Tìm theo
Streptozocin
Các tên gọi khác (11 ) :
  • 2-Deoxy-2-(((methylnitrosoamino)carbonyl)amino)-D-glucopyranose
  • 2-Deoxy-2-(3-methyl-3-nitrosoureido)-D-glucopyranose
  • Estreptozocina
  • N-D-Glucosyl-(2)-n'-nitrosomethylurea
  • N-D-Glucosyl-(2)-n'-nitrosomethylharnstoff
  • Streptozocin
  • Streptozocine
  • Streptozocinium
  • Streptozocinum
  • Streptozotocin
  • Zanosar
antibiotics antineoplastic, antibiotics
Thuốc Gốc
Small Molecule
CAS: 18883-66-4
ATC: L01AD04
ĐG : Pharmacia Inc. , http://www.pharmaciaupjohn.com
CTHH: C8H15N3O7
PTK: 265.2206
An antibiotic that is produced by Stretomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C8H15N3O7
Phân tử khối
265.2206
Monoisotopic mass
265.090999849
InChI
InChI=1S/C8H15N3O7/c1-11(10-17)8(16)9-4-6(14)5(13)3(2-12)18-7(4)15/h3-7,12-15H,2H2,1H3,(H,9,16)/t3-,4-,5-,6-,7+/m1/s1
InChI Key
InChIKey=ZSJLQEPLLKMAKR-GKHCUFPYSA-N
IUPAC Name
3-methyl-3-nitroso-1-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]urea
Traditional IUPAC Name
streptozocin
SMILES
CN(N=O)C(=O)N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O
Độ tan chảy
115 °C
Độ hòa tan
5070 mg/L
logP
-1.45
logS
-0.9
pKa (strongest acidic)
11.43
pKa (Strongest Basic)
-3
PSA
151.92 Å2
Refractivity
55.96 m3·mol-1
Polarizability
23.74 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
7
H Bond Donor Count
5
Physiological Charge
0
Number of Rings
1
Bioavailability
1
Rule of Five
true
Dược Lực Học : Streptozocin is an antitumour antibiotic consisting of a nitrosourea moiety interposed between a methyl group and a glucosamine. Streptozocin is indicated in the treatment of metastatic islet cell carcinoma of the pancreas. Streptozocin inhibits DNA synthesis in bacterial and mammalian cells. In bacterial cells, a specific interaction with cytosine moieties leads to degradation of DNA. The biochemical mechanism leading to mammalian cell death has not been definitely established; streptozocin inhibits cell proliferation at a considerably lower level than that needed to inhibit precursor incorporation into DNA or to inhibit several of the enzymes involved in DNA synthesis. Although streptozocin inhibits the progression of cells into mitosis, no specific phase of the cell cycle is particularly sensitive to its lethal effects.
Cơ Chế Tác Dụng : An antibiotic that is produced by Stretomyces achromogenes. It is used as an antineoplastic agent and to induce diabetes in experimental animals. [PubChem] Although its mechanism of action is not completely clear, streptozocin is known to inhibit DNA synthesis, interfere with biochemical reactions of NAD and NADH, and inhibit some enzymes involved in gluconeogenesis. Its activity appears to occur as a result of formation of methylcarbonium ions, which alkylate or bind with many intracellular molecular structures including nucleic acids. Its cytotoxic action is probably due to cross-linking of strands of DNA, resulting in inhibition of DNA synthesis.
Dược Động Học :
▧ Absorption :
Poor oral absorption (17-25%)
▧ Metabolism :
Primarily hepatic
▧ Route of Elimination :
As much as 20% of the drug (or metabolites containing an N-nitrosourea group) is metabolized and/or excreted by the kidney.
▧ Half Life :
5-15 minutes
Độc Tính : Symptoms of overdose include nausea and vomiting, anorexia, myelosuppression; and nephrotoxicity.
Chỉ Định : For the treatment of malignant neoplasms of pancreas (metastatic islet cell carcinoma).
Tương Tác Thuốc :
  • Bendamustine Increases toxicity through pharmacodynamic synergism. Additive myelosuppression.
  • 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 - Intravenous
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Zanosar
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00428
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=29327
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508872
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D05932
ChemSpider
http://www.chemspider.com/Chemical-Structure.27273.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0703-4636-01
PharmGKB
http://www.pharmgkb.org/drug/PA451514
Wikipedia
http://en.wikipedia.org/wiki/Streptozocin
RxList
http://www.rxlist.com/cgi/generic/zanosar.htm
Drugs.com
http://www.drugs.com/cdi/streptozocin.html
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