32477-35-3 | N-Heptafluorobutyrylimidazole

CAS:32477-35-3 | N-Heptafluorobutyrylimidazole,Description

It is used as a building block and a mild amine-group derivatizing reagent. It may be used as a derivatizing agent in the analysis of aminoglycoside drugs such as gentamicin, tobramycin, netihnicin, and amikacin in samples of human serum using gas chromatography (GC).

Synthesis Analysis

The synthesis of “n-Heptafluorobutyrylimidazole” involves a reaction with 1,1’-carbonyldiimidazole in dichloromethane. The resulting mixture is refluxed for one hour. Gas generation is noted during the addition and reflux steps.

Molecular Structure Analysis

The molecular formula of “n-Heptafluorobutyrylimidazole” is C7H3F7N2O. The molecular weight is 264.10 g/mol. The IUPAC name is 2,2,3,3,4,4,4-heptafluoro-1-imidazol-1-ylbutan-1-one. The InChI is InChI=1S/C7H3F7N2O/c8-5(9,6(10,11)7(12,13)14)4(17)16-2-1-15-3-16/h1-3H.

Chemical Reactions Analysis

“N-Heptafluorobutyrylimidazole” may be used as a derivatization reagent in the gas-liquid chromatographic (GLC) analysis of the following compounds: deoxynivalenol in wheat.

Physical And Chemical Properties Analysis

“N-Heptafluorobutyrylimidazole” has a molecular weight of 264.10 g/mol. The linear structural formula is C7H3F7N2O. The density is 1.490 g/mL at 25 °C (lit.). The refractive index is n20/D 1.3865 (lit.).

Scientific Research Applications

Synthesis and Anti-Proliferative Effects

Research conducted by Mukhopadhyay et al. (2011) focused on the synthesis of 2-alkyl substituted benzimidazoles using a process involving microwave irradiation. This process, which utilized hexafluorophosphoric acid as a catalyst, led to the creation of compounds that showed potential in inhibiting the proliferation of cancer cells, specifically human histiocytic lymphoma cell U937, through a cell viability assay (Mukhopadhyay, Ghosh, Sengupta, & De, 2011).

Analytical Methodologies for Nitroimidazole Detection

A review by Mahugo-Santana et al. (2010) covered the analytical methodologies for determining nitroimidazole residues in biological and environmental liquid samples. This comprehensive analysis included detailed explanations of sample treatment and detection systems and highlighted the importance of these methodologies in identifying trace residues of nitroimidazoles, which possess genotoxic, carcinogenic, and mutagenic properties (Mahugo-Santana, Sosa-Ferrera, Torres-Padrón, & Santana-Rodríguez, 2010).

Chemotherapeutic Potential of Imidazole and Benzimidazole

Boiani and González (2005) discussed the chemotherapeutic applications of imidazole and benzimidazole derivatives. These compounds, including their N-oxide derivatives, have shown significant promise in treatments for various conditions such as tumors, parasites, viruses, and microbes (Boiani & González, 2005).

Electron-Capture GLC Determination in Biological Samples

Tocco, Deluna, and Duncan (1975) developed a gas-liquid chromatography (GLC) procedure to measure nanogram quantities of timolol in plasma and urine. This method involved the derivatization of compounds with heptafluorobutyrylimidazole, indicating its utility in sensitive and accurate quantification in biological samples (Tocco, Deluna, & Duncan, 1975).

Benzimidazole Fungicides in Agriculture and Medicine

Davidse (1986) provided insights into the use of benzimidazoles in agriculture and veterinary medicine, particularly as fungicides and anthelmintic drugs. The research also touched upon their experimental use in cancer chemotherapy, highlighting their role as specific inhibitors of microtubule assembly (Davidse, 1986).

Inhibition of Gastric Acid Secretion by Benzimidazoles

A study by Fellenius et al. (1981) explored how substituted benzimidazoles inhibit acid secretion in the stomach. They found that these compounds could inhibit (H+ + K+)ATPase, an enzyme in the gastric mucosa, providing a potential avenue for treating acid-related stomach disorders (Fellenius, Berglindh, Sachs, Olbe, Elander, Sjöstrand, & Wallmark, 1981).

Safety And Hazards

“N-Heptafluorobutyrylimidazole” may cause respiratory irritation, serious eye irritation, and skin irritation. It is a combustible liquid. It is advised to avoid breathing vapors, mist or gas. It is also recommended to keep away from heat/sparks/open flames/hot surfaces.

Future Directions

“N-Heptafluorobutyrylimidazole” may be used as a derivatizing agent in the analysis of aminoglycoside drugs such as gentamicin, tobramycin, netihnicin, and amikacin in samples of human serum using gas chromatography (GC). This suggests potential future applications in the field of analytical chemistry.

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