<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3031</id>
  <title>T3D2989</title>
  <common-name>Chlorpheniramine</common-name>
  <description>Chlorpheniramine is a histamine H1 antagonist used in allergic reactions, hay fever, rhinitis, urticaria, and asthma. It has also been used in veterinary applications. One of the most widely used of the classical antihistaminics, it generally causes less drowsiness and sedation than Promethazine. -- Pubchem; Chlorphenamine or chlorpheniramine, commonly marketed as its salt chlorphenamine maleate (Chlor- Trimeton, Piriton, Chlor- Tripolon), is a first generation antihistamine used in the prevention of the symptoms of allergic conditions such as rhinitis and urticaria.- wikipedia.</description>
  <cas>132-22-9</cas>
  <pubchem-id>2725</pubchem-id>
  <chemical-formula>C16H19ClN2</chemical-formula>
  <weight>274.123680</weight>
  <appearance>White powder.</appearance>
  <melting-point>130 - 135°C</melting-point>
  <boiling-point>142°C</boiling-point>
  <density nil="true"/>
  <solubility>5500 mg/L (at 37°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Well absorbed in the gastrointestinal tract.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Chlorpheniramine binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine.</mechanism-of-toxicity>
  <metabolism>Primarily hepatic via Cytochrome P450 (CYP450) enzymes.Half Life: 21-27 hours</metabolism>
  <toxicity>Oral LD50 (rat): 306 mg/kgOral LD50 (mice): 130 mg/kgOral LD50 (guinea pig): 198 mg/kgLD50: 306 mg/kg (Human) (A308)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used used in the prevention of the symptoms of allergic conditions such as rhinitis, urticaria, allergy, common cold, asthma and hay fever.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Chlorpheniramine posesses serotonergic and norepinephrinergic effects. It has been shown to work as a serotonin-norepinephrine reuptake inhibitor or SNRI. [Wikipedia]</health-effects>
  <symptoms></symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:28:24Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:57:56Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Chlorpheniramine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C06905</kegg-compound-id>
  <omim-id>146840</omim-id>
  <chebi-id>52010</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Chlorpheniramine</stitch-id>
  <drugbank-id>DB01114</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>CN(C)CCC(C1=CC=C(Cl)C=C1)C1=CC=CC=N1</moldb-smiles>
  <moldb-formula>C16H19ClN2</moldb-formula>
  <moldb-inchi>InChI=1S/C16H19ClN2/c1-19(2)12-10-15(16-5-3-4-11-18-16)13-6-8-14(17)9-7-13/h3-9,11,15H,10,12H2,1-2H3</moldb-inchi>
  <moldb-inchikey>SOYKEARSMXGVTM-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">274.788</moldb-average-mass>
  <moldb-mono-mass type="decimal">274.123676325</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.38</logp>
  <hmdb-id>HMDB01944</hmdb-id>
  <chembl-id>CHEMBL505</chembl-id>
  <chemspider-id>2624</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;Anil M. Salpekar, John Johnson, &amp;#8220;Acetaminophen compositions containing low doses of chlorpheniramine maleate, method for preparing same and tablets formed therefrom.&amp;#8221; U.S. Patent US4631284, issued April, 1975.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002350</chemdb-id>
  <dsstox-id>DTXSID50180225</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00098761</susdat-id>
  <iupac>[3-(4-chlorophenyl)-3-(pyridin-2-yl)propyl]dimethylamine</iupac>
  <moldb-polar-surface-area>16.130000000000003</moldb-polar-surface-area>
  <moldb-refractivity>80.8503</moldb-refractivity>
  <moldb-polarizability>30.821200958347674</moldb-polarizability>
  <moldb-rotatable-bond-count>5</moldb-rotatable-bond-count>
  <moldb-acceptor-count>2</moldb-acceptor-count>
  <moldb-donor-count>0</moldb-donor-count>
  <moldb-pka-strongest-acidic nil="true"/>
  <moldb-pka-strongest-basic>9.474711663883962</moldb-pka-strongest-basic>
  <moldb-physiological-charge>1</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>3.74</moldb-alogps-logp>
  <moldb-alogps-logs>-3.72</moldb-alogps-logs>
  <moldb-alogps-solubility>5.19e-02 g/l</moldb-alogps-solubility>
</compound>
