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| | 5-Amino-4-imidazolecarboxamide Chemical Properties |
| Melting point | 164-170 °C(lit.) | | Boiling point | 234.22°C (rough estimate) | | density | 1.3659 (rough estimate) | | refractive index | 1.8500 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | DMSO (Slightly), Methanol (Slightly), Water (Slightly) | | form | Powder | | pka | 11.97±0.10(Predicted) | | color | White | | Water Solubility | Soluble in DMSO, Methanol, Water. | | InChI | InChI=1S/C4H6N4O/c5-3-2(4(6)9)7-1-8-3/h1H,5H2,(H2,6,9)(H,7,8) | | InChIKey | DVNYTAVYBRSTGK-UHFFFAOYSA-N | | SMILES | C1NC(N)=C(C(N)=O)N=1 | | CAS DataBase Reference | 360-97-4(CAS DataBase Reference) | | EPA Substance Registry System | 1H-Imidazole-4-carboxamide, 5-amino- (360-97-4) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | RIDADR | UN2811 | | WGK Germany | 3 | | RTECS | NI3910000 | | TSCA | TSCA listed | | HazardClass | 6.1 | | HS Code | 29332900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 5-Amino-4-imidazolecarboxamide Usage And Synthesis |
| Description | 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.
| | Reference | 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.
| | Chemical Properties | White to Off-White Solid | | Uses | A metabolite of Temozolomide | | Uses | 4-Aminoimidazole-5-carboxamide is used as Catalytic agent, Petrochemical additive. It is metabolite of temozolomide. | | Uses | 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). | | Application | 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]. | | Definition | ChEBI: An aminoimidazole in which the amino group is at C-5 with a carboxamido group at C-4. | | References | [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
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| | 5-Amino-4-imidazolecarboxamide Preparation Products And Raw materials |
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