A1882
6-氮杂尿苷
别名:
2-β-D-呋核亚硝脲-1,2,4-三嗪-3,5(2H,4H)-二酮, 6-氮嘧啶核苷
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关于此项目
经验公式（希尔记法）:
C8H11N3O6
化学文摘社编号:
分子量:
245.19
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-199-6
MDL number:
InChI key
WYXSYVWAUAUWLD-SHUUEZRQSA-N
InChI
1S/C8H11N3O6/c12-2-3-5(14)6(15)7(17-3)11-8(16)10-4(13)1-9-11/h1,3,5-7,12,14-15H,2H2,(H,10,13,16)/t3-,5-,6-,7-/m1/s1
SMILES string
OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2N=CC(=O)NC2=O
assay
≥99% (TLC)
form
powder
mp
157-159 °C (lit.)
solubility
water: 50 mg/mL, clear, colorless
storage temp.
2-8°C
Quality Level
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Application
6-氮杂尿苷已用于：
- 用于尿苷一磷酸合酶（UMPS）活性测定
- 作为抗病毒药物，研究其对足口病病毒的抑制效应和细胞毒活性
- 筛选抗隐孢子虫活性
- 对HeLa细胞进行预处理，以研究捕获5-溴尿苷5′-三磷酸（BrUTP）前和捕获过程中抑制细胞尿苷合成的效应
- 用作参照化合物，比较其对病毒宿主细胞株的抗病毒活性和细胞毒活性
6-氮杂尿苷（AzUrd）阻止乳清酸转化为UMP，并用于抗病毒研究。
Biochem/physiol Actions
6-氮杂尿苷是一种前药，在转化为6-氮杂-UMP后会抑制尿苷单磷酸合酶（UMPS）。它是一种广谱的抗代谢药。它干扰嘧啶的生物合成并影响细胞核酸水平。它被认为是一种抗肿瘤代谢物。它抑制基孔肯雅病毒、塞姆利基森林病毒和人类冠状病毒等RNA病毒。它显著抑制隐孢子虫寄生虫的生长。
General description
6-氮杂尿苷是嘧啶核苷类似物。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Enhanced inhibition of foot-and-mouth disease virus by combinations of porcine interferon-alpha and antiviral agents
Kim SM, et al.
Antiviral research, 96(2), 213-220 (2012)
Donald F Smee et al.
Journal of virological methods, 246, 51-57 (2017-04-01)
Studies were conducted to determine the performance of four dyes in assessing antiviral activities of compounds against three RNA viruses with differing cytopathogenic properties. Dyes included alamarBlue
S Bhasin et al.
The American journal of physiology, 243(3), E234-E239 (1982-09-01)
Ketonemic states complicating late pregnancy are accompanied by lower brain weights in the newborn. Potential mechanisms whereby ketone bodies might inhibit cell proliferation were therefore examined in the fetal rat brain slice by measuring their impact on the de novo
Takashi Kobayashi et al.
Physical chemistry chemical physics : PCCP, 12(19), 5140-5148 (2010-05-07)
Excited state characteristics of 6-azauridine (6AUd), which is known as a medicine against psoriasis and neoplastic, were investigated with laser plash photolysis, time-resolved thermal lensing, and near IR single photon counting method. The triplet-triplet absorption spectrum of 6AUd was observed
Jean Marc Crance et al.
Antiviral research, 58(1), 73-79 (2003-04-30)
Ribavirin, interferon-alpha (IFN-alpha), 6-azauridine and glycyrrhizin were tested in vitro for their antiviral activities against 11 pathogenic flaviviruses belonging to principal antigenic complexes or individual serogroups of medical importance: dengue, Japanese encephalitis, mammalian tick-borne and yellow fever virus (YFV) groups.
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