91824-00-9Relevant academic research and scientific papers
In vivo antifilarial activity of some cyclic and acylic alcohols
Agarwal, Alka,Awasthi, Satish K.,Murthy
experimental part, p. 430 - 434 (2012/04/18)
The filarial nematodes, Wuchereria bancrofti, Brugia malayi, and Brugia timori are the causative agents of lymphatic filariasis. 2-Substituted propanol, cyclohexanol, and cyclooctanol compounds were evaluated for microfilaricidal and macrofilaricidal activity in vivo against Acanthocheilonema viteae and Litomosoides carinii in rodents. In the cyclohexanol series, 2-(piperidin-1-yl) cyclohexanol (2b) showed 88.9% macrofilaricidal activity against A. viteae in vivo, while cyclooctanol series, 2-(4- benzyl piperdin-1-yl) cyclooctanol (2f) showed 100% macrofilaricidal activity against A. viteae. Further, compounds 1-(furan-2-ylamino) ethanol (4a) and 1-(4-benzylpiperidin- 1-yl)-ethyl acetate (5b) showed 81.3% and 83.4% macrofilaricidal activity, respectively, against the same parasite. Interestingly, compounds 2f and 4a showed significant sterilization of female worms in A. viteae. However, these compounds were found inactive against L. carinii. Therefore, the new class of compounds appeared to have promising antifilarial activity.
Optimisation of the Anti-Trypanosoma brucei Activity of the Opioid Agonist U50488
Smith, Victoria C.,Cleghorn, Laura A. T.,Woodland, Andrew,Spinks, Daniel,Hallyburton, Irene,Collie, Iain T.,YiMok,Norval, Suzanne,Brenk, Ruth,Fairlamb, Alan H.,Frearson, Julie A.,Read, Kevin D.,Gilbert, Ian H.,Wyatt, Paul G.
experimental part, p. 1832 - 1840 (2012/06/18)
Screening of the Sigma-Aldrich Library of Pharmacologically Active Compounds (LOPAC) against cultured Trypanosoma brucei, the causative agent of African sleeping sickness, resulted in the identification of a number of compounds with selective antiproliferative activity over mammalian cells. These included (+)-(1R,2R)-U50488, a weak opioid agonist with an EC50 value of 59nM as determined in our T.brucei invitro assay reported previously. This paper describes the modification of key structural elements of U50488 to investigate structure-activity relationships (SAR) and to optimise the antiproliferative activity and pharmacokinetic properties of this compound.
Amino alcohols in organocatalysed acylation and deacylation: The effect of dialkylamino substituents on the rate
Wessjohann, Ludger A.,Zhu, Mingzhao
supporting information; experimental part, p. 107 - 112 (2009/04/08)
In alcohols and esters, a neighbouring dialkylamino group can enhance the reactivity towards acylation and deacylation, respectively, that is, such amino alcohols can act as transacylation catalysts like DMAP. This effect is dependent on the number of (carbon) spacer atoms, flexibility of the molecule and the presence and position of further heteroatoms. Based on this effect, the site selective acylation and deacylation of desmycosin, a macrocycle antibiotic possessing an amino sugar moiety, is described.
Dynamic kinetic resolution allows a highly enantioselective synthesis of cis-α-aminocycloalkanols by ruthenium-catalyzed asymmetric hydrogenation
Liu, Sheng,Xie, Jian-Hua,Wang, Li-Xin,Zhou, Qi-Lin
, p. 7506 - 7508 (2008/09/17)
(Chemical Equation Presented) Resolutely dynamic hydrogenation: A highly efficient asymmetric hydrogenation of racemic N,N-disubstituted α-aminocycloalkanones involving dynamic kinetic resolution in the presence of a ruthenium catalyst gives chiral α-aminocycloalkanols with excellent enantioselectivities and cis diastereoselectivities (see scheme). A synthesis of optically pure U-(-)-50488 based on this reaction is reported.
Aminocyclohexylesters and uses thereof
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, (2008/06/13)
Aminocyclohexylester compounds, including thioesters, are disclosed. The compounds of the present invention may be incorporated in compositions and kits. The present invention also discloses a variety of in vitro and in vivo uses for the compounds and com
A CONVENIENT PREPARATION OF β-AMINO ALCOHOLS FROM EPOXIDES AND HALOMAGNESIUM ALKYLAMIDES
Carre, M. C.,Houmounou, J. P.,Caubere, P.
, p. 3107 - 3110 (2007/10/02)
Treatment of epoxides with halomagnesium alkylamides in THF affords the corresponding β-amino alcohols in good yields.
