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:
Assay:
≥99% (TLC)
Form:
powder
Solubility:
water: 50 mg/mL, clear, colorless
Storage temp.:
2-8°C
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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General description
6-氮杂尿苷是嘧啶核苷类似物。
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。
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
S Briolant et al.
Antiviral research, 61(2), 111-117 (2003-12-13)
Chikungunya virus (CHIKV) and Semliki Forest virus (SFV) were used in our laboratory to screen active antiviral compounds against viruses of the Alphavirus genus. Antiviral activity was estimated by the reduction of the cytopathic effect of each alphavirus on infected
Jason Paragas et al.
Antiviral research, 62(1), 21-25 (2004-03-18)
Crimean-Congo hemorrhagic fever virus (CCHFV) is a tick-borne virus that is emerging as a significant human pathogen in many regions of the world, including Africa, Asia, and Europe. In this report, we describe a simple screening method for discovering new
Visualisation of ribosomal RNA (rRNA) synthesis in eukaryotic cells in culture
Haukenes G and Kalland KH
Methods in Cell Science : An Official Journal of the Society for In Vitro Biology, 19(4), 295-302 (1998)
Drug repurposing screen reveals FDA-approved inhibitors of human HMG-CoA reductase and isoprenoid synthesis that block Cryptosporidium parvum growth
Bessoff K, et al.
Antimicrobial agents and chemotherapy, 57(4), 1804-1814 (2013)
Physiologic medium rewires cellular metabolism and reveals uric acid as an endogenous inhibitor of UMP synthase
Cantor JR, et al.
Cell, 169(2), 258-272 (2017)
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