7500-05-2Relevant articles and documents
Simple acyclic molecules containing a single charge-assisted O-H group can recognize anions in acetonitrile?:?water mixtures
Goodwin, Rosemary J.,Blyth, Mitchell T.,Fung, Alfred K. K.,Smith, Leesa M.,Norcott, Philip L.,Tanovic, Sara,Coote, Michelle L.,White, Nicholas G.
, p. 2794 - 2803 (2021)
Hydroxypyridinium and hydroxyquinolinium compounds containing acidic O-H groups attached to a cationic aromatic scaffold were synthesized,i.e. N-methyl-3-hydroxypyridinium (1+) andN-methyl-8-hydroxyquinolinium (2+). These very simple
Synthesis and evaluation of the performance of a small molecule library based on diverse tropane-related scaffolds
Lowe, Robert A.,Taylor, Dale,Chibale, Kelly,Nelson, Adam,Marsden, Stephen P.
supporting information, (2020/03/25)
A unified synthetic approach was developed that enabled the synthesis of diverse tropane-related scaffolds. The key intermediates that were exploited were cycloadducts formed by reaction between 3-hydroxy-pyridinium salts and vinyl sulfones or sulfonamides. The diverse tropane-related scaffolds were formed by addition of substituents to, cyclisation reactions of, and fusion of additional ring(s) to the key bicyclic intermediates. A set of 53 screening compounds was designed, synthesised and evaluated in order to determine the biological relevance of the scaffolds accessible using the synthetic approach. Two inhibitors of Hedgehog signalling, and four compounds with weak activity against the parasite P. falciparum, were discovered. Three of the active compounds may be considered to be indotropane or pyrrotropane pseudo natural products in which a tropane is fused with a fragment from another natural product class. It was concluded that the unified synthetic approach had yielded diverse scaffolds suitable for the design of performance-diverse screening libraries.
Solvatochromism in Pure Solvents: Effects of the Molecular Structure of the Probe
Novaki, Luzia P.,El Seoud, Omar A.
, p. 648 - 655 (2007/10/03)
The following solvatochromic probes were synthesized: l-methyl-8-oxyquinolinium betaine (QB), sodium i-methyl-8-oxycuinolinium betaine-5-sulphonate (QBS), and l-rnelhyl-3-oxypyridinium betaine (PB). Their solvatochromic behavior in 28 protic and aprotic solvents was investigated, and the data compared to those of 2,6-diphenyl-4-(2,4,6-triphenyI-l-pyridmio)-l-phenolate, (RB). Solvent polarity scales based on QB, QBS, and PB correlate linearly with the ET(30) scale of RB. The Taft-Kamlet-Abboud equation satisfactorily applies to the solvatochromic data of RB, QB, QBS and PB. The multipararneter regression coefficients (a) and (s) of the above mentioned equation show that the sensitivity of the probe to solvent dipolarity/polarizability, arid hydrogen bond donation is clearly dependent on its molecular structure. This dependence was tested for a total of 26 probes of widely different structures. It is shown that this is a generai behavior, i.e., log a and s ' are linearly dependent on the p/C, and the dipole moment of the probe, respectively. VCH Verlagsgesellschaft mbH, 1996.
