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Merck
CN

SML0632

Fialuridine

≥98% (HPLC), powder, nucleoside analog

别名:

1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-Pyrimidinedione, FIAU

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关于此项目

经验公式(希尔记法):
C9H10FIN2O5
化学文摘社编号:
分子量:
372.09
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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产品名称

Fialuridine, ≥98% (HPLC)

SMILES string

F[C@H]1[C@H](O)[C@@H](CO)O[C@H]1N2C(NC(C(I)=C2)=O)=O

InChI key

IPVFGAYTKQKGBM-BYPJNBLXSA-N

InChI

1S/C9H10FIN2O5/c10-5-6(15)4(2-14)18-8(5)13-1-3(11)7(16)12-9(13)17/h1,4-6,8,14-15H,2H2,(H,12,16,17)/t4-,5+,6-,8-/m1/s1

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

Quality Level

General description

非阿尿苷(1-(2-脱氧-2-氟-β——5-碘尿嘧啶或FIAU) 是一种抗病毒剂。它是一种基于胸苷的核苷类似物。

Application

非阿尿苷被用于无性系筛选。

Biochem/physiol Actions

非阿尿苷是一种核苷类似物抗病毒剂。
非阿尿苷是一种核苷类似物抗病毒剂。该化合物表现出显著的线粒体毒性。
非阿尿苷(1-(2-脱氧-2-氟-β-d-阿拉伯糖呋喃)-5-碘尿嘧啶或 FIAU)及其代谢产物阻断多个相邻类似物掺入位点的 DNA 聚合酶,减少 mtDNA(线粒体 DNA)并导致肝祖细胞中的线粒体结构缺陷。其视为抗乙型肝炎病毒 (HBV) 感染的高效药物。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Kurt M Lin et al.
Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging, 10(5), 253-263 (2008-06-19)
Human ZR75-1 cells were among the first few characterized estrogen-dependent mammary gland carcinoma cell lines and had been utilized in various studies for the pro- or antitumor effect of xenoestrogens and antiestrogens. The objective of this study was to establish
Hepatic failure and lactic acidosis due to fialuridine (FIAU), an investigational nucleoside analogue for chronic hepatitis B.
McKenzie R, et al.
The New England Journal of Medicine, 333(17), 1099-1105 (1995)
Fialuridine and its metabolites inhibit DNA polymerase gamma at sites of multiple adjacent analog incorporation, decrease mtDNA abundance, and cause mitochondrial structural defects in cultured hepatoblasts.
Lewis W, et al.
Proceedings of the National Academy of Sciences of the USA, 93(8), 3592-3597 (1996)
Fialuridine accumulates in DNA of dogs, monkeys, and rats following long-term oral administration.
Richardson FC, et al.
Proceedings of the National Academy of Sciences of the USA, 91(25), 12003-12007 (1994)
Kristin L Peterson et al.
Nuclear medicine and biology, 40(5), 638-642 (2013-04-02)
Currently available infectious disease imaging techniques cannot differentiate between infection and sterile inflammation or between different types of infections. Recently, radiolabeled FIAU was found to be a substrate for the thymidine kinase (TK) enzyme of multiple pathogenic bacteria, leading to

商品

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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