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Merck
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文件

A1882

Sigma-Aldrich

6-氮杂尿苷

同義詞:

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

經驗公式(希爾表示法):
C8H11N3O6
CAS號碼:
分子量::
245.19
EC號碼:
MDL號碼:
分類程式碼代碼:
41106305
PubChem物質ID:
NACRES:
NA.51

化驗

≥99% (TLC)

形狀

powder

mp

157-159 °C (lit.)

溶解度

water: 50 mg/mL, clear, colorless

儲存溫度

2-8°C

SMILES 字串

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 密鑰

WYXSYVWAUAUWLD-SHUUEZRQSA-N

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一般說明

6-氮杂尿苷是嘧啶核苷类似物。

應用

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。

象形圖

Health hazardExclamation mark

訊號詞

Warning

危險分類

Acute Tox. 4 Oral - Carc. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


分析證明 (COA)

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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.
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
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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

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