95187-57-8Relevant academic research and scientific papers
Discovery of acrylonitrile-based small molecules active against Haemonchus contortus
Gordon, Christopher P.,Hizartzidis, Lacey,Tarleton, Mark,Sakoff, Jennette A.,Gilbert, Jayne,Campbell, Bronwyn E.,Gasser, Robin B.,McCluskey, Adam
supporting information, p. 159 - 164 (2014/03/21)
We report the discovery of a series of acrylonitrile-containing molecules and α-amino amides which cause 99-100% lethality in H. contortus. Of the 22 acrylonitrile analogues investigated, the most active were 2-cyano-3-[1-(3-dimethylaminopropyl)-2-methyl-
Norcantharidin analogues with nematocidal activity in Haemonchus contortus
Campbell, Bronwyn E.,Tarleton, Mark,Gordon, Christopher P.,Sakoff, Jennette A.,Gilbert, Jayne,McCluskey, Adam,Gasser, Robin B.
supporting information; experimental part, p. 3277 - 3281 (2011/07/07)
With the major problems with resistance in parasitic nematodes of livestock to anthelmintic drugs, there is an urgent need to develop new nematocides. In the present study, we employed a targeted approach for the design of a series of norcantharidin analogues (n = 54) for activity testing against the barber's pole worm (Haemonchus contortus) of small ruminants in a larval development assay (LDA) and also for toxicity testing on nine distinct human cell lines. Although none of the 54 analogues synthesized were toxic to any of these cell lines, three of them (N-octyl-7-oxabicyclo(2.2.1)heptane-2,3-dicarboximide (B2), N-decyl-7-oxabicyclo(2.2.1)heptane-2,3-dicarboximide (B3) and 4-[(4-methyl)-3-ethyl-2-methyl-5-phenylfuran-10-oxa-4-azatricyclo[5.2.1] decane-3,5-dione (B21) reproducibly displayed 99-100% lethality to H. contortus in LDA, with LD50s of 25-40 μM. The high 'hit rate' (5.6%) indicates that the approach taken here has advantages over conventional drug screening methods. A major advantage of norcantharidin analogues over some other currently available anthelmintics is that they can be produced in one to two steps in large amounts at low cost and high purity, and do not require any additional steps for the isolation of the active isomer. This positions them well for commercial development.
Discovery of (Z)-2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives active against Haemonchus contortus and Ctenocephalides felis (cat flea)
Ali, Abdelselam,Bliese, Marianne,Rasmussen, Jo-Anne M.,Sargent, Roger M.,Saubern, Simon,Sawutz, David G.,Wilkie, John S.,Winkler, David A.,Winzenberg, Kevin N.,Woodgate, Ruth C.J.
, p. 993 - 997 (2007/10/03)
A series of 2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives were synthesized and evaluated for in vitro activity against the endoparasite Haemonchus contortus and the ectoparasite Ctenocephalides felis. Some compounds had significant in vitro activit
CONTROL OF PARASITES IN ANIMALS BY THE USE OF PARASITICIDAL 2-PHENYL-3-(1H-PYRROL-2-YL) ACRYLONITRILE DERIVATIVES
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Page/Page column 55-56, (2008/06/13)
2-Phenyl-3-(1H-pyrrol-2-yl)acrylonitrile compounds useful for controlling parasites in animals and methods of treatment of parasite infestation in animals using the compounds are disclosed.
1H-NMR, Ultraviolet and Infrared Spectra of Some (Z)-α-(Phenyl)-β-(2-furyl), -(2-pyrrolyl) and -(N-methyl-2-pyrrolyl)acrylonitriles
Alberghina, Gaetano,Amato, Maria Emanuela,Bottino, Francesco Agatino,Corsaro, Antonino,Fisichella, Salvatore
, p. 1747 - 1752 (2007/10/02)
The 1H-nmr data of some (Z)-α-(p-substitued-phenyl)-β-(2-furyl), -(2-pyrrolyl), and -(N-methyl-2-pyrrolyl)acrylonitriles have been investigated to indicate the preferred conformation and to establish the conformational preferences of the β-heterocyclic ri
