31250-16-5Relevant articles and documents
Efficient synthesis of some novel macrocyclic diamides using fast addition method
Sharghi, Hashem,Zare, Abdolkarim
, p. 999 - 1004 (2006)
Synthesis of some new macrocyclic diamides based on catechol scaffold by cyclization reactions between various diamines and 2-[2-(2-chloro-2-oxoethoxy) phenoxy]ethanoyl chloride using fast addition method has been described. The reactions were carried out in short reaction times and the expected macrocycles were obtained in good to high yields. Georg Thieme Verlag Stuttgart.
Phase transfer catalyzed synthesis of N,N′-diaryl-1,2-phenylene dioxydiacetamides
Wang, Xicun,Wei, Taibao,Chen, Jichou,Li, Junrong
, p. 2765 - 2773 (1996)
The title compounds 3 were prepared in high yield via the reaction of 1,2-phenylenedioxydiacetyl chloride with various substituted aromatic amines under the condition of liquid-liquid phase transfer catalysis, using polyethylene glycol-400 as the catalyst.
Physical properties of Eu2+-containing cryptates as contrast agents for ultrahigh-field magnetic resonance imaging
Garcia, Joel,Kuda-Wedagedara, Akhila N. W.,Allen, Matthew J.
, p. 2135 - 2140 (2012)
The kinetic stabilities and relaxivities of a series of Eu 2+-containing cryptates have been investigated. Transmetallation studies, which monitored the change in the longitudinal relaxation rate of water protons in the presence of Ca2+/s
Iron(III) Metallacryptand and Metallacryptate Assemblies Derived from Aroylbis(N,N-diethylthioureas)
Pham, Chien Thang,Nguyen, Hung Huy,Hagenbach, Adelheid,Abram, Ulrich
, p. 11406 - 11416 (2017)
The reaction of isophthaloylbis(N,N-diethylthiourea), H2L1, with FeCl3·6H2O gives the dinuclear tris-complex [Fe2(L1)3] (5), possessing a cryptand-like structure. A similar reaction with the ligand 2,6-dipicolinoylbis(N,N-diethylthiourea), H2L2, however, results in the formation of the anionic, mononuclear Fe(III) complex [Fe(L2)2]- (6), which could be isolated as its "Tl+ salt" by the subsequent addition of Tl(NO3). A tighter view to the solid state structure of the obtained product, however, characterizes compound 6 as a one-dimensional coordination polymer, in which four-coordinate Tl+ ions connect the {[Fe(L2)2]-} units to infinite chains. When Fe3+ ions and Tl+ ions are added to H2L2 simultaneously in a one-pot reaction, a different product is obtained: a cationic trinuclear complex of the composition {M?[Fe2(L2)3]}+. It has been isolated as a PF6- salt and represents a {2}-metallacryptate with a nine-coordinate Tl+ ion in the central void. Structurally related products of the compositions {M?[Fe2(L2)3]}(PF6) (M = Na+, K+, Rb+) (8(PF6)) could be isolated from analogous reactions with alkaline salts instead of Tl(NO3). {2}-Metallacryptates with larger central voids were synthesized with the ether-spaced aroylbis(N,N-diethylthiourea) H2L3. The compounds {M?[Fe2(L3)3]}(PF6) (M = K+, Rb+, Tl+ or Cs+) (9(PF6)) were prepared by a similar protocol like those with H2L2 with the simultaneous addition of the metal ions to a solution of H2L3. Due to the larger spacer between the aroylthiourea units, the coordination number of the central M+ ions is 12 by six carbonyl and six ether oxygen atoms. All products were characterized by elemental analysis, IR spectroscopy, and X-ray structure analysis. Cyclic voltammetric studies were carried out with the three representative complexes [Fe2(L1)3], {K?[Fe2(L2)3]}(PF6), and {K?[Fe2(L3)3]}(PF6). The obtained voltammograms indicate the dependence of the redox properties of the oligonuclear systems on the conjugation in the organic backbones of the ligands.
Synthesis and Evaluation of Bifunctional [2.2.2]-Cryptands for Nuclear Medicine Applications
McDonagh, Anthony W.,McNeil, Brooke L.,Patrick, Brian O.,Ramogida, Caterina F.
supporting information, p. 10030 - 10037 (2021/07/19)
For the first time, synthesis of bifunctional [2.2.2]-cryptands (CRYPT) and demonstration of radiolabeling with lead(II) (Pb2+) isotopes are disclosed herein. The synthesis is convenient and high-yielding and gives access to three distinct bifunctional handles (azide (-N3), isothiocyanate (-NCS), and tetrazine (-Tz)) that can enable the construction of radioimmunoconjugates for targeted and pretargeted therapy. Proof-of-principle CRYPT radiolabeling was successful with lead-203 ([203Pb]Pb2+) and demonstrated complexation efficiency superior to that of DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) and efficiency comparable to that of the current industry standard TCMC (1,4,7,10-tetraaza-1,4,7,10-tetra-(2-carbamoylmethyl)-cyclododecane). In vitro human serum stability assays demonstrated excellent [203Pb]Pb-CRYPT stability over 72 h (91.7 ± 0.56%; n = 3). [203Pb]Pb-CRYPT-radioimmunoconjugates were synthesized from the corresponding CRYPT-immunoconjugate or by conjugating [203Pb]Pb-Tz-CRYPT to transcyclooctene modified trastuzumab (TCO-trastuzumab) via the inverse electron-demand Diels-Alder (IEEDA) reaction. This investigation reveals the potential for CRYPT ligands to become new industry standards for therapeutic and diagnostic radiometals in radiopharmaceutical elaboration.
Triazole-amide isosteric pyridine-based supramolecular gelators in metal ion and biothiol sensing with excellent performance in adsorption of heavy metal ions and picric acid from water
Panja, Atanu,Ghosh, Kumaresh
, p. 934 - 945 (2019/01/09)
Pyridine-based small molecular gelators 1-4, having a triazole-amide isosteric relationship, have been synthesized. Compounds 1-3 exhibit excellent gelation from DMSO-H2O (1?:?2, v/v), while compound 4 forms a gel in the presence of Ag+ ions in DMSO-H2O (1?:?2, v/v). The change from triazole to isosteric amide has a marked effect on the gelling abilities, minimum gelation concentrations (mgc), thermal stability, mechanical properties, metal ion-responsive character and adsorption properties of the structures, as established by various techniques. All the gels have been successfully applied in sophisticated sensing kits for the selective detection of Cu2+ and Ag+ ions and thiol-containing amino acids. The triazole-based gelators 1 and 3 adsorb heavy metal ions from water with greater efficiency than the isosteric amide-based gelators. The metallogel 4-Ag+ can be used in the efficient removal of picric acid (a nitro explosive) from water.
Photolariats: Synthesis, metal ion complexation and photochromism
Ducrot, Aurelien,Verwilst, Peter,Scarpantonio, Luca,Goudet, Sebastien,Kauffmann, Brice,Denisov, Sergey,Jonusauskas, Gediminas,McClenaghan, Nathan D.
experimental part, p. 462 - 472 (2012/09/05)
Photolariat development, as an extension to the family of synthetic photochromic crown ether receptors, or photocrowns, is reported. Incorporated additional chelating groups, namely two anisoles or thioanisoles, contribute in completing the metal ion coor
Synthesis of new lariat ethers containing polycyclic phenols and heterocyclic aromatic compound on graphite surface via mannich reaction
Sharghi,Khalifeh,Salimi Beni
experimental part, p. 275 - 288 (2010/11/05)
Synthesis of novel lariat ethers containing polycyclic phenols and heterocyclic aromatic compound using graphite via Mannich reaction are herein described. For this purpose N-(methoxymethyl) azacrown ether 4 was synthesized in nearly quantitative yield. The reaction of N-(methoxymethyl) azacrown ether 4 with polycyclic phenols and heterocyclic aromatic compound was performed in 10-20 min in the presence of graphite. The graphite powder can be reused up to five times after simple washing with acetone.
Synthesis, characterization, and anti-bacterial efficacy of some novel cyclophane amide
Rajakumar, Perumal,Mohammed Abdul Rasheed,Balu,Murugesan
, p. 7458 - 7467 (2008/02/01)
Synthesis of macrocyclic di, tetra- and hexaamides with aza and oxy linkages has been achieved and the inhibitory activity of cyclophane amides against human pathogenic bacteria well documented.
Synthesis, characterization and ion transportation studies of some novel cyclophane amides
Rajakumar, Perumal,Rasheed, A. Mohammed Abdul
, p. 5351 - 5362 (2007/10/03)
Various novel cyclophane amides with a large cavity have been synthesized. The structures of cyclophane amides 14 and 15 were resolved using XRD studies. Cyclophane amide 28 shows a shift in λmax in the UV/Vis. spectra when treated with Cu (II) ion as well as with Pb (II) ion. Ion transportation studies were carried out with cyclophane amide 14 which proved that the Na+ ion passes through the cavity while K+ ions are retained.
