Nitroimidazoles with a halogen-containing side-chain was written by Baird, Ian R.;Patrick, Brian O.;Skov, Kirsten A.;James, Brian R.. And the article was included in Canadian Journal of Chemistry in 2018.Formula: C5H5N3O4 This article mentions the following:
Syntheses are reported for: nine 2-nitroimidazoles, five 2-methyl-5-nitroimidazoles, and five 2-methyl-4-nitroimidazoles. The nitroimidazoles all have an amide side-chain at the N1 atom of the imidazole, with 17 of them containing one to five halogen atoms. The aim is to study compounds for comparison with EF5 (I), a previously reported, pentafluoropropylacetamide derivative of 2-nitroimidazole that is currently used as a hypoxia marker drug to detect cancerous tumors. The new compounds are characterized by standard methods, including X-ray structural data. Intra- and inter-mol. H-bonding is seen in the solid state structures, likely an important property in biol. use; another key property of the nitroimidazoles is their reduction potentials, and the measured CV data confirm that 2-nitroimidazole compounds with longer side-chains and more F-atoms (like I) are worth investigating for possible activity as hypoxia-selective, bioreductive agents. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Formula: C5H5N3O4).
2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Formula: C5H5N3O4
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem