Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 4897-25-0, is researched, SMILESS is C1=NC(=C(Cl)[N]1C)[N+]([O-])=O, Molecular C4H4ClN3O2Journal, Article, Research Support, Non-U.S. Gov’t, Research Support, U.S. Gov’t, Non-P.H.S., Research Support, U.S. Gov’t, P.H.S., International Journal of Radiation Oncology, Biology, Physics called Radiosensitizing and cytotoxic properties of ortho-substituted 4- and 5-nitroimidazoles: role of NPSH reactivity, Author is Astor, Myles; Hall, Eric J.; Martin, John; Flynn, Marilyn; Biaglow, John; Parham, James C., the main research direction is nitroimidazole derivative radiosensitization cytotoxicity.Application In Synthesis of 5-Chloro-1-methyl-4-nitroimidazole.
Chinese hamster (V79) cells were used to investigate the radiosensitizing efficiency and chem. reactivity with nonprotein sulfhydryl (NPSH) compounds such as GSH, for a series of ortho-substituted 4- and 5-nitroimidazoles. When added to cells 5 min prior to irradiation, MJL-1-191-VII (1-methyl-5-sulfonamide-4-nitroimidazole) (I) sensitizes hypoxic cells commensurate with its electron affinity, while not affecting the radiosensitivity of aerated cells. Both aerated and hypoxic cells show an increase in radiosensitivity after I incubation with the cells for a period of time at 37° prior to irradiation Under these conditions the radiosensitizing effectiveness towards hypoxic cells appears to be particularly anomalous, inasmuch as enhancement ratios similar to misonidazole can be obtained at concentrations of 50-100-fold lower. The isomer SK 21981 (1-methyl-4-sulfonamide-5-nitroimidazole) (II) does not behave in this anomalous way, but sensitizes to an extent predictable from its electron affinity. These compounds differ in the rate at which they react spontaneously and intracellularly with NPSH compounds such as GSH. Apparently, I sensitizes by 2 mechanisms, the 1st a function of its electron affinity and the 2nd a function of its rapid reaction with endogenous radioprotective and chemotherapeutic compounds in the cell.
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Reference:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts