Cytosine, beta-D-arabinoside
Brand names,
Cytosine, beta-D-arabinoside
Analogs
Cytosine, beta-D-arabinoside
Brand Names Mixture
Cytosine, beta-D-arabinoside
Chemical_Formula
C9H13N3O5
Cytosine, beta-D-arabinoside
RX_link
http://www.rxlist.com/cgi/generic3/cytarabine.htm
Cytosine, beta-D-arabinoside
fda sheet
Cytosine, beta-D-arabinoside
msds (material safety sheet)
Cytosine, beta-D-arabinoside
Synthesis Reference
Krenitski, et al; Carbohydr.Res.; 97, 139-146(1981)
Cytosine, beta-D-arabinoside
Molecular Weight
243.217 g/mol
Cytosine, beta-D-arabinoside
Melting Point
212-213oC
Cytosine, beta-D-arabinoside
H2O Solubility
Freely soluble
Cytosine, beta-D-arabinoside
State
Solid
Cytosine, beta-D-arabinoside
LogP
-2.712
Cytosine, beta-D-arabinoside
Dosage Forms
Injectable solution
Cytosine, beta-D-arabinoside
Indication
For the treatment of acute non-lymphocytic leukemia, acute lymphocytic leukemia and blast phase of chronic myelocytic leukemia.
Cytosine, beta-D-arabinoside
Pharmacology
Cytarabine is an antineoplastic anti-metabolite used in the treatment of several forms of leukemia including acute myelogenous leukemia and meningeal leukemia. Anti-metabolites masquerade as purine or pyrimidine - which become the building blocks of DNA. They prevent these substances becoming incorporated in to DNA during the "S" phase (of the cell cycle), stopping normal development and division. Cytarabine is metabolized intracellularly into its active triphosphate form (cytosine arabinoside triphosphate). This metabolite then damages DNA by multiple mechanisms, including the inhibition of alpha-DNA polymerase, inhibition of DNA repair through an effect on beta-DNA polymerase, and incorporation into DNA. The latter mechanism is probably the most important. Cytotoxicity is highly specific for the S phase of the cell cycle.
Cytosine, beta-D-arabinoside
Absorption
Less than 20% of the orally administered dose is absorbed from the gastrointestinal tract.
Cytosine, beta-D-arabinoside
side effects and Toxicity
Cytarabine syndrome may develop - it is characterized by fever, myalgia, bone pain, occasionally chest pain, maculopapular rash, conjunctivitis, and malaise.
Cytosine, beta-D-arabinoside
Patient Information
This medicine is a type of chemotherapy for treating cancers of the
blood and certain other cancers. This medicine interfers with the
way cancer cells grow, Take your doses on a regular scheduled time
and DO NOT take this medicine more often than directed by your health
care provider. Finish the full course prescribed by your health care
provider. DO NOT stop taking this medicine unless diredted to do so
by your health care provider. While taking this medicine, you make
get infection more easily. Call your doctor if you get a fever, chills,
or sore throat. Drink plenty of water with this medicine.
Cytosine, beta-D-arabinoside
Organisms Affected
Humans and other mammals