Tìm theo
Cytarabine
Các tên gọi khác (11 ) :
  • 1-beta-D-Arabinofuranosylcytosine
  • 4-Amino-1-beta-D-arabinofuranosyl-2(1H)-pyrimidinone
  • Ara-C
  • Arabinofuranosyl Cytidine
  • Citarabina
  • Cytarabine
  • Cytarabinum
  • Cytosine arabinoside
  • Cytosine-1-beta-D-arabinofuranoside
  • Cytosine-beta-D-arabinofuranoside
  • cytosine-β-D-arabinofuranoside
Thuốc chống ung thư và tác động vào hệ thống miễn dịch
Thuốc Gốc
Small Molecule
CAS: 147-94-4
ATC: L01BC01
ĐG : APP Pharmaceuticals , http://www.apppharma.com
CTHH: C9H13N3O5
PTK: 243.2166
A pyrimidine nucleoside analog that is used mainly in the treatment of leukemia, especially acute non-lymphoblastic leukemia. Cytarabine is an antimetabolite antineoplastic agent that inhibits the synthesis of DNA. Its actions are specific for the S phase of the cell cycle. It also has antiviral and immunosuppressant properties. (From Martindale, The Extra Pharmacopoeia, 30th ed, p472)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C9H13N3O5
Phân tử khối
243.2166
Monoisotopic mass
243.085520541
InChI
InChI=1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
InChI Key
InChIKey=UHDGCWIWMRVCDJ-CCXZUQQUSA-N
IUPAC Name
4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
Traditional IUPAC Name
cytarabine
SMILES
NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
Độ tan chảy
186-188
Độ hòa tan
Freely soluble
logP
-2.8
logS
-0.74
pKa (strongest acidic)
12.55
pKa (Strongest Basic)
-0.55
PSA
128.61 Å2
Refractivity
54.54 m3·mol-1
Polarizability
22.21 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
7
H Bond Donor Count
4
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Dược Lực Học : 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.
Cơ Chế Tác Dụng : A pyrimidine nucleoside analog that is used mainly in the treatment of leukemia, especially acute non-lymphoblastic leukemia. Cytarabine is an antimetabolite antineoplastic agent that inhibits the synthesis of DNA. Its actions are specific for the S phase of the cell cycle. It also has antiviral and immunosuppressant properties. (From Martindale, The Extra Pharmacopoeia, 30th ed, p472) Cytarabine acts through direct DNA damage and incorporation into DNA. Cytarabine is cytotoxic to a wide variety of proliferating mammalian cells in culture. It exhibits cell phase specificity, primarily killing cells undergoing DNA synthesis (S-phase) and under certain conditions blocking the progression of cells from the G1 phase to the S-phase. Although the mechanism of action is not completely understood, it appears that cytarabine acts through the inhibition of DNA polymerase. A limited, but significant, incorporation of cytarabine into both DNA and RNA has also been reported.
Dược Động Học :
▧ Absorption :
Less than 20% of the orally administered dose is absorbed from the gastrointestinal tract.
▧ Protein binding :
13%
▧ Metabolism :
Hepatic.
▧ Route of Elimination :
The primary route of elimination of cytarabine is metabolism to the inactive compound ara-U, followed by urinary excretion of ara-U.
▧ Half Life :
10 minutes
Độc Tính : Cytarabine syndrome may develop - it is characterized by fever, myalgia, bone pain, occasionally chest pain, maculopapular rash, conjunctivitis, and malaise.
Chỉ Định : For the treatment of acute non-lymphocytic leukemia, acute lymphocytic leukemia and blast phase of chronic myelocytic leukemia.
Tương Tác Thuốc :
  • Digoxin The antineoplasic agent decreases the effect of digoxin
  • Trastuzumab Trastuzumab may increase the risk of neutropenia and anemia. Monitor closely for signs and symptoms of adverse events.
Liều Lượng & Cách Dùng : Powder, for solution - Intrathecal
Solution - Intrathecal
Suspension - Intrathecal
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Cytarabine 1 gm vial
    Giá bán buôn : USD >24.0
    Đơn vị tính : vial
  • Biệt dược thương mại : Cytarabine 2 gm vial
    Giá bán buôn : USD >48.0
    Đơn vị tính : vial
  • Biệt dược thương mại : Depocyt 50 mg/5 ml vial
    Giá bán buôn : USD >588.0
    Đơn vị tính : ml
Nhà Sản Xuất
  • Công ty : Gobbi
    Sản phẩm biệt dược : Ara-C
  • Công ty : Actavis
    Sản phẩm biệt dược : Cytosar
  • Công ty : Pfizer
    Sản phẩm biệt dược : Cytosar-U
  • Công ty : Pacira
    Sản phẩm biệt dược : Depocyt
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00987
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=6253
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505879
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C02961
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00168
ChemSpider
http://www.chemspider.com/Chemical-Structure.6017.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/57665-331-01
PharmGKB
http://www.pharmgkb.org/drug/PA449177
Wikipedia
http://en.wikipedia.org/wiki/Cytarabine
RxList
http://www.rxlist.com/cgi/generic3/cytarabine.htm
Drugs.com
http://www.drugs.com/cdi/cytarabine.html
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