6304-94-5Relevant academic research and scientific papers
Pharmacophore-Based Design of Phenyl-[hydroxycyclohexyl] Cycloalkyl-Carboxamide Mitofusin Activators with Improved Neuronal Activity
Bernstein, Peter R.,Dang, Xiawei,Devanathan, Sriram,Dorn, Gerald W.,Franco, Antonietta,Fu, Lijun,Walters, Daniel,Williams, Sidney B.
, p. 12506 - 12524 (2021/09/11)
Mitochondrial fragmentation from defective fusion or unopposed fission contributes to many neurodegenerative diseases. Small molecule mitofusin activators reverse mitochondrial fragmentation in vitro, promising a novel therapeutic approach. The first-in-c
Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics
Wünsch, Matthias,Schr?der, David,Fr?hr, Tanja,Teichmann, Lisa,Hedwig, Sebastian,Janson, Nils,Belu, Clara,Simon, Jasmin,Heidemeyer, Shari,Holtkamp, Philipp,Rudlof, Jens,Klemme, Lennard,Hinzmann, Alessa,Neumann, Beate,Stammler, Hans-Georg,Sewald, Norbert
supporting information, p. 2428 - 2441 (2017/12/06)
The amide moiety of peptides can be replaced for example by a triazole moiety, which is considered to be bioisosteric. Therefore, the carbonyl moiety of an amino acid has to be replaced by an alkyne in order to provide a precursor of such peptidomimetics. As most amino acids have a chiral center at Cα, such amide bond surrogates need a chiral moiety. Here the asymmetric synthesis of a set of 24 N-sulfinyl propargylamines is presented. The condensation of various aldehydes with Ellman's chiral sulfinamide provides chiral N-sulfinylimines, which were reacted with (trimethylsilyl)ethynyllithium to afford diastereomerically pure N-sulfinyl propargylamines. Diverse functional groups present in the propargylic position resemble the side chain present at the Cα of amino acids. Whereas propargylamines with (cyclo)alkyl substituents can be prepared in a direct manner, residues with polar functional groups require suitable protective groups. The presence of particular functional groups in the side chain in some cases leads to remarkable side reactions of the alkyne moiety. Thus, electron-withdrawing substituents in the Cα-position facilitate a base induced rearrangement to α,β-unsaturated imines, while azide-substituted propargylamines form triazoles under surprisingly mild conditions. A panel of propargylamines bearing fluoro or chloro substituents, polar functional groups, or basic and acidic functional groups is accessible for the use as precursors of peptidomimetics.
COMPOUNDS THAT INHIBIT MCL-1 PROTEIN
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Page/Page column 1399, (2017/09/15)
Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula I, and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.
Synthesis of 2-thioaldoses via BF3-promoted cycloaddition of β-methoxyvinyl sulfides with 2,3-O-isopropylidene derivatives of aldehydo-aldoses
Sugimura, Hideyuki,Kusakabe, Kousuke
, p. 69 - 72 (2013/02/23)
A highly stereoselective approach to the synthesis of 2-thioaldose derivatives via BF3-promoted cycloaddition of β-methoxyvinyl sulfides with 2,3-O-isopropylidene derivatives of aldehydo-aldoses is described. Georg Thieme Verlag Stuttgart · New
One-step synthesis of N-acetylcysteine and glutathione derivatives using the Ugi reaction
Zhdanko, Alexander G.,Gulevich, Anton V.,Nenajdenko, Valentine G.
experimental part, p. 4692 - 4702 (2009/10/02)
Fully protected natural and unnatural N-acetylcysteine, dipeptide Cys-Gly, glutathione, and homoglutathione derivatives were synthesized by the Ugi four-component reaction using various benzylthio aldehydes and ketones as carbonyl building blocks. The scope and limitations of the method were investigated. Formation of imidazoline by-products in the Ugi reaction was discussed. 2,2,2-Trifluoroethanol was shown to be a superior reaction media than methanol in some reactions. Also, the 4-methyl-2,6,7-trioxabicyclo[2.2.2]octyl derivative (OBO-ester) of isocyanoacetic acid was shown to be superior to use than ethyl isocyanoacetate as a peptide synthesis precursor in cases when higher reactivity of an isocyanide is required.
Skeletal reorganization of mercaptoacetaldehyde dialkyl acetal in acid: formation of disulphide, 1,2-bis(mercapto)ethylene and 1,1,2-tris(mercapto)ethane derivatives
Ong, Chi Wi,Yen, Sin Fei,Chou, Yi Meen
, p. 601 - 605 (2007/10/03)
The reaction of mercaptoacetaldehyde dialkyl acetals 1a-c in the presence of sulfuric acid, polyphosphoric acid and zinc chloride is described. Other than the disulfide reported previously, new compounds 1,2-bis-(mercapto)ethylene, 1,2,3-tris-(mercapto)ethane and 1,2-bis-(mercapto)methane have been isolated for the first time.
STEREOCHEMISTRY OF SULPHUR ORGANIC COMPOUNDS. PART 23. DOUBLE GAUCHE EFFECT OXYGEN/SULPHUR IN 2-ALKYLTHIODERIVATIVES OF 1,1-DIMETHOXYETHANE
Alcudia, Felipe,Campos, Angel Luis,Llera, Jose Manuel,Zorrilla, Francisco
, p. 29 - 38 (2007/10/02)
The synthesis and conformational analysis, by 1H-NMR in several solvents, of 2-X-1,1-dimethoxyethane (X: MeS, EtS, iPrS, tBuS, BnS, SOMe, SOEt, SOiPr, SOtBu, SOBn) are reported.The results are concordant with a
