Product Name:5-Amino-2-methyl-1H-imidazole-4-carboxamide

IUPAC Name:5-amino-2-methyl-1H-imidazole-4-carboxamide

CAS:37800-98-9
Molecular Formula:C5H8N4O
Purity:95%
Catalog Number:CM274293
Molecular Weight:140.15

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Product Details

CAS NO:37800-98-9
Molecular Formula:C5H8N4O
Melting Point:-
Smiles Code:O=C(C1=C(N)NC(C)=N1)N
Density:
Catalog Number:CM274293
Molecular Weight:140.15
Boiling Point:
MDL No:
Storage:

Category Infos

Imidazoles
Imidazole is an important five-membered nitrogen-containing heterocyclic compound. Among the numerous heterocyclic compounds, imidazole and its derivatives are regarded as a unique and multifaceted scaffold material due to their diverse applications in industrial, organic and pharmaceutical chemistry. Imidazoles interact in different ways with many therapeutic targets, enzymes and receptors in biological systems and thus exhibit a wide range of biological activities. In particular, several imidazoles can be used as clinical drugs to treat various types of cancer with high therapeutic efficacy. Furthermore, imidazoles are one of the most critical segments in the field of anti-covid-19 virus drug discovery due to their ability to interact with active targets in living systems.
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Product Overview 5-amino-2-methyl-1H-imidazole-4-carboxamide (AICA riboside) is a purine nucleoside analog that has been extensively researched over the past few decades. It is known to activate AMP-activated protein kinase (AMPK), a key enzyme involved in regulating cellular energy metabolism.
Synthesis Method AICA riboside can be synthesized using a variety of methods, including chemical synthesis and enzymatic synthesis. Chemical synthesis involves the reaction of 2-methylimidazole-4-carboxylic acid with 5-amino-1-β-D-ribofuranosyl-imidazole-4-carboxamide in the presence of a coupling agent such as N,N'-dicyclohexylcarbodiimide (DCC). Enzymatic synthesis involves the use of purine nucleoside phosphorylase (PNP) to catalyze the reaction between 5-amino-1-β-D-ribofuranosyl-imidazole-4-carboxamide and inosine.
Chemical Properties One advantage of using AICA riboside in lab experiments is its specificity for activating 5-amino-2-methyl-1H-imidazole-4-carboxamide. However, one limitation is that it can be difficult to control the concentration of AICA riboside in cells due to its rapid metabolism to AICAR (5-aminoimidazole-4-carboxamide ribonucleotide), a downstream metabolite that also activates 5-amino-2-methyl-1H-imidazole-4-carboxamide.
Synthesis and Application AICA riboside can be synthesized using a variety of methods, including chemical synthesis and enzymatic synthesis.It has been shown to improve glucose uptake and insulin sensitivity in skeletal muscle cells, reduce tumor growth in animal models of cancer, and protect against neuronal damage in models of Parkinson's disease.
Future Directions Future directions for research on AICA riboside include exploring its potential therapeutic applications in a variety of diseases, including diabetes, cancer, and neurodegenerative disorders. Additionally, further research is needed to better understand the mechanism of action of AICA riboside and its downstream targets involved in regulating cellular energy metabolism. Finally, the development of more specific and potent 5-amino-2-methyl-1H-imidazole-4-carboxamide activators could lead to the development of novel therapies for a variety of diseases.