29713-15-3Relevant articles and documents
Synthesis, physiochemical property and antibacterial activity of gemini quaternary ammonium salts with a rigid spacer
Fu,Guo,Zhong,Yang,Lai
, p. 16507 - 16515 (2016)
A novel series of adamantane-based gemini quaternary ammonium salts (GQASs) named as m-Ad-m (bromides, alkyl chain length, m = 12, 14, 16) are synthesized from 1,3-adamantanedicarboxylic acid. Their chemical structures are confirmed by 1H NMR, FT-IR and ESI-MS. The surface activities in aqueous solutions of m-Ad-m are evaluated by surface tension. Unlike conventional GQASs with a flexible spacer, m-Ad-m possessing a rigid adamantane spacer show lower surface tension (γCMC) values as compared to conventional GQASs bearing the same alkyl chains. The thermodynamic properties of m-Ad-m are examined by electrical conductivity measurements at different temperatures, including molecular interaction parameters (β), standard Gibbs free energy (ΔG0m), enthalpy (ΔH0m) and entropy (ΔS0m), which show that the micellization of m-Ad-m is entropy-driven. TEM study exhibits that the aggregate morphologies of m-Ad-m change from micelles and spheroidal vesicles of varying size to network aggregates and then to globular vesicles with the increase in m-Ad-m concentration. Furthermore, the antimicrobial efficacy of m-Ad-m against both Gram-positive bacteria (S. aureus and B. subtilis) and Gram-negative bacteria (E. coli, P. aeruginosa and V. parahaemolyticus) is systematically studied by minimum inhibitory concentration (MIC) and minimal bactericidal concentration (MBC) methods, which indicates the favorable antibacterial activity of 12-Ad-12 against the studied bacteria.
A photosensitive semi-alicyclic poly(benzoxazole) with high transparency and low dielectric constant
Fukukawa, Ken-Ichi,Shibasaki, Yuji,Ueda, Mitsuru
, p. 8256 - 8261 (2004)
A photosensitive semi-alicyclic poly(benzoxazole) based on poly(o-hydroxy amide) containing adamantyl units (PAHA) and 1,3,5-tris[(2-vinyloxy)ethoxy] benzene (TVEB) as an acidolytic de-cross-linker and a photoacid generator, diphenyliodonium 9,10-dimethoxyanthracene-2-sufonate (DIAS), has been developed. PAHA with a weight-average molecular weight of 24 100 was prepared from 1,3-adamantanedicarbonyl chloride (ADG) and 4,4′- (hexafluoroisopropylidene)bis(o-aminophenol) (6FAP) in the presence of lithium chloride in N-methylpyrrolidinone (NMP) at 0°C for 12 h. By thermal treatment, PAHA was easily converted to semi-alicyclic poly(benzoxazole) (PABO) that was insoluble in organic solvents and showed high thermal stability (I d5 = 520°C under Ns). The UV-vis spectra of PAHA and PABO indicated excellent transparency at wavelengths above 320 and 400 nm, respectively. The average refractive index of PABO was 1.523, and the dielectric constant estimated from the refractive index was 2.55 at 1 MHz. This value is significantly lower than those of conventional wholly aromatic PBOs. The photosensitive PABO precursor, PAHA containing 15 wt % TVEB and 5 wt % DIAS, showed a sensitivity of 40 mJ/cm2 and a contrast of 4.0 when it was exposed to a 365 nm light (i-line) and developed with a 2.38 wt % aqueous tetramethylammonium hydroxide solution (TMAHaq) at 25°C. A fine positive image of 10 μm line-and-space pattern was also printed in a film which was exposed to 70 mJ/cm2 of i-line by contact-printing mode. The positive image in PAHA was converted to the positive image in the PABO film by the thermal treatment without pattern deformation.
Aziridine-2-carboxylic acid derivatives and its open-ring isomers as a novel PDIA1 inhibitors
Leite, Irena,Andrianov, Victor,Zelencova-Gopejenko, Diana,Loza, Einars,Kazhoka-Lapsa, Iveta,Domracheva, Ilona,Stoyak, Marta,Chlopicki, Stefan,Kalvins, Ivars
, p. 1086 - 1106 (2022/01/12)
[Figure not available: see fulltext.] Acyl derivatives of aziridine-2-carboxylic acid have been synthesized and tested as PDIA1 inhibitors. Calculations of charge value and distribution in aziridine ring system and some alkylating agents were performed. For the first time was found that acyl derivatives of aziridine-2-carboxylic acid are weak to moderately active PDIA1 inhibitors.
Synthesis method and application of compound methyl 5-fluorouracil adamantane carboxylate
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Paragraph 0023; 0028-0029, (2019/11/29)
The invention discloses a synthesis method of a new compound methyl 5-fluorouracil adamantane carboxylate, and an application of the compound as an antitumor drug. The synthesis method of the compoundis characterized in that 1,3-adamantanedicarbonyl chloride and hydroxymethylfluorouracil undergo an esterification reaction to obtain the methyl 5-fluorouracil adamantane carboxylate. The compound has a certain anticancer activity to intestinal cancer cell lines.
