New amphiphilic imidazolium/benzimidazolium calix[4]arene derivatives: synthesis, aggregation behavior and decoration of DPPC vesicles for Suzuki coupling in aqueous media was written by Burilov, Vladimir;Garipova, Ramilya;Sultanova, Elsa;Mironova, Diana;Grigoryev, Ilya;Solovieva, Svetlana;Antipin, Igor. And the article was included in Nanomaterials in 2020.Safety of 1-Methylbenzimidazole This article mentions the following:
In this study, new types of amphiphilic calix[4]arene derivatives bearing N-alkyl/aryl imidazolium/benzimidazolium fragments, e.g., 11,23-bis[(3-methyl-1H-imidazolium-1-yl)methyl]-25,27-dihydroxy-26,28-dibutoxycalix[4]arene dichloride were designed and synthesized by two step transformation: Regioselective Blanc chloromethylation of distal-di-O-Bu calix[4]arene and subsequent interaction with N-Substituted imidazole/benzimidazole. Critical aggregation concentration (CAC) values were estimated using pyrene fluorescent probe. Obtained macrocycles were found to form submicron particles with electrokinetic potential +44-+57 mV in aqueous solution For the first time it was found that amphiphilic calixarene causes the fast transformation of 1,2-dipalmitoyl-sn-glycero-3- phosphocholine (DPPC) multilamellar vesicles into unilamellar ones and leads to the ordering of the lipid in membranes at the molar calixarene/DPPC ratio more than 0.07. In situ complexes of calixarene aggregates with Pd(OAc)2 were found to be active in Suzuki-Miyaura coupling of 1-bromo-4- nitrobenzene with phenylboronic acid in water. It was shown that bulky N-substituents of heterocycle decrease the catalytic activity of the aggregates. These result can be assigned to the inhibition effect of Pd(II) complex in situ formation by bulky substituents located on the aggregate surface. Embedding of the most active palladium N-heterocyclic carbene (NHC) complex with methylimidazolium headgroups into DPPC vesicles enhances its catalytic activity in Suzuki-Miyaura coupling. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Safety of 1-Methylbenzimidazole).
1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Safety of 1-Methylbenzimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem