Tìm theo
Pentostatin
Các tên gọi khác (6 ) :
  • Co-vidarabine
  • Nipent
  • Pentostatin
  • Pentostatina
  • Pentostatine
  • Pentostatinum
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 53910-25-1
ATC: L01XX08
ĐG : Bedford Labs , http://www.bedfordlabs.com
CTHH: C11H16N4O4
PTK: 268.2691
A potent inhibitor of adenosine deaminase. The drug is effective in the treatment of many lymphoproliferative malignancies, particularly hairy-cell leukemia. It is also synergistic with some other antineoplastic agents and has immunosuppressive activity. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C11H16N4O4
Phân tử khối
268.2691
Monoisotopic mass
268.11715502
InChI
InChI=1S/C11H16N4O4/c16-3-8-6(17)1-9(19-8)15-5-14-10-7(18)2-12-4-13-11(10)15/h4-9,16-18H,1-3H2,(H,12,13)/t6-,7+,8+,9+/m0/s1
InChI Key
InChIKey=FPVKHBSQESCIEP-JQCXWYLXSA-N
IUPAC Name
(8R)-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H,6H,7H,8H-imidazo[4,5-d][1,3]diazepin-8-ol
Traditional IUPAC Name
(8R)-3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6H,7H,8H-imidazo[4,5-d][1,3]diazepin-8-ol
SMILES
OC[C@H]1O[C@H](C[C@@H]1O)N1C=NC2=C1N=CNC[C@H]2O
Độ tan chảy
220 °C
Độ hòa tan
30 mg/mL
logP
-1.1
logS
-1.4
pKa (strongest acidic)
13.06
pKa (Strongest Basic)
8.33
PSA
112.13 Å2
Refractivity
64.98 m3·mol-1
Polarizability
26.44 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
7
H Bond Donor Count
4
Physiological Charge
1
Number of Rings
3
Bioavailability
1
Rule of Five
true
pKa
5.2
Dược Lực Học : Pentostatin is an antineoplastic anti-metabolite used in the treatment of several forms of leukemia including acute nonlymphocytic leukemia and hairy cell 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. It is a 6-thiopurine analogue of the naturally occurring purine bases hypoxanthine and guanine. Intracellular activation results in incorporation into DNA as a false purine base. An additional cytotoxic effect is related to its incorporation into RNA. Cytotoxicity is cell cycle phase-specific (S-phase).
Cơ Chế Tác Dụng : A potent inhibitor of adenosine deaminase. The drug is effective in the treatment of many lymphoproliferative malignancies, particularly hairy-cell leukemia. It is also synergistic with some other antineoplastic agents and has immunosuppressive activity. [PubChem] Pentostatin is a potent transition state inhibitor of adenosine deaminase (ADA), the greatest activity of which is found in cells of the lymphoid system. T-cells have higher ADA activity than B-cells, and T-cell malignancies have higher activity than B-cell malignancies. The cytotoxicity that results from prevention of catabolism of adenosine or deoxyadenosine is thought to be due to elevated intracellular levels of dATP, which can block DNA synthesis through inhibition of ribonucleotide reductase. Intracellular activation results in incorporation into DNA as a false purine base. An additional cytotoxic effect is related to its incorporation into RNA. Cytotoxicity is cell cycle phase-specific (S-phase).
Dược Động Học :
▧ Absorption :
Not absorbed orally, crosses blood brain barrier.
▧ Protein binding :
4%
▧ Metabolism :
Primarily hepatic, but only small amounts are metabolized.
▧ Route of Elimination :
In man, following a single dose of 4 mg/m2 of pentostatin infused over 5 minutes, approximately 90% of the dose was excreted in the urine as unchanged pentostatin and/or metabolites as measured by adenosine deaminase inhibitory activity.
▧ Half Life :
5.7 hours (with a range between 2.6 and 16 hrs)
▧ Clearance :
* 68 mL/min/m2
Độc Tính : LD50=128 mg/kg (mouse), side effects include lethargy, rash, fatigue, nausea and myelosuppression.
Chỉ Định : For the treatment of hairy cell leukaemia refractory to alpha interferon.
Tương Tác Thuốc :
  • Cyclophosphamide Increased toxicity of cyclophosphamide
  • Fludarabine Unacceptable pulmonary toxicity
  • Pegademase bovine Avoid combination due to decreased effect of both drugs
  • Trastuzumab Trastuzumab may increase the risk of neutropenia and anemia. Monitor closely for signs and symptoms of adverse events.
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Nipent 10 mg vial
    Giá bán buôn : USD >1891.31
    Đơn vị tính : vial
  • Biệt dược thương mại : Pentostatin 10 mg vial
    Giá bán buôn : USD >2280.0
    Đơn vị tính : vial
Nhà Sản Xuất
  • Công ty : SuperGen
    Sản phẩm biệt dược : Nipent
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00552
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=439693
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507116
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C02267
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00155
ChemSpider
http://www.chemspider.com/Chemical-Structure.37371.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50003603
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0409-0801-01
PharmGKB
http://www.pharmgkb.org/drug/PA450863
Wikipedia
http://en.wikipedia.org/wiki/Pentostatin
Drugs.com
http://www.drugs.com/cdi/pentostatin.html
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