76075-79-1Relevant academic research and scientific papers
Quantitative structure activity relationship studies in pyrethroid esters derived from substituted 3-methyl-2-phenoxybutanoic acids against Culex quinquefasciatus
Mathew, Nisha,Subramanian,Kalyanasundaram
, p. 40 - 44 (2007/10/03)
QSAR studies in relation to three physicochemical substituent parameters, lipophilicity, electronic and steric factors have been carried out with pyrethroid esters derived from substituted 3-methyl-2-phenoxybutanoic acids against Culex quinquefasciatus applying multiple regression analysis by grouping the esters into three based on their alcohol moiety. In the case of 3-phenoxybenzyl and α-cyano-3-phenoxybenzyl esters the larvicidal activity is mainly influenced by the lipophilic and electronic nature of the substituent at 4-position of the phenyl ring of the acid moiety. For adulticidal activity the lipophilicity of the substituent at 4-position followed by that of the substituents at 2-and 3-positions along with the steric effect are the important factors for 3-phenoxybenzyl and α-cyano-3-phenoxybenzyl esters. The larvicidal and adulticidal activities of 3,4-methylenedioxybenzyl esters are influenced by electronic factor followed by steric effect of the substituent.
Presynaptic cholinergic modulators as potent cognition enhancers and analgesic drugs. 2. 2-Phenoxy-, 2-(phenylthio)-, and 2-(phenylamino)alkanoic acid esters
Gualtieri,Bottalico,Calandrella,Dei,Giovannoni,Mealli,Romanelli,Scapecchi,Teodori,Galeotti,Ghelardini,Giotti,Bartolini
, p. 1712 - 1719 (2007/10/02)
Further modifications of the leads ((R)-(+)-hyoscyamine and (p- chlorophenyl)propionic acid α-tropanyl ester), which show analgesic and nootropic activities as a consequence of increased central presynaptic ACh release, are reported. 2-Phenoxy- and 2-(phenylthio)alkanoic acid esters showed the best results. Several members of these classes possess analgesic properties which are comparable to that of morphine and at the same time are able to reverse dicyclomine-induced amnesia. Confirmation was found that the mechanism of action is due to an increase in ACh release at central muscarinic synapses and that both auto- and heteroreceptors controlling ACh release are very likely involved. According to the results obtained with (R)- (+)-hyoscyamine, analgesic activity is stereochemistry dependent, since the R-(+)-enantiomers are always more efficacious than the corresponding S-(-)- ones. On the basis of their potency and acute toxicity, compounds (±)-28 (SM21) and (±)-42 (SM32) were selected for further study.
2,3-Isopropylidene ribonic acid, 1,4-lactones
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, (2008/06/13)
Racemic carboxylic acids are resolved into their enantiomers using optically active enantiomers of four lactones as resolving agents. The four lactones are 2,3-isopropylidene-ribonic acid-1,4-lactone, 1,2-isopropylideneglucofuranurono-3,6-lactone, 2-hydroxy-3,3-dimethyl-1,4-butyrolactone and 3,4-isopropylidene-arabino-1,5-lactone. Novel diastereoisomeric esters of the acids with the lactones are disclosed.
