Cytarabine
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| 1β-arabinofuranosylcytosine | |
| CAS number 147-94-4 | ATC code L01BC01 |
| Chemical formula | C9H13N3O5 |
| Molecular weight | 243.21 |
| Bioavailability | ? |
| Metabolism | Liver |
| Elimination half-life | ? |
| Excretion | ? |
| Pregnancy category | D (USA) D (Aus) |
| Legal status | ? |
| Routes of administration | ? |
Cytarabine is a shortened form of cytosine arabinoside, a commonly used chemotherapy agent used mainly in the treatment of leukemia and non-Hodgkin lymphoma. It is also known as Ara-C, Cytosar®-U, Tarabine® PFS or other local brand names.
Cytosine arabinoside is an antimetabolic agent with the chemical name of 1β-arabinofuranosylcytosine. Its mode of action is due to its rapid conversion into cytosine arabinoside triphosphosphate, which damages DNA when the cell cycle holds in the S phase (synthesis of DNA). Rapidly dividing cells, which require DNA replication for mitosis, are therefore most affected. Cytosine arabinoside also inhibits both DNA and RNA polymerases and nucleotide reductase enzyme needed for the DNA synthesis. Cytarabine is rapidly deaminated in the body into the inactive uracil derivative form and therefore, it is often given by continuous intravenous infusion.
Cytarabine possessess also an antiviral activity, and it has been used for the treatment of generalised herpes infection. However, cytarabine is not very selective and causes bone marrow suppression and other severe side effects, so it is used merely for the chemotherapy of cancer.
Cytarabine is also used in the study of the nervous system to control the proliferation of glial cells in cultures, the amount of glial cells having an important impact on neurons.
External links
- MedlinePlus (http://www.nlm.nih.gov/medlineplus/druginfo/medmaster/a682222.html) page on cytarabine
- ADAP drugs (http://www.aegis.com/factshts/network/access/drugs/cyta.html) page on cytarabine
- BC Cancer network (http://www.bccancer.bc.ca/HPI/DrugDatabase/DrugIndexPro/Cytarabine.htm) page on cytarabine
- Chembank (http://chembank.med.harvard.edu/compounds/display.html?compound_id=1006&) entry
References
- Hobbs J.B. in Comprehensive Medicinal Chemistry Vol. 2: (ed. Sammes, Peter G.) Pergamon Press, 1990
- Männistö P.T., Tuominen R.K. in Farmakologia ja Toksikologia, 5th edition: (ed. Koulu, Tuomisto, Paasonen) Medicina, 1996
- Rang H.P., Dale M.M., Ritter J.M.: Pharmacology, 3rd edition. Pearson Professional Ltd, 1995.