5-Amino-4-imidazolecarboxamide

5-Amino-4-imidazolecarboxamide may be used in the synthesis of 4-(N′-benzoylcarbamoyl)amino-5-imidazolecarboxamide and 5-amino-1-β-D-ribosyl-4-imidazolecarboxamide-5′-phosphate (AICAR).It is an imidazole derivative which is a metabolite of the antineoplastic agents BIC and DIC. By itself, or as the ribonucleotide, it is used as a condensation agent in the preparation of nucleosides and nucleotides. When compounded with orotic acid, it is used to treat liver diseases.

3. Black, S. L., M. J. Black, and J. H. Mangum. "A rapid assay for 5-amino-4-imidazolecarboxamide ribotide transformylase." Analytical Biochemistry90.1(1978):397-401.

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5-Amino-4-imidazolecarboxamide may be used in the synthesis of 4-(N′-benzoylcarbamoyl)amino-5-imidazolecarboxamide and 5-amino-1-β-D-ribosyl-4-imidazolecarboxamide-5′-phosphate (AICAR).

4-Aminoimidazole-5-carboxamide is used as Catalytic agent, Petrochemical additive. It is metabolite of temozolomide.

A metabolite of Temozolomide

ChEBI: An aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4.

5-Amino-4-imidazolecarboxamide ribonucleotide (AICAR) is an analog of AMP and an activator of AMP-dependent protein kinase (AMPK). It prevents/reverses drug-induced mitochondrial and hepatocellular damage by regulating mitochondrial fusion and mitophagy in acetaminophen and diclofenac-induced hepatic cell toxicity of murine and human origin^[1].

[1] Alamri, R. D., Elmeligy, M. A., Albalawi, G. A., Alquayr, S. M., Alsubhi, S. S., & El-Ghaiesh, S. H. (2021). Leflunomide an immunomodulator with antineoplastic and antiviral potentials but drug-induced liver injury: A comprehensive review. International Immunopharmacology, 93, Article 107398. https://doi.org/10.1016/j.intimp.2021.107398