<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4739</id>
  <title>T3D4684</title>
  <common-name>Chlorambucil</common-name>
  <description>A nitrogen mustard alkylating agent used as antineoplastic agent for the treatment of various malignant and nonmalignant diseases. Although it is less toxic than most other nitrogen mustards, it has been listed as a known carcinogen in the Fourth Annual Report on Carcinogens (NTP 85-002, 1985).</description>
  <cas>305-03-3</cas>
  <pubchem-id>2708</pubchem-id>
  <chemical-formula>C14H19Cl2NO2</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>65°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>1.24E+004 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Alkylating agents work by three different mechanisms: 1) attachment of alkyl groups to DNA bases, resulting in the DNA being fragmented by repair enzymes in their attempts to replace the alkylated bases, preventing DNA synthesis and RNA transcription from the affected DNA, 2) DNA damage via the formation of cross-links (bonds between atoms in the DNA) which prevents DNA from being separated for synthesis or transcription, and 3) the induction of mispairing of the nucleotides leading to mutations.</mechanism-of-toxicity>
  <metabolism>Route of Elimination: Chlorambucil is extensively metabolized in the liver primarily to phenylacetic acid mustard. The pharmacokinetic data suggests that oral chlorambucil undergoes rapid gastrointestinal absorption and plasma clearance and that it is almost completely metabolized, having extremely low urinary excretion.Half Life: 1.5 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>1, carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>For treatment of chronic lymphatic (lymphocytic) leukemia,  childhood minimal-change nephrotic syndrome, and malignant lymphomas including lymphosarcoma, giant follicular lymphoma, Hodgkin's disease,  non-Hodgkin's lymphomas, and Waldenstrн_mду»s Macroglobulinemia.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T02:04:51Z</created-at>
  <updated-at type="dateTime">2026-03-31T18:14:19Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Chlorambucil</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C06900</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>28830</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00291</drugbank-id>
  <pdb-id>CBL</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(=O)CCCC1=CC=C(C=C1)N(CCCl)CCCl</moldb-smiles>
  <moldb-formula>C14H19Cl2NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)</moldb-inchi>
  <moldb-inchikey>JCKYGMPEJWAADB-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">304.212</moldb-average-mass>
  <moldb-mono-mass type="decimal">303.079284271</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>1.7</logp>
  <hmdb-id>HMDB14436</hmdb-id>
  <chembl-id>CHEMBL515</chembl-id>
  <chemspider-id>2607</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;Phillips, A. P. and Mentha, J.W.; U.S.Patent 3,046,301; July 24, 1962; assigned to Burroughs&lt;br /&gt;
Wellcome &amp;amp; Co. (U.S.A.) Inc.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003642</chemdb-id>
  <dsstox-id>DTXSID7020263</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00009960</susdat-id>
  <iupac>4-{4-[bis(2-chloroethyl)amino]phenyl}butanoic acid</iupac>
</compound>
