Dacarbazine

Dacarbazine
Systematic (IUPAC) name
5-(3,3-Dimethyl-1-triazenyl)imidazole-4-carboxamide
Clinical data
Trade names Dtic-dome
AHFS/Drugs.com monograph
MedlinePlus a682750
Pregnancy cat. C
Legal status Prescription only
Routes IV
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half-life 5 hours
Excretion 40% renal (unchanged)
Identifiers
CAS number 4342-03-4 YesY
ATC code L01AX04
PubChem CID 2942
DrugBank APRD00331
ChemSpider 10481959 YesY
UNII 7GR28W0FJI YesY
KEGG C06936 YesY
ChEMBL CHEMBL476 YesY
Chemical data
Formula C6H10N6O 
Mol. mass 182.18
SMILES eMolecules & PubChem
 N(what is this?)  (verify)

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 a member of the class of alkylating agents, which destroy cancer cells by adding an alkyl group (CnH2n+1) to its DNA.

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".

Contents

History

Dacarbazine gained FDA approval in May 1975 as DTIC-Dome. The drug was initially marketed by Bayer.

Side effects

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.[1]

Common uses

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.

Experimental

Dacarbazine + Oblimersen. In clinical trials for malignant melanoma.

Suppliers

Bayer continues to supply DTIC-Dome. There are also generic versions of dacarbazine available from APP, Bedford, Mayne Pharma and Sicor (Teva).

See also

Sources


Wikimedia Foundation. 2010.

Look at other dictionaries:

  • 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

  • Melanoma — Classification and external resources A melanoma ICD 10 C43 …   Wikipedia

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