Dacarbazine Systematic (IUPAC) name 5-(3,3-Dimethyl-1-triazenyl)imidazole-4-carboxamide Clinical data Trade names Dtic-dome AHFS/Drugs.com MedlinePlus Pregnancy cat. C Legal status ℞ Prescription only Routes IV Pharmacokinetic data Bioavailability ? Metabolism ? Half-life 5 hours Excretion 40% renal (unchanged) Identifiers CAS number ATC code L01 PubChem DrugBank ChemSpider UNII KEGG ChEMBL Chemical data Formula C6H10N6O Mol. mass 182.18 SMILES & (what is this?)
Dacarbazine (da-KAR-ba-zeen) (brand names DTIC, DTIC-Dome; also known as DIC or Imidazole Carboxamide) is an antineoplastic chemotherapy drug used in the treatment of various cancers, among them malignant melanoma, Hodgkin lymphoma, sarcoma, and islet cell carcinoma of the pancreas.
Dacarbazine is normally administered by injection (a shot) or intravenous infusion (IV) under the immediate supervision of a doctor or nurse. Dacarbazine is bioactivated in liver by demethylation to "MTIC" and then to diazomethane, which is an "alkylating agent".
Dacarbazine gained FDA approval in May 1975 as DTIC-Dome. The drug was initially marketed by Bayer.
Like many chemotherapy drugs, dacarbazine may have numerous serious side effects, because it interferes with normal cell growth as well as cancer cell growth. Among the most serious possible side effects are birth defects to children conceived or carried during treatment; sterility, possibly permanent; or immune suppression (reduced ability to fight infection or disease). Dacarbazine is considered to be highly emetogenic, and most patients will be pre-medicated with antiemetic drugs like palonosetron or aprepitant. Other significant side effects include headache, fatigue and occasionally diarrhea.
The Swedish National Board of Health and Welfare has sent out a Black Box Warning and suggests avoiding Dacarbazine due to liver problems.
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.
Bayer continues to supply DTIC-Dome. There are also generic versions of dacarbazine available from APP, Bedford, Mayne Pharma and Sicor (Teva).
- MedLine, U.S. National Institutes of Health, National Library of Medicine, http://www.nlm.nih.gov/medline/
- Cancerweb, http://cancerweb.ncl.ac.uk/cancerweb/
- OncoLink, http://oncolink.upenn.edu/
- Swedish National Board of Health and Welfare, http://www.fass.se/LIF/produktfakta/audit_page.jsp?_sourcePage=%2Fproduktfakta%2Fartikel_produkt.jsp&docType=7&nplId=19971212000080
Intracellular chemotherapeutic agents/antineoplastic agents (L01) SPs/MIs
(M phase)Block microtubule assemblyBlock microtubule disassembly
inhibitorIIICrosslinking of DNA
(CCNS)Aziridines: Carboquone • ThioTEPA • Triaziquone • Triethylenemelamine
Photosensitizers/PDT OtherOther/ungroupedAmsacrine • Trabectedin • retinoids (Alitretinoin, Tretinoin) • Arsenic trioxide • asparagine depleters (Asparaginase/Pegaspargase) • Celecoxib • Demecolcine • Elesclomol • Elsamitrucin • Etoglucid • Lonidamine • HAMLET (human alpha-lactalbumin made lethal to tumor cells) • Lucanthone • Mitoguazone • Mitotane • Oblimersen • Omacetaxine mepesuccinate • mTOR inhibitors (Everolimus, Temsirolimus)
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Dacarbazine — Général Nom IUPAC 5 (3,3 diméthyl 1 triazényl)imidazole 4 carboxamide No CAS … Wikipédia en Français
dacarbazine — /deuh kahr beuh zeen /, n. Pharm. a toxic, light sensitive powder, C6H10N6O, used in the treatment of Hodgkin s disease and metastatic malignant melanoma. [1960 65; contr. and rearrangement of the chemical name] * * * … Universalium
dacarbazine — noun An antineoplastic drug used in chemotherapy … Wiktionary
dacarbazine — An antineoplastic agent used in the treatment of malignant melanoma and sarcoma. * * * da·car·ba·zine də kär bə .zēn n an antineoplastic agent C6H10N6O used to treat esp. metastatic malignant melanoma, tumors of adult soft tissue, and Hodgkin s… … Medical dictionary
dacarbazine — n. a drug administered by injection in the treatment of melanoma and (in combination with other cytotoxic drugs) certain other cancers, including Hodgkin s disease. Side effects include severe vomiting. Trade names: DTIC Dome … The new mediacal dictionary
dacarbazine — An anticancer drug that is a type of alkylating agent … English dictionary of cancer terms
dacarbazine — /deuh kahr beuh zeen /, n. Pharm. a toxic, light sensitive powder, C6H10N6O, used in the treatment of Hodgkin s disease and metastatic malignant melanoma. [1960 65; contr. and rearrangement of the chemical name] … Useful english dictionary
4342-03-4 — Dacarbazine Dacarbazine Général Nom IUPAC 5 (3,3 diméthyl 1 triazényl)imidazole 4 carboxamide N … Wikipédia en Français
DTIC — • dacarbazine; • dimethyltriazenyl imidazole carboxamide … Dictionary of medical acronyms & abbreviations
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