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2627-69-2

5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide

Catalog#: AR00354R  |   CAS#: 2627-69-2  |   MDL#: MFCD00869751  |   MF: C9H14N4O5  |   MW: 258.2313

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Catalog Number AR00354R
Chemical Name 5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide
CAS Number 2627-69-2
Molecular Formula C9H14N4O5
Molecular Weight 258.2313
MDL Number MFCD00869751
SMILES OC[C@H]1O[C@H]([C@H](C1O)O)n1cnc(c1N)C(=O)N

5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide, also known as AICAR, is a versatile compound widely used in chemical synthesis. In organic chemistry, AICAR is commonly employed as a key building block in the synthesis of nucleosides, nucleotides, and other bioactive molecules. Due to its unique structure and functional groups, AICAR serves as a valuable intermediate in the construction of various pharmaceuticals, research chemicals, and agrochemicals.One of the primary applications of 5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide is in the preparation of nucleoside analogs, where it acts as a crucial precursor for the modification of nucleic acids. By incorporating AICAR into the chemical structure, researchers can introduce specific functionalities and enhance the biological activity of nucleoside derivatives. This enables the synthesis of customized compounds with improved pharmacological properties, making AICAR a vital component in drug discovery and development efforts.Moreover, AICAR is utilized in the synthesis of adenosine monophosphate-activated protein kinase (AMPK) activators, which are potent metabolic regulators with therapeutic potential in various disease conditions, including diabetes, cardiovascular disorders, and cancer. By leveraging the synthetic capabilities of AICAR, chemists can access novel AMPK modulators with enhanced efficacy and selectivity, paving the way for the development of innovative treatments targeting metabolic disorders and related diseases.In summary, 5-Amino-1-beta-D-ribofuranosyl-1H-imidazole-4-carboxamide plays a crucial role in chemical synthesis by serving as a versatile building block for the construction of nucleoside analogs and AMPK activators. Its strategic importance in creating molecular diversity and biological functionality underscores its significance in advancing pharmaceutical research and expanding the scope of synthetic chemistry applications.
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