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Merck

A1882

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C8H11N3O6
CAS号:
分子量:
245.19
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

方案

≥99% (TLC)

质量水平

表单

powder

mp

157-159 °C (lit.)

溶解性

water: 50 mg/mL, clear, colorless

储存温度

2-8°C

SMILES字符串

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2N=CC(=O)NC2=O

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

InChI key

WYXSYVWAUAUWLD-SHUUEZRQSA-N

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一般描述

6-氮杂尿苷是嘧啶核苷类似物。

应用

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。

生化/生理作用

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。

象形图

Health hazardExclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Carc. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Physiologic medium rewires cellular metabolism and reveals uric acid as an endogenous inhibitor of UMP synthase
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