56521-72-3Relevant academic research and scientific papers
Novel ibuprofen prodrugs with improved pharmacokinetics and non-ulcerogenic potential
Dhakane, Valmik D.,Chavan, Hemant V.,Thakare, Vishnu N.,Adsul, Laxman K.,Shringare, Sadanand N.,Bandgar, Babasaheb P.
, p. 503 - 517 (2014/03/21)
In the present study, we evaluated the anti-inflammatory activity with pharmacokinetic, ulcerogenic properties of various synthesized prodrugs of ibuprofen in experimental animals. Prodrugs 2, 6, 9, 10, 12, and 14 were found to possess significant anti-inflammatory activity with almost non-ulcerogenic potential than standard drug ibuprofen 1a in both normal and inflammation-induced rats. Metabolic stability of prodrugs 2, 6, 9, 10, 12, and 14 were also studied in rat liver microsomes and oral bioavailability was determined by estimating area under curve (AUC) and plasma concentration of these prodrugs at various time intervals. The experimental findings elicited higher AUC and plasma concentration at 1 and 2 h indicating improved oral bioavailability as compared to parent ibuprofen. These prodrugs are found to have least gastric ulceration with retain anti-inflammatory activity observed in experimental animals. Therefore, present experimental findings demonstrated significant improvement of various pharmacokinetic properties with least ulcerogenic potential of ester prodrugs of ibuprofen an anti-inflammatory agent
Biodegradable, non-bactericidal oxygen-functionalised imidazolium esters: A step towards 'greener' ionic liquids
Morrissey, Saibh,Pegot, Bruce,Coleman, Deborah,Garcia, M. Teresa,Ferguson, Damien,Quilty, Brid,Gathergood, Nicholas
supporting information; experimental part, p. 475 - 483 (2010/04/22)
A series of imidazolium ionic liquids was prepared and screened against 7 bacterial strains. The incorporation of ether groups into the ester side-chain significantly reduced the toxicity compared with alkyl ester derivatives. Biodegradation data are also presented for 15 of the ionic liquids - including 6 examples which can be classed as readily biodegradable.
Selective hydrogenation of trans-cinnamaldehyde and hydrogenolysis-free hydrogenation of benzyl cinnamate in imidazolium ILs
Morrissey, Saibh,Beadham, Ian,Gathergood, Nicholas
experimental part, p. 466 - 474 (2010/04/22)
trans-Cinnamaldehyde is selectively hydrogenated to hydrocinnamaldehyde using a commercially available palladium catalyst in novel imidazolium ILs. The selective hydrogenation extends to benzyl cinnamate, in which the ester is protected from hydrogenolysis under similar conditions.
BIODEGRADABLE SOLVENTS FOR THE CHEMICAL INDUSTRY
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Page/Page column 17, (2009/04/25)
This invention relates to ionic liquid (ILs) solvents for chemical synthesis based on an alkyl - imidazolium cation core containing ionic liquids which have enhanced biodegradability and reduced toxicity relative to existing imidazolium bases ILs such as 1-butyl-3-methylimidazolium (bmmim) salts. Many of the described ILs produce a score of over 60% biodegradability over 28 days in a biodegradability test such as the Sturm Test, the Closed Bottle Test (OECD 301D) or the CO2 Headspace Test (ISO 14593). The ILs of the invention comprise an alkyl substituted imidazolium cationic core having a -C=OX- side chain in the 3-position of the imidazole ring, wherein X = O, NH, N or S and an associated counteranion characterized in that the -C=OX side chain comprises at least one ether linkage. The biodegradable and non-toxic IL may be used as green solvents for the chemical, pharmaceutical, biofuel and biomass industries. The ILs of the invention are particularly useful in hydrogenation, pericyclic and metathesis reactions.
Bromoacetyl bromide: A versatile and selective cleaving agent for ethers and acetals
Schneider, David F.,Viljoen, Murray S.
, p. 721 - 728 (2007/10/03)
It is shown that bromoacetyl bromide can be utilized for the selective cleavage of ethers and acetals in high yields. With cyclic ethers and acetals as starting materials, cleavage products are produced with two strategically positioned bromo substituents which may be exploited for selective extention of the carbon chain.
