1096-84-0Relevant academic research and scientific papers
Simplified synthesis of 1,1′[14C]-methylene-di (2-naphthol). A radiochemical and kinetic approach
Angelini, Giancarlo,Ursini, Ornella,Minetti, Patrizia,Celona, Diana,De Angelis, Francesco
, p. 543 - 556 (2004)
The synthesis of the 1,1′[14C]-methylene-di-(2-naphthol) 2, as the radiolabeled probe of a possible interaction between the β-amyloid fibrils and the di-naphthol mojety in the Alzheimer's disease, is reported. Very simple radiochemical procedure, starting from [ 14C]paraformaldehyde, produced 8.66 MBq of compound 2 at the specific radioactivity of 1.22 TBq/mol. A mechanistic and kinetic approach allowed the comprehension of the right experimental conditions. The stability of compound 2 in acetonitrile solution was investigated, denoting a significative decomposition process through the transient formation of the 1,2-naphthyne intermediate. Copyright
Dibromomethane as one-carbon source in organic synthesis: The Mannich base formation from the reaction of phenolic compounds with a preheated mixture of dibromomethane and diethylamine
Hon, Yung-Son,Chou, Yu-Yu,Wu, I-Che
, p. 2253 - 2267 (2004)
The salt formed from the reaction of dihalomomethane and diethylamine reacted with phenolic compounds to give the corresponding Mannich bases in modest to good yields. As for the relative rates and yields are in the following order: CH2Br2 > CH2Cl2. The CD2Cl2 is also applicable to prepare the deuterated analogues. At higher temperature, the elimination of diethylamine from Mannich base occurred to give the corresponding o-quinone methide intermediate, which was then trapped by another phenolic compound to give bis(2-hydroxy-1-aryl) methanes.
Naphthalene Tetrachlorides and Related Compounds. Part 12. Influence of Some 1-Substituents on the Course of Chlorination of Derivatives of 2-Naphthol
Calvert, David J.,Mare, Peter B. D. de la,Suzuki, Hitomi
, p. 255 - 260 (1983)
The chlorinations of 1-methyl-2-naphthol, 1-bromo-2-naphthol, 2,2'-dihydroxy-1,1'-dinaphthylmethane, and 6-t-butyl-2-naphthol with excess of chlorine in acetic acid give tetralin-2-ones analogous to that formed from 1-chloro-2-naphthol. 1,6-Di-t-butyl-2-naphthol, however, gives only 1,6-di-t-butyl-1,3-dichloro-1,2-dihydronaphthalene; 1-iodo-2-naphthol gives some 1,1,3,4-tetrachlorotetralin-2-one in acetic acid, whereas in chloroform it gives a mixture from which r-1,c-2,t-3,t-4,5,7-hexachlorotetralin-6-ol was isolated.The structures of these products and the pathways leading to them are discussed.
Synthesis, characterization of the amido-conjugates of 1,1′- methylene-bis(2-naphthol) and recognition of Cu2+ in aqueous acetonitrile
Baghel, Garima Singh,Chinta, Jugun Prakash,Rao, Chebrolu P.
, p. 2397 - 2404 (2012)
Di-amido-derivatives of 1,1′-methylene-bis(2-naphthol) (mbn), viz.; L1 to L6 and L7, have been synthesized and characterized. The single crystal X-ray structure of L2 has been established. All these derivatives have been studied for metal ion recognition by fluorescence and absorption techniques. Among these, L6 and L 7 were found to be selective towards Cu2+ even in the presence of other metal ions in aqueous acetonitrile owing to the presence of the N,O-binding core up to the lowest concentration of 210 ± 11 and 144 ± 3 ppb, respectively. The binding region has been identified by 1H NMR studies. The proposed mode of binding has been modelled by DFT computations. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Guest-Reaction Driven Cage to Conjoined Twin-Cage Mitosis-Like Host Transformation
Cai, Li-Xuan,Cheng, Pei-Ming,Hu, Shao-Jun,Li, Shao-Chuan,Sun, Qing-Fu,Yan, Dan-Ni,Zhou, Li-Peng
, p. 23569 - 23573 (2020)
We report here a guest-reaction-induced mitosis-like host transformation from a known Pd4L2 cage 1 to a conjoined Pd6L3 twin-cage 2 featuring two separate cavities. The encapsulation of 1-hydroxymethyl-2-naphthol (G1), a known ortho-quinone methide (o-QMs) precursor, within the hydrophobic cavity of cage 1 is found crucial to realize the cage to twin-cage conversion. Confined G1 molecules within the nanocavity undergo self-coupling dimerization reaction to form 2,2′-dihydroxy-1,1′-dinaphthylmethane (G2) which then triggers the cage to twin-cage mitosis. The same conversion also proceeds, in a much faster rate, via the direct templation of G2, confirming the induced-fit transformation mechanism. The structure of the (G2)2?2 host–guest complex has been established by X-ray crystallographic study, where cis- to trans- conformational switch on one bridging ligand is revealed.
Synthesis of dioxazaborocines from N-substituted-bis(2-hydroxyaryl)aminomethylamines
Woodgate, Paul D.,Horner, Gillian M.,Maynard, N. Paul,Rickard, Clifton E.F.
, p. 180 - 193 (1999)
The preparation of a number of tripodal amines from aminoalkylation of 1,3-benzoxazines by phenols is presented. A series of ligands prepared in this manner were successfully coordinated to boron, giving dioxazaborocines. X-ray crystal structures of two analogues are reported. These compounds are capable of releasing borate ions and are therefore potentially biologically active.
Anticancer Activity and Catalytic Potential of Ruthenium(II)-Arene Complexes with N,O-Donor Ligands
Haghdoost, Mohammad Mehdi,Guard, Juliette,Golbaghi, Golara,Castonguay, Annie
, p. 7558 - 7567 (2018)
The special ability of organometallic complexes to catalyze various transformations might offer new effective mechanisms for the treatment of cancer. Studies that report both the biological properties and the ability of metallic complexes to promote therapeutically relevant catalytic reactions are limited. Herein, we report the anticancer activity and catalytic potential of some ruthenium(II)-arene complexes bearing bidentate Schiff base ligands (2a and 2b) and their reduced analogues (5a and 5b, respectively). In comparison to their Schiff base counterparts 2a and 2b, we demonstrate that amine complexes 5a and 5b display (i) a higher in vitro antiproliferative activity on different human cancer cell lines, (ii) a lower rate of hydrolysis, and (iii) an improved initial catalytic rate for the reduction of NAD+ to NADH. In contrast to their imine analogues 2a and 2b, we also show that amine complexes 5a and 5b induce the generation of intracellular reactive oxygen species (ROS) in MCF-7 breast cancer cells. Our results highlight the impact that a simple ligand modification such as the reduction of an imine moiety can have on both the catalytic and biological activities of metal complexes. Moreover, the ruthenium complexes reported here display some antiproliferative activity against T47D breast cancer cells, known for their cis-platin resistance.
Reactivity of cis-bis(acetylacetonato)dichlorotitanium(IV) towards hydroxy-containing ligands: Isolation and characterisation of products
Rao, P. Venkateshwara,Rao, Chebrolu Pulla,Wegelius, Elina K.,Kolehmainen, Erkki,Rissanen, Kari
, p. 4469 - 4474 (1999)
The reactivity of cis-[Ti(acac)2Cl2] with a number of OH containing ligands has been explored. Corresponding products have been synthesized, isolated and characterised. Three dimensional structures of some of the products were established by single crystal X-ray diffraction. The reactivity of these ligands towards non-oxo titanium centres has been found to be different from that of oxometal centres of VV, MoVI and UVI. All the products of TiIV isolated were mononuclear complexes possessing one or two ligands. Both the molecular and crystal structures of the titanium products are found to be different from those of the oxometal ones. The Royal Society of Chemistry 1999.
One-step novel synthesis of methylene bisphenols and methylene bisnaphthols using Lewis acid mediated rearrangement
Kumar, Sandeep,Mehta, Shilpika Bali
, (2021/12/20)
Mono- and di-substituted isomeric methylene bisphenols and methylene bisnaphthols have been synthesized by rearrangement of the corresponding O-methoxyacetyl derivatives of phenols and naphthols, respectively, in presence of aluminium chloride under dry conditions. The chemistry observed is different from the usual Fries rearrangement reaction and involves an intermolecular rearrangement. The reactions reported here also reflect the influence of substituents present in the substrate as is supported by the substitution of the bridging methylene at a position meta to the phenolic hydroxyl in some of the minor products formed along-side the majorly formed ortho substituted products.
ION CHANNEL ANTAGONISTS/BLOCKERS AND USES THEREOF
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Page/Page column 22; 24; 25; 63; 64; 74-76; 78; 79, (2021/06/22)
Provided are ion channel antagonists/blockers and uses thereof. Specifically, it provides the compounds of formula (I) or pharmaceutically acceptable salts, stereoisomers, solvates or prodrugs, preparation method therefor and application thereof. Definition of each group in the formula can be found in the specification for details. Provided is also pharmaceutical composition useful for treatment of heart disease and other ion channel related diseases.
