82452-93-5

Usage

Uses

Used in Chromatographic Studies:
CALIX(8)ARENE is used as a stationary phase in high-performance liquid chromatography (HPLC) for studying the chromatographic behavior of water-soluble vitamins on p-tert-butyl-calix[8]arene-bonded silica gel.
Used in Carbohydrate-Protein Binding Interactions:
CALIX(8)ARENE is used as a model compound to prepare water-soluble glycocalix[8]arenes, which are employed to study carbohydrate-protein binding interactions, providing insights into molecular recognition processes and potential applications in drug design and diagnostics.
Used in Synthesis of Calix[8]arene Sulfonic Acids:
CALIX(8)ARENE serves as a starting material in the synthesis of calix[8]arene sulfonic acids, which are biologically important compounds with potential applications in drug development, enzyme mimics, and other bioactive systems.
Used in Synthesis of Tetranuclear Calix[8]arene Bismuth Complexes:
CALIX(8)ARENE is used as a ligand in the synthesis of tetranuclear calix[8]arene bismuth complexes, which have potential applications in catalysis, medicinal chemistry, and materials science due to their unique structural and electronic properties.

InChI:InChI=1/C56H48O8/c57-49-33-9-1-10-34(49)26-36-12-3-14-38(51(36)59)28-40-16-5-18-42(53(40)61)30-44-20-7-22-46(55(44)63)32-48-24-8-23-47(56(48)64)31-45-21-6-19-43(54(45)62)29-41-17-4-15-39(52(41)60)27-37-13-2-11-35(25-33)50(37)58/h1-24,57-64H,25-32H2

Upstream product

• 68971-82-4 5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene 
• 82452-92-4 cyclo> 
• 108-95-2 phenol 
• 82452-97-9 49,50,51,52,53,54,55,56-octaacetoxycalix[8]arene 

Downstream Products

• 93503-77-6 p-tert-pentylcalix<8>arene 
• 98013-94-6 p-iso-propylcalix[8]arene 
• 68971-82-4 5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene 
• 137407-62-6 p-sulfonatocalix[8]arene 
• 109081-46-1 p-nitro-calix[8]arene 

Relevant academic research and scientific papers

SYNTHESIS, 1H NMR, 13C NMR SPECTRA AND CONFORMATIONAL PREFERENCE OF OPEN CHAIN LIGANDS ON LIPOPHILIC MACROCYCLES

Several open chain ligands (polipodands) 3 and 4 have been synthesized introducing short oligoethylene glycol units (-CH2CH2O)mCH3, (m=1,2) on lipophilic matrices represented by cyclic tetra-1 and octa-2 oligomers obtained from the base catalyzed reaction of p-butylphenol or p-octylphenol and formaldehyde. 1H NMR and 13C NMR spectral date have been used to establish the conformational freedom of the ligands, which is important for cation binding studies.

Study on thermal decomposition of calix[6]arene and calix[8]arene

Thermal decomposition kinetics of calix[6]arene (C6) and calix[8]arene (C8) were studied by Thermogravimetry analysis (TG) and Differential thermal analysis (DTA). TG was done under static air atmosphere with dynamic heating rates of 1.0, 2.5, 5.0, and 10.0 K min-1. Model-free methods such as Friedman and Ozawa-Flynn-Wall were used to evaluate the kinetic parameters such as activation energy (E a) and pre-exponential factors (ln A). Model-fitting method such as linear regression was used for the evaluation of optimum kinetic triplets. The kinetic parameters obtained are comparable with both the model-free and model-fitting methods. Within the tested models, the thermal decomposition of C6 and C8 are best described by a three dimensional Jander's type diffusion. The antioxidant efficiency of C6 and C8 was tested for the decomposition of polypropylene (PP).

Calixarene phosphate derivative with upper edge full eliminated and lower edge full substituted and preparation method of derivative

The invention discloses a calixarene phosphate derivative with an upper edge full eliminated and a lower edge full substituted. The preparation method includes taking calixarene as a matrix; utilizing8 tertiary butyl groups on the upper edge of the calixarene to be removed under the condition of anhydrous aluminum trichloride and 8 phenolic hydroxyl groups on the lower edge to be functionally modified under the alkaline condition; and adopting a two-step method to prepare the calixarene phosphate derivative with the upper edge full eliminated and the lower edge full substituted. This is a novel calixarene derivative, which has improved the separation efficiency and selectivity of light rare earth ions compared with the original calixarene phosphorus oxide derivative with only the lower edge fully substituted. The preparation method has the advantages of high yield, convenient purification, mild conditions and complete substitution, so that the method is suitable for industrial production.

Synthesis, X-ray crystal structure and anti-tumor activity of calix[n]arene polyhydroxyamine derivatives

Calixarene-based compounds are highly effective therapeutic agents against cancer. This study aims to prepare a series of calix [n]arene (n?=?4, 6, 8) polyhydroxyamine derivatives (3a–3m) and to study their potential antitumor activities. The single crystal structure of calixs[4]arene derivative 3a was determined through X-ray diffraction. We assessed the ability of the prepared calix [n]arene polyhydroxyamine derivatives to induce cytotoxicity in six cancer cell lines by performing cancer cell growth inhibition assays. Results demonstrated that compounds 3a–3d achieved IC50values ranging from 1.6?μM to 11.3?μM. Among the different compounds, 3a and 3b exerted the strongest cytotoxic effect in inhibiting the growth of SKOV3 cells. In relation to the underlying mechanisms of cytotoxic effects, cell cycle analysis revealed that the exposure of SKOV3 cells to 3a induced cell cycle arrest in the G0/G1 phase, suggesting a reduction in DNA synthesis. Immunofluorescent staining indicated that the protein expression levels of caspase-3 and p53 in cells significantly increased, whereas that of Bcl-2 was effectively suppressed. Meanwhile, no significant changes in Bax were observed in SKOV3 cells. These results highlight that calixarene 3a can be further studied as a potential anticancer agent.

Synthesis and investigation of catalytic affinities of water-soluble amphiphilic calix[n]arene surfactants in the coupling reaction of some heteroaromatic compounds

Six water-soluble calix[n]arene-based Br?nsted acid-type catalysts with amphiphilic groups were successfully synthesized by incorporating sulfonic acid moieties. Their structures were characterized using FTIR,1H NMR,13C NMR, APT-NMR, and elemental analysis techniques. Moreover, their catalytic capabilities were evaluated in the coupling reaction of 2-methylfuran and/or N-methylindole with some sec-alcohols in aqueous media. The association of their surfactant abilities, and the effects of water amount used and reaction durations on the catalytic activities of these amphiphilic calix[n]arene derivatives were also investigated. Observations indicated that these amphiphilic calix[n]arene catalysts exhibited high catalytic activities in the coupling reactions of 2-methylfuran and N-methylindole with some alcohols in water.

Br?nsted acidic magnetic nano-Fe3O4-adorned calix[n]arene sulfonic acids: Synthesis and application in the nucleophilic substitution of alcohols

Three magnetically recoverable Br?nsted acidic calix[n]arene derivatives were successfully constructed by immobilizing calix[n]arene sulfonic acids onto silica-coated magnetic nanoparticles, a process, which allows calix[n]arene derivatives to acquire magnetic properties. All of the magnetically recoverable Br?nsted acidic calix[n]arenes efficiently catalyze the coupling of electron-rich arenes with some alcohols in water. After separation and recovery from the reaction mixture by a simple magnet, these Br?nsted acidic calix[n]arenes can be recycled many times without losing their catalytic activity.

Synthesis and evaluation of deep cavity imidazolyl calix[n]arenes

A series of deep cavity diphenyl imidazolyl calix[n]arenes (4, 6, 8) have been obtained from readily available starting materials through a five step synthetic methodology involving appropriate alkylation of lower rim of preformed calixarene, formylation of the upper rim and subsequent condensation with aryl diketones in the presence of ammonium acetate and glacial acetic acid. Optimized reaction conditions for obtaining the titled derivatives in their cone configuration and their characterization by spectroscopic methods (IR, UV, NMR and FAB mass) have been delineated. The synthesized imidazolyl calixarenes have preliminarily been examined for selective recognition of monovalent metal ions (Li+, Na+, K+, Cs+, Ag+).

A novel de-tert-butylation of p-tert-butylcalix[n]arenes

A facile de-tert-butylation method was developed for the synthesis of calix[n]arenes. A mixture of p-tert-butylcalix[n]arene, sodium dithionite and tri-fluoro acetic acid were refluxed at 80-90 °C for 24 h. The calix[n]arenes with yields ranging from 80-92 % was achieved.

Preparation of macrocyclon analogues: calix[8]arenes with extended polyethylene glycol chains

A one-pot methodology has been developed for the preparation of macrocyclon mimics, i.e., calix[8]arenes containing hydrophobic alkyl substituents on the upper rim and hydrophilic polyethylene glycol chains on the lower rim. Compounds containing PEG chains of up to 24 repeating ethylene oxide (EO) units can be prepared. With increasing molecular weight, these amphiphilic compounds can be classified as macromolecules, and can be difficult to characterise as single molecules. The limitations of conventional analytical techniques are discussed.

Convenient one pot procedure for synthesis of formylated calix[n]arenes

A convenient one pot procedure for obtaining formyl calix [n]arenes via condensation with 1,1-dichloromethylmethylether is described.