55110-62-8Relevant academic research and scientific papers
Generation, optimization and characterization of novel anti-prion compounds
Altieri, Andrea,Biasini, Emiliano,Biggi, Silvia,Ishibashi, Daisuke,Kurkin, Alexander V.,Nishida, Noriyuki,Sivtzev, Semen I.,Spiridonov, Evgeny A.
, (2020/09/09)
Prions are misfolded proteins involved in neurodegenerative diseases of high interest in veterinary and public health. In this work, we report the chemical space exploration around the anti-prion compound BB 0300674 in order to gain an understanding of its Structure Activity Relationships (SARs). A series of 43 novel analogues, based on four different chemical clusters, were synthetized and tested against PrPSc and mutant PrP toxicity assays. From this biological screening, two compounds (59 and 65) emerged with a 10-fold improvement in anti-prion activity compared with the initial lead compound, presenting at the same time interesting cell viability.
Waste-free catalytic propargylation/allenylation of aryl and heteroaryl nucleophiles and synthesis of naphthopyrans
McCubbin, J. Adam,Nassar, Costa,Krokhin, Oleg V.
experimental part, p. 3152 - 3160 (2011/10/30)
A general method for the substitution of propargylic alcohols with electron-rich aromatic carbocycles and heterocycles has been developed. The reaction occurs under simple, mild conditions, and employs an inexpensive environmentally benign and recoverable
Generation of cycloalkylidene carbenes via exo-type cyclization of alkynyllithiums bearing remote leaving group
Harada, Toshiro,Iwazaki, Katsuhiro,Otani, Takeshi,Oku, Akira
, p. 9007 - 9012 (2007/10/03)
The reaction of 5-hexynyl rosylate (3a) with alkynyllithium (RC≡CLi; R = Ph, TMS) gives enynes 5 and 6. The reaction proceeds through a mechanism involving a novel exo-type cyclization of 6-lithio-5-hexynyl tosylate to form cyclopentylidene carbene. Enyne 6 is produced by the addition of RC≡CLi to the carbene, whereas rearrangement of the carbene to cyclohexyne followed by carbolithiation with RC≡CLi gives enyne 5. The formation of cyclopentylidene carbene and cyclohexyne as intermediates is clearly demonstrated by trapping experiments with cyclohexene (and triethylsilane) and with 1,3- diphenylisobenzofuran, respectively. Alkynyllithiums derived from 3-butynyl and 6-heptynyl p-fluorobenzenesulfonates (19a,b) undergo a similar exo-type cyclization to give cyclopropylidene and cyclohexylidene carbenes, respectively.
Vinyl Cations, 37. Rearrangement of Cyclic Homopropargyl Sulfonates to Condensed Cyclobutanones and Cyclopropyl Ketones
Hanack, Michael,Schuhmacher, Werner,Kunzmann, Erich
, p. 1467 - 1487 (2007/10/02)
Cyclic homopropargyl sulfonates 8 (tosylates, triflates, nonaflates, and damsylates) are prepared and solvolysed.The resulting rearrangement reactions are studied with respect to the properties of the solvents used, leaving groups, the substituent on the triple bond, and with respect to the ring size of the sulfonates 8.
