrum_id>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>448920</spectrum_id>
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  </spectra>
  <hmdb_id>HMDB14967</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>4494</chebi_id>
  <biocyc_id/>
  <het_id>DZP</het_id>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce32adc1f8&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32adc040&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32adbe38&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32adbc80&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32adbac8&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Common wheat</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Triticum aestivum</name_scientific>
      <ncbi_taxonomy_id>4565</ncbi_taxonomy_id>
    </food>
    <food>
      <name>Potato</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Solanum tuberosum</name_scientific>
      <ncbi_taxonomy_id>4113</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
    <health_effect>
      <name>Amnesigenic</name>
      <id>49</id>
      <definition>A role played by the molecular entity or part thereof which causes the development of a pathological process.</definition>
    </health_effect>
    <health_effect>
      <name>Anesthetic</name>
      <id>62</id>
      <definition/>
    </health_effect>
    <health_effect>
      <name>Anti convulsant</name>
      <id>204</id>
      <definition>Any substance introduced into a living organism with therapeutic or diagnostic purpose.</definition>
    </health_effect>
    <health_effect>
      <name>Anti epileptic</name>
      <id>265</id>
      <definition>Any substance introduced into a living organism with therapeutic or diagnostic purpose.</definition>
    </health_effect>
    <health_effect>
      <name>Anti tetanic</name>
      <id>643</id>
      <definition>A substance that kills or slows the growth of bacteria.</definition>
    </health_effect>
    <health_effect>
      <name>Anti-alcoholic</name>
      <id>98</id>
      <definition>Any substance introduced into a living organism with therapeutic or diagnostic purpose.</definition>
    </health_effect>
    <health_effect>
      <name>Anti-anorectic</name>
      <id>117</id>
      <definition>An agent which regulates the physiologic mechanisms that control the appetite and food intake.</definition>
    </health_effect>
    <health_effect>
      <name>Anti-myocarditic</name>
      <id>459</id>
      <definition>A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.</definition>
    </health_effect>
    <health_effect>
      <name>Anti-schizophrenic</name>
      <id>594</id>
      <definition>Any substance introduced into a living organism with therapeutic or diagnostic purpose.</definition>
    </health_effect>
    <health_effect>
      <name>Anti-torticollic</name>
      <id>662</id>
      <definition>Any substance introduced into a living organism with therapeutic or diagnostic purpose.</definition>
    </health_effect>
    <health_effect>
      <name>Anxiolytic</name>
      <id>698</id>
      <definition>Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions.</definition>
    </health_effect>
    <health_effect>
      <name>Myorelaxant</name>
      <id>1134</id>
      <definition/>
    </health_effect>
    <health_effect>
      <name>Sedative</name>
      <id>1311</id>
      <definition>A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.</definition>
    </health_effect>
  </health_effects>
</compound>
