Category: 4897-25-0

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Voogd, C. E.; Van der Stel, J. J.; Jacobs, J. J. J. A. A. researched the compound: 5-Chloro-1-methyl-4-nitroimidazole( cas:4897-25-0 ).Reference of 5-Chloro-1-methyl-4-nitroimidazole.They published the article 《The mutagenic action of nitroimidazoles. IV. A comparison of the mutagenic action of several nitroimidazoles and some imidazoles》 about this compound( cas:4897-25-0 ) in Mutation Research, Genetic Toxicology Testing. Keywords: imidazole mutagen bacteria; nitroimidazole mutagen bacteria. We’ll tell you more about this compound (cas:4897-25-0).

When tested with Klebsiella pneumoniae and (or) Salmonella typhimurium, 31 of 33 tested nitroimidazoles were mutagenic, whereas of 18 other tested imidazoles without a nitro group, only 2 were mutagenic. Several of the substances tested for mutagenicity had antimicrobial action, but no direct relation between antimicrobial action, growth inhibition, and mutagenicity was observed A relation between the chem. structure and mutagenic action was observed for nitroimidazoles of a more complex chem. structure.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Chloro-1-methyl-4-nitroimidazole(SMILESS: C1=NC(=C(Cl)[N]1C)[N+]([O-])=O,cas:4897-25-0) is researched.Recommanded Product: 2,9-Dimethyl-1,10-phenanthroline hemihydrate. The article 《Novel nitroimidazoles with trypanocidal and cell growth inhibition activities》 in relation to this compound, is published in Cytobios. Let’s take a look at the latest research on this compound (cas:4897-25-0).

Chagas’ disease, caused by the protozoan parasite Trypanosoma cruzi, affects 18 million people in Latin America and is an important cause of heart disease. Although transmission has been reduced, an effective therapy for the infected population is lacking. New nitroimidazoles were designed and synthesized aimed at the development of a trypanocidal drug. The coupling of nitroimidazoles with heterocyclic N-trifluoromethyltriazolyl and pyrazolyl groups, 5-[N-(3-(5-trifluoromethyl)-1H-1,2,4-triazolyl)]amino-1-methyl-4-nitroimidazole (compound 4) and 5-N-(1-pyrazolyl)-1-methyl-4-nitroimidazole (compound 5). The in vitro trypanocidal effects of compounds 4 and 5 were evaluated. The results demonstrated that compound 5 was the most active compound, killing about 100% and 64% of the parasites in 0.3 mg/mL and 0.003 mg/mL concentrations, resp. Interestingly, compound 4 also inhibited myeloma cell growth in a dose-dependent manner.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Chloro-1-methyl-4-nitroimidazole( cas:4897-25-0 ) is researched.Recommanded Product: 5-Chloro-1-methyl-4-nitroimidazole.Zhuang, Jian-fen; Zeng, Huan-qun published the article 《Determination of related substance in azathioprine by HPLC》 about this compound( cas:4897-25-0 ) in Zhongguo Xiandai Yingyong Yaoxue. Keywords: HPLC azathioprine mercaptopurine chloro methyl nitroimidazole. Let’s learn more about this compound (cas:4897-25-0).

The objective of this paper is to establish an HPLC method for the determination of related substance in azathioprine. Phenomenex C18 (4.6 mm × 200 mm, 5 μm) column was used, the mobile phase consisted of methanol-0.05% sodium acetate (18:82), at flow rate of 1.2 mL/min-1, detection wavelength was set at 240 nm. The results show that on the selection chromatog. condition, related substances of azathioprine, starting material, intermediate and etc were separated completely. The linear ranges were 0.45-1.125 μg/mL-1 (r = 0.9999) for mercaptopurine and 0.3-0.75 μg/mL-1 (r = 0.9999) for 5-chloro-1-methyl-4-nitroimidazole. The average recoveries (n = 9) of mercaptopurine and 5-chloro-1-methyl-4-nitroimidazole were 100.1% and 99.7% resp. The limit of quantitations were 3 ng/mL-1 and 2 ng/mL-1. It was concluded that the method proposed for the determination of the related substances of azathioprine is simple, accurate, and specific.

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Formula: C4H4ClN3O2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Synthesis and trypanocidal evaluation of news 5-[N-(3-(5-substituted)-1,3,4-thiadiazolyl)]amino-1-methyl-4-nitroimidazoles. Author is Carvalho, A. S.; Gibaldi, D.; Pinto, A. C.; Bozza, M.; Boechat, N..

A series of 5-[N-(3-(5-substituted)-1,3,4-thiadiazolyl)]amino-1-methyl-4- nitroimidazoles, e.g., I (R = H, Me, CF3, Pr, Ph, 4-NO2C6H4, 4-FC6H4, 4-ClC6H4), has been synthesized and examined for their activity against Trypanosoma cruzi. The compounds were prepared by nucleophilic aromatic substitution.

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about 2-Chloro-4-nitroimidazole radiosensitizers of hypoxic tumor cells in vivo.Application In Synthesis of 5-Chloro-1-methyl-4-nitroimidazole.

The transplantable rhabdomyosarcoma in WAG/Rij rats was used to test the in vivo effectiveness of 1-methyl-2-chloro-4-nitroimidazole (P13) and its analog 1-(2-hydroxy-3-methoxypropyl)-2-chloro-4-nitroimidazole (P40) as tumor-cell radiosensitizers after their i.p. administration at low doses. Both compounds administered repeatedly at nontoxic concentrations (70-150 mg/kg body weight) in combination with moderate fractional doses of γ-irradiation (3.7 Gy) enhance the radiation effect on tumors. The local control of tumors on the 210th day in all exptl. groups was higher than in the control ones. In the case of P40 administered at the maximal dose, the increment in local control is significant. The regrowth delay has also been longer after treatment with radiosensitizers. In the course of treatment, no symptoms of neurotoxicity of the compounds were observed The mean body weight of rats during the administration of compounds remained at the level of control rats whose tumors were irradiated only.

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Wolski, Tadeusz; Golkiewicz, Wladyslaw; Kaczorek, Marian; Kiszczak, Wlodzimierz published the article 《Technology and analytical control of 1-methyl-4-nitro-5-chloroimidazole manufacture. I. Synthesis and technology of 1-methyl-4-nitro-5-chloroimidazole》. Keywords: imidazole methylnitrochloro manufacture technol; oxalamide cyclization.They researched the compound: 5-Chloro-1-methyl-4-nitroimidazole( cas:4897-25-0 ).Formula: C4H4ClN3O2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:4897-25-0) here.

A 3-step preparation of the title compound is reported as a technol. modification of known procedures. It involves preparation of (CONHMe)2 from (CO2Et)2 and MeNH2(g) (90% yield), cyclization to 1-methyl-5-chloroimidazole with PCl5 (50% yield), and nitration with HNO3-H2SO4 (80% yield).

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Electric Literature of C4H4ClN3O2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about New synthesis and antiparasitic activity of model 5-aryl-1-methyl-4-nitroimidazoles. Author is Saadeh, Haythem A.; Mosleh, Ibrahim M.; El-Abadelah, Mustafa M..

A number of 5-aryl-1-methyl-4-nitroimidazoles 5a-f have been synthesized in good yields by the Suzuki coupling reaction between 5-chloro-1-methyl-4-nitroimidazole and arylboronic acids, in the presence of dichlorobis(triphenylphosphine)palladium(II), K2CO3, and tetrabutylammonium bromide in water at 70-80 °C. On the basis of in vitro screening data, 5-(3-chlorophenyl)-1-methyl-4-nitro-1H-imidazole (I) exhibited potent lethal activity against Entamoeba histolytica and Giardia intestinalis with IC50 = 1.47 μM/mL, a value lower by a factor of two than that of the standard drug, metronidazole. The boosted activity of I was not accompanied by any increased cytotoxicity. The rest of the series also exhibited potent antiparasitic activity with IC50 values in the 1.72-4.43 μM/mL range. The cytotoxicity of 4-MeO and 4-Cl derivatives was increased compared to the precursor compound, metronidazole, although they remain non-cytotoxic at concentrations much higher than the antiparasitic concentration of the two derivatives

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Application In Synthesis of 5-Chloro-1-methyl-4-nitroimidazole. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Synthesis of sulfur-labeled 6-mercaptopurine and 6-[(1-methyl-4-nitroimidazol-5-yl)mercapto]purine.

6-Mercaptopurine-35S (I) was prepared in 83% yield by boiling 6-chloropurine with Ba35S in pyridine containing Ba(OH)2 and KHSO3. Boiling I in aqueous NaOH 4 hr with 1-methyl-4-nitro-5-chloroimidazole gave 80% II.

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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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Synthetic Route of C4H4ClN3O2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Azathioprine lymphocytotoxicity. Potentially lethal damage by its imidazole derivatives. Author is Sauer, H.; Hantke, U.; Wilmanns, W..

The immunosuppressive agent 6-(1-methyl-4-nitroimidazole-5-yl)thiopurine (azathioprine, AZA) is metabolized to the purine antagonist 6-mercaptopurine (6-MP) and to 5-substituted 1-methyl-4-nitro-5-thioimidazoles or aminoimidazoles. Besides the cytostatic (growth inhibition) and cytocidal (cell killing) effect of the anti-metabolite 6-MP, which can be antagonized by exogenous purine supplementation, AZA has an addnl. effect, which cannot be antagonized by purines. This effect is due to electron-affine imidazole derivatives, which are generated by a nucleophilic attack on the AZA mol. A synthetic imidazole derivative (1-methyl-4-nitro-5-chloroimidazole, MNCI) develops cytostatic and cytocidal effects in 2 different permanent human lymphoblastoid cultures (LS2 and CH4) with threshold concentrations of 8 × 10-5 and 6 × 10-5 M, resp. This imidazole derivative with the nitro and chloro group in ortho-position seems to be more reactive than other imidazole derivatives It interferes with the redox potential of the cells. It causes glutathione depletion and sublethal conditioning of the cells (reduced repair capacity = potentially lethal damage = PLD = chemosensitization).

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