113705-27-4Relevant articles and documents
2-(1,2,3-Triazol-4-yl)pyridine-containing ethynylarenes as selective 'turn-on' fluorescent chemosensors for Ni(II)
Christensen, Joseph A.,Fletcher, James T.
, p. 4612 - 4615 (2014)
A series of ethynylarene compounds containing 2-(1,2,3-triazol-4-yl)pyridine chelating units were studied as fluorescent chemosensors for metal cations in aqueous solution. Analogs possessing two chelating units bridged by either 1,4-diethynylphenyl or 2,7-diethynylnaphthyl subunits displayed large hypsochromic shifts coupled with signal intensification when exposed to increasing concentrations of Ni(II), a unique response among 22 metal cation analytes. This response was shown to be reversible, and is proposed to derive from disruption of aggregate formation upon Ni(II) binding at the peripheral chelating units.
Amorphous formability and temperature-sensitive luminescence of lanthanide coordination glasses linked by thienyl, naphthyl, and phenyl bridges with ethynyl groups
Hirai, Yuichi,Da Rosa, Pedro Paulo Ferreira,Nakanishi, Takayuki,Kitagawa, Yuichi,Fushimi, Koji,Hasegawa, Yasuchika
, p. 322 - 326 (2017)
The glass-transition properties and temperature-sensitive luminescence of lanthanide (Ln(III)) coordination compounds are reported. The glass formability was systematically provided by incorporation of bent-angled phosphine oxide (2,5-bis-(diphenylphosphorylethynyl)thiophene: dpet, 2,7-bis(diphenylphosphorylethynyl)naphthalene: dpen, 1,3-bis(diphenylphosphorylethynyl)benzene: m-dpeb) ligands with thienyl, naphthyl, phenyl cores, and ethynyl groups. The glass-transition points were clearly identified for all Ln(III) coordination compounds (Tg = 65-87°C). The Tb(III)/Eu(III) mixed coordination glass [Tb,Eu(hfa)3(m-dpeb)]3 (hfa: hexafluoroacetylacetonate) also showed green, yellow, orange, and red photoluminescence depending on temperature.
CYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME
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Page/Page column 94; 95, (2013/07/05)
The present invention provides compounds, or pharmaceutically acceptable salts thereof, for inhibiting the growth of a microbe; treating a mammal having a microbial infection, mucositis, an ophthalmic infection, an otic infection, a cancer, or a Mycobacterium infection; inhibiting the growth of a Mycobacterium species; modulating an immune response in a mammal; or antagonizing unfractionated heparin, low molecular weight heparin, or a heparin/low molecular weight heparin derivative.
Expedient synthesis of SMAMPs via click chemistry
Fu, Tsung-Hao,Li, Yan,Thaker, Hitesh D.,Scott, Richard W.,Tew, Gregory N.
supporting information, p. 841 - 845 (2013/10/01)
A novel series of synthetic mimics of antimicrobial peptides (SMAMPs) containing triazole linkers were assembled using click chemistry. While only moderately active in buffer alone, an increase in antimicrobial activity against Staphylococcus aureus and Escherichia coli was observed when these SMAMPs were administered in the presence of mouse serum. One compound had minimum inhibitory concentrations (MICs) of 0.39 μg/mL and 6.25 μg/mL, respectively, and an HC50 of 693 μg/mL. These values compared favorably to peptide-based antimicrobials. A correlation between the net positive charge and SMAMP antimicrobial activity was observed. The triazole linker, an amide surrogate, was found to provide better antimicrobial activity against both S. aureus and E. coli when compared to other analogues.
Unique solvent-dependent fluorescence of nitro-group-containing naphthalene derivatives with weak donor-strong acceptor system
Hachiya, Sojiro,Asai, Kengo,Konishi, Gen-Ichi
supporting information, p. 1839 - 1841 (2013/05/09)
We synthesized nitro-group-containing π-conjugated naphthalene derivatives with a weak donor-strong acceptor system and investigated their photophysical properties. The nitro group was introduced into naphthalene through the phenyl or phenylethynyl moiety at the C2 and C7 positions as the strong acceptor moiety, and a methoxy group was introduced into naphthalene directly at the position opposite to the nitro group, as a weak donor moiety. While 2-(4-nitrophenyl)naphthalene did not show fluorescence in various solvents, 2-methoxy-6-(4-nitrophenyl)naphthalene showed fluorescence in weakly polar solvents (ΦF = 0.11 in CH2Cl2), with a large Stokes shift (Δν = 12,000 cm-1). Additionally, 2-methoxy-6-(4-nitrophenyl)naphthalene did not show fluorescence in polar solvents (acetonitrile) and non-polar solvents (toluene). This unique solvent-dependent fluorescence is remarkable for environmental fluorescence sensor applications.
A novel series of G-quadruplex ligands with selectivity for HIF-expressing osteosarcoma and renal cancer cell lines
Lombardo, Caterina M.,Welsh, Sarah J.,Strauss, Sandra J.,Dale, Aaron G.,Todd, Alan K.,Nanjunda, Rupesh,Wilson, W. David,Neidle, Stephen
supporting information, p. 5984 - 5988 (2012/11/07)
A series of naphthalene derivatives with disubstituted triazole side-arms have been assembled by click chemistry. Lead compounds show a high level of selectivity for renal, osteo- and Ewing's sarcomas that express the HIF-1α transcription factor. They also interact selectively with the quadruplex DNAs located in the promoter of the HIF genes and it is suggested that the mechanism of action involves inhibition of transcription by drug-mediated quadruplex stabilization in these regions.
G-QUADRUPLEX STABILISING AGENT
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Page/Page column 17, (2012/10/18)
A compound of formula (I) (Formula (I)) wherein Ar1 is a bicyclic aryl or heteroaryl, which may be optionally substituted; X and Y are each independently a group of formula (II): (Formula (II)) L1 and L2 are each independently selected from NR3, C2H2, CH2, -O-, -S- and a bond; Ar2 and Ar3 are independently optionally substituted C5 or C6 aryl or heteroaryl; Q is selected from NH(C=O), NR3, S, O; n is an integer from 1 to 5; R1 and R2 are optionally substituted and are independently hydrogen, C1-7 alkyl, C3-20 heterocyclyl, or C5-20 aryl, or R1 and R2, taken together with the nitrogen atom to which they are attached, form a heterocyclic ring having from 3 to 8 ring atoms; R3 is H or C1-7 alkyl.
Synthesis of High Carbon Materials from Acetylenic Precursors. Preparation of Aromatic Monomers Bearing Multiple Ethynyl Groups
Neenan, Thomas X.,Whitesides, George M.
, p. 2489 - 2496 (2007/10/02)
The synthesis of polyethynyl aromatics as starting materials for the preparation of highly cross-linked organic solids containing high atom fractions of carbon is described.Treatment of bromo- and iodoaromatic compounds with (trimethylsilyl)acetylene (TMSA) in the presence of palladium(O) and copper(I) in amine solvents yields (trimethylsilyl)ethynyl-substituted aromatics.The TMS protecting groups can be removed by hydrolysis with mild base.Compounds prepared by using this technique include 1,3-diethynylbenzene, 2,5-diethynylthiophene, 1,3-diethynyltetrafluorobenzene, 1,4-diethynyltetrafluorobenzene, 2-ethynylthiazole, 2,4-diethynylthiazole, 2,7-diethynylnaphthalene, hexakis((trimethylsilyl)ethynyl)benzene, tetraethynylthiophene, 2,5-bis((trimethylsilyl)ethynyl)-3,4-bis(3-hydroxy-3-methyl-1-butynyl)thiophene, 2,5-diethynyl-3,4-bis(3-hydroxy-3-methyl-1-butynyl)thiophene, 2,5-bis(4-(2-thienyl)butadiynyl)-3,4-bis(3-hydroxy-3-methyl-1-butynyl)thiophene, and 2,5-bis-(4-(2-thienyl)butadiynyl)-3,4-diethynylthiophene.
