<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4744</id>
  <title>T3D4689</title>
  <common-name>Dacarbazine</common-name>
  <description>Dacarbazine is only found in individuals that have used or taken this drug. It is an antineoplastic agent. It has significant activity against melanomas. The mechanism of action is not known, but appears to exert cytotoxic effects via its action as an alkylating agent. Other theories include DNA synthesis inhibition by its action as a purine analog, and interaction with SH groups. Dacarbazine is not cell cycle-phase specific.</description>
  <cas>4342-03-4</cas>
  <pubchem-id nil="true"/>
  <chemical-formula>C6H10N6O</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>205°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>4220 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Erratic, slow and incomplete.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The mechanism of action is not known, but appears to exert cytotoxic effects via its action as an alkylating agent. Other theories include DNA synthesis inhibition by its action as a purine analog, and interaction with SH groups. Dacarbazine is not cell cycle-phase specific.</mechanism-of-toxicity>
  <metabolism>Hepatic.Route of Elimination: Dacarbazine is subject to renal tubular secretion rather than glomerular filtration. In man, dacarbazine is extensively degraded. Besides unchanged dacarbazine, 5-aminoimidazole -4 carboxamide (AIC) is a major metabolite of dacarbazine excreted in the urine.Half Life: 5 hours</metabolism>
  <toxicity>LD&lt;sub&gt;50&lt;/sub&gt;=350mg/kg (orally in mice)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>Dacarbazine is used in the treatment of various cancers, among them malignant melanoma, Hodgkin lymphoma, sarcoma, and islet cell carcinoma of the pancreas. As of mid-2006, dacarbazine is commonly used as a single agent in the treatment of metastatic melanoma, and as part of the ABVD chemotherapy regimen to treat Hodgkin lymphoma, and in the MAID regimen for sarcoma. (Wikipedia)</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T02:05:03Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:55Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Dacarbazine</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id>4305</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00851</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN(C)N=NC1=C(N=CN1)C(N)=O</moldb-smiles>
  <moldb-formula>C6H10N6O</moldb-formula>
  <moldb-inchi>InChI=1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3,(H2,7,13)(H,8,9)</moldb-inchi>
  <moldb-inchikey>InChIKey=FDKXTQMXEQVLRF-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">182.1832</moldb-average-mass>
  <moldb-mono-mass type="decimal">182.091608972</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>-0.24</logp>
  <hmdb-id>HMDB14989</hmdb-id>
  <chembl-id>CHEMBL476</chembl-id>
  <chemspider-id>10437816</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></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
