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5-Aminoimidazole-4-carboxamide (CAS 360-97-4)

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Alternate Names:
AICA; 4-Amino-5-carbamoylimidazole
Application:
5-Aminoimidazole-4-carboxamide is a metabolite of temozolomide
CAS Number:
360-97-4
Molecular Weight:
126.12
Molecular Formula:
C4H6N4O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

Metabolite of Temozolomide.


5-Aminoimidazole-4-carboxamide (CAS 360-97-4) References

  1. Urinary adenosine and aminoimidazolecarboxamide excretion in methotrexate-treated patients with psoriasis.  |  Baggott, JE., et al. 1999. Arch Dermatol. 135: 813-7. PMID: 10411156
  2. Determination of 5-aminoimidazole-4-carboxamide in human plasma by ion-pair extraction and LC-MS/MS.  |  Chen, X., et al. 2007. J Chromatogr B Analyt Technol Biomed Life Sci. 855: 140-4. PMID: 17561451
  3. Discovery of 5-substituted pyrrolo[2,3-d]pyrimidine antifolates as dual-acting inhibitors of glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase in de novo purine nucleotide biosynthesis: implications of inhibiting 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase to ampk activation and antitumor activity.  |  Mitchell-Ryan, S., et al. 2013. J Med Chem. 56: 10016-10032. PMID: 24256410
  4. Inhibition of 5-aminoimidazole-4-carboxamide ribotide transformylase, adenosine deaminase and 5'-adenylate deaminase by polyglutamates of methotrexate and oxidized folates and by 5-aminoimidazole-4-carboxamide riboside and ribotide.  |  Baggott, JE., et al. 1986. Biochem J. 236: 193-200. PMID: 2431676
  5. 5-aminoimidazole-4-carboxamide ribonucleoside induces differentiation in a subset of primary acute myeloid leukemia blasts.  |  Dembitz, V., et al. 2020. BMC Cancer. 20: 1090. PMID: 33176741
  6. Synthesis of a Cyclic Dinucleotide Analogue with Ambiguous Bases, 5-Aminoimidazole-4-carboxamide.  |  Tarashima, NS., et al. 2021. J Org Chem. 86: 15004-15010. PMID: 34652132
  7. Molecular Recognition and In Vivo Detection of Temozolomide and 5-Aminoimidazole-4-carboxamide for Glioblastoma Using Near-Infrared Fluorescent Carbon Nanotube Sensors.  |  Son, M., et al. 2023. ACS Nano. 17: 240-250. PMID: 36524700
  8. Synthesis and Behavior of DNA Oligomers Containing the Ambiguous Z-Nucleobase 5-Aminoimidazole-4-carboxamide.  |  Nogi, Y., et al. 2023. Molecules. 28: PMID: 37050028
  9. 1-Glycosyl derivatives of 5-aminoimidazole-4-carboxamide.  |  Montgomery, JA. and Thomas, HJ. 1972. J Med Chem. 15: 1334-6. PMID: 4673837
  10. An infantile autistic syndrome characterised by the presence of succinylpurines in body fluids.  |  Jaeken, J. and Van den Berghe, G. 1984. Lancet. 2: 1058-61. PMID: 6150139

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Aminoimidazole-4-carboxamide, 2.5 g

sc-217133
2.5 g
$300.00