31183-91-2Relevant academic research and scientific papers
Discovery of Small Molecules that Induce the Degradation of Huntingtin
Tomoshige, Shusuke,Nomura, Sayaka,Ohgane, Kenji,Hashimoto, Yuichi,Ishikawa, Minoru
, p. 11530 - 11533 (2017)
Huntington's disease (HD) is an autosomal dominant neurodegenerative disorder caused by the aggregation of mutant huntingtin (mHtt), and removal of toxic mHtt is expected to be an effective therapeutic approach. We designed two small hybrid molecules (1 and 2) by linking a ligand for ubiquitin ligase (cellular inhibitor of apoptosis protein 1; cIAP1) with probes for mHtt aggregates, anticipating that these compounds would recruit cIAP1 to mHtt and induce selective degradation by the ubiquitin-proteasome system. The synthesized compounds reduced mHtt levels in HD patient fibroblasts and appear to be promising candidates for the development of a treatment for HD.
Colourless p-phenylene-spaced bis-azoles for luminescent concentrators
Bellina, Fabio,Manzini, Chiara,Marianetti, Giulia,Pezzetta, Cristofer,Fanizza, Elisabetta,Lessi, Marco,Minei, Pierpaolo,Barone, Vincenzo,Pucci, Andrea
, p. 118 - 128 (2016/07/19)
We report on the synthesis of new push-pull imidazole-benzothiazole and thiazole-benzothiazole fluorophores obtained in good yields by using direct C-H arylation synthetic strategies. Spectroscopic investigations in CHCl3 solution evidenced that the 1,4-phenylene-spaced imidazole-benzothiazole bearing an electron-donating dimethylamino group achieved a trade-off between fluorescence maximum (516 nm), Stokes shift (165 nm) and a quantum yield higher than 0.4. Dispersions of the selected fluorophore in poly (methyl methacrylate) (PMMA) thin films mostly maintained the optical features in solution with significant light transmittance in the visible region (90% at 440 nm), and a brilliant green emission at 500 nm. Photocurrent experiments performed on PMMA thin films coated over high purity transparent glasses promoted their use in the development of colourless luminescent solar concentrators with optical efficiencies close to 6%.
Facile synthesis of bioactive 4H-[1,4]-benzothiazines under solvent free conditions
Kalwania,Chomal,Choudhary, Savita
experimental part, p. 5133 - 5136 (2012/06/18)
An efficient method for synthesis of 4H-[1,4]-benzothiazines under solvent free conditions has been developed. The oxidative condensation of 2-aminobenzenethiols with β-diketones/β-ketoesters in presence of catalytic amount of hydrazine hydrate yields the 4H-[1,4]-benzothiazines. The reaction is accelerated by microwave irradiation under solvent free conditions in presence of an energy transfer agent DMF to get the product in high yield. The 2-aminobenzenethiazole required for the synthesis of 4H-[1,4]-benzothiazines are also obtained by a new method instead of presently used time consuming and low yielding method. The structure of the synthesized compounds has been characterized by IR, NMR, mass spectral studies and elemental analysis.
A simple and efficient method for synthesis of benzothiazepine derivatives
Itabashi, Saori,Lu, Rong,Miyakoshi, Tetsuo
experimental part, p. 171 - 177 (2011/04/26)
A series of 1, 5-benzothiazepines were synthesized using disulfides and α, β-unsaturated carbonyl or nitrile compounds as reaction substrates. After reductive cleavage of the S-S bond of disulfides, the resulting thiols were reacted with α,β-unsaturated carbonyl or nitrile compounds to generated seven-membered heterocyclic compounds. In the presence of ammonium thioglycolate, the Michael reaction occurred between disulfides (1) and 4-methyl-3-penten-2-one to give 2, 2, 4-trymethyl-3H-1, 5-benzothiazepine derivatives in good yields. When ethyl acrylate or acrylonitrile was used as the Michael acceptor, 90-99% of (2-amino- phenylsulfanyl)propionitriles (3) and/or 92-99% of (2-amino-phenylsulfanyl) propionic acid ethyl esters (4) were produced. Subsequently, the 1, 5-benzothiazepine compounds 5 and 6 were obtained due to the cyclization reaction. The Japan Institute of Heterocyclic Chemistry.
Identification of a novel series of tetrahydrodibenzazocines as inhibitors of 17β-hydroxysteroid dehydrogenase type 3
Fink, Brian E.,Gavai, Ashvinikumar V.,Tokarski, John S.,Goyal, Bindu,Misra, Raj,Xiao, Hai-Yun,Kimball, S. David,Han, Wen-Ching,Norris, Derek,Spires, Thomas E.,You, Dan,Gottardis, Marco M.,Lorenzi, Matthew V.,Vite, Gregory D.
, p. 1532 - 1536 (2007/10/03)
A novel series of 17β-hydroxysteroid dehydrogenase type 3 (17β-HSD3) inhibitors has been identified. These inhibitors, based on a dibenzazocine core, exhibited picomolar to low nanomolar inhibition of 17β-HSD3 in cell-free enzymatic as well as in cell-based transcriptional reporter assays.
Syntheses of 2,4-diaryl-2,3-dihydro-1,5-benzothiazepines
Katritzky,Rogovoy,Chassaing,Vvedensky,Forood,Flatt,Nakai
, p. 1655 - 1658 (2007/10/03)
The condensation of α,β-unsaturated ketones with substituted o-aminothiophenols, obtained by reductive cleavage of the corresponding disulfides in the presence of triphenylphosphine, is an effective method for the synthesis of 2,4-diaryl-2,3-dihydro-1,5-b
THERMAL REARRANGEMENT OF O-THIOACYL DERIVATIVES OF N-ACYL-N-ARYLHYDROXYLAMINES
Drozd, V.N.
, p. 317 - 326 (2007/10/02)
The ability of the Ar-N-O-C=S system of atoms to undergo a thermal rearrangement of the Claisen type was investigated.On the basis of the experimental data it was concluded that the process is predominantly nonconcerted in nature.
Condensation Products of 2-Aminobenzenethiols & 5-Bromo-3-phenylrhodanine
Gakhar, H. K.,Prabha, Usha,Gill, J. K.
, p. 469 - 470 (2007/10/02)
Condensation of 2-aminobenzenethiol or its 5-methyl derivative (I) with 5-bromo-3-phenylrhodanine (II) results in the formation of 2,2'-diaminodiphenyl disulphide or its 5,5'-dimethyl derivative (V) and 3-phenylrhodanine (VI) instead of the expected 2-mercapto-3-phenyl-3H,9aH-thiazolobenzothiazine or its 7-methyl derivative (IV).
