Category: nitriles-buliding-blocks. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Chloronitroimidazoles as radiosensitizers of hypoxic cells in vitro. Author is Widel, M.; Watras, J.; Suwinski, J.; Salwinska, E..
In vitro studies in V79-379A cells on the radiosensitizing efficiency, cytotoxicity, and reactivity with blood thiols of a series of chloronitroimidazoles (I where R1 = Me or H, R2 = Cl, H, or Me, R4 = NO2, H, Cl, NO2H, or NO2Cl, and R5 = H, Cl, NO2, NO2H, NO2Cl) are presented. The derivatives of 4-nitroimidazole substituted in the 5 position with Cl show higher radiosensitizing efficiency to γ-rays than one might expect from their reduction potential. At the same time they are extremely toxic, especially for aerobic cells. It is thought that the high biol. activity of ortho-substituted 4-nitroimidazoles is connected with their considerable chem. reactivity towards thiols and suppression of those natural protective compounds in the cells. The corresponding 5-nitro isomers are ∼10-fold weaker sensitizers, and simultaneously much less cytotoxic, either in aerobic or in hypoxic conditions. The chloro-4(5)-nitroimidazoles are unsubstituted at N-1 and ionizable in aqueous solution are relatively weaker but at the same time less toxic radiosensitizers. The potential application in radiotherapy is indicated for those chloronitroimidazoles which show low aerobic cytotoxicity, moderate radiosensitizing ability, and no reactivity towards thiols. On the basis of the in vitro study, 1-methyl-2-chloro-4-nitroimidazole (P13) has been selected for screening in vivo.
Although many compounds look similar to this compound(4897-25-0)Category: nitriles-buliding-blocks, numerous studies have shown that this compound(SMILES:C1=NC(=C(Cl)[N]1C)[N+]([O-])=O), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts