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552410

Sigma-Aldrich

5-氨基-4-咪唑甲酰胺

95%

别名:

4-氨基-5-氨甲酰咪唑, 4-氨基咪唑-5-甲酰胺, 4-氨基羰基-5-氨基咪唑, 4-甲酰胺基-5-氨基咪唑, 5-氨基-1H-咪唑-4-甲酰胺, 5-氨基-3H-咪唑-4-甲酰胺

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About This Item

经验公式（希尔记法）:
C4H6N4O
CAS号:
360-97-4
分子量:
126.12
EC 号:
206-641-4
MDL编号:
MFCD02181040
UNSPSC代码:
12352005
PubChem化学物质编号:
24879267
NACRES:
NA.22

质量水平

100

方案

95%

表单

solid

mp

164-170 °C (lit.)

官能团

amide

SMILES字符串

NC(=O)c1nc[nH]c1N

InChI

1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8)

InChI key

DVNYTAVYBRSTGK-UHFFFAOYSA-N

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相关类别

应用

5-氨基-4-咪唑甲酰胺可用于合成 4-（N'-苯甲酰氨基甲酰）氨基-5-咪唑甲酰胺 和 5-氨基-1- β- D -核糖基-4-咪唑甲酰胺-5'-磷酸盐 (AICAR)。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

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
MKCX2165
MKCR8623
MKCK4590
MKCG0028
MKBT3898V

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James P White et al.
American journal of physiology. Endocrinology and metabolism, 304(10), E1042-E1052 (2013-03-28)
Although catabolic signaling has a well-established role in muscle wasting during cancer cachexia, the suppression of anabolic signaling also warrants further investigation. In cachectic tumor-bearing mice, circulating IL-6 levels are associated with suppressed muscle protein synthesis and mTORC1 signaling. We
Synthesis of guanosine and its derivatives from 5-amino-l-?-D-ribofuranosyl-4-imidazolecarboxamide. III. Formation of a novel cycloimidazole nucleoside and its cleavage reactions.
Okutsu M and Yamazaki A.
Nucleic Acids Research, 3(1), 237-250 (1976)
Preparation of 5-Amino-1-?-ribosyl-4-imidazolecarboxamide-5'-phosphate and N-(5-Amino-1-?-D-ribosyl-4-imidazolecarbonyl)-L-aspartic Acid 5'-Phosphate.
Huang HT.
Biochemistry, 4(1), 58-62 (1965)
Hiroyasu Hatakeyama et al.
Molecular biology of the cell, 24(6), 809-817 (2013-01-18)
Tbc1d1 is key to skeletal muscle GLUT4 regulation. By using GLUT4 nanometry combined with a cell-based reconstitution model, we uncover a shift in the regulatory mode of Tbc1d1 by showing that Tbc1d1 temporally acquires insulin responsiveness, which triggers GLUT4 trafficking
Sofia Theodoropoulou et al.
PloS one, 8(1), e52852-e52852 (2013-01-10)
5-Aminoimidazole-4-carboxamide-1-β-4-ribofuranoside (AICAR), an analog of AMP is widely used as an activator of AMP-kinase (AMPK), a protein that regulates the responses of the cell to energy change. Recently, we showed that AICAR-induced AMPK activation inhibits the growth of retinoblastoma cells
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