62872-58-6Relevant academic research and scientific papers
Simplified heterocyclic analogues of fluoxetine inhibit inducible nitric oxide production in lipopolysaccharide-induced BV2 cells
Park, Ju-Young,Kim, Seung-Woo,Lee, Ja-Kyeong,Im, Weon Bin,Jin, Byung Kwan,Yoon, Sung-Hwa
experimental part, p. 538 - 544 (2012/02/15)
A series of fluoxetine, where the N-methylamino group was replaced and then simplified, were synthesized and their inhibitory effect was tested for nitric oxide (NO) production and inducible NO synthase (iNOS) expression in lipopolysaccharide (LPS)-induced BV2 cells. Although the synthesized compounds generally revealed weaker activity or greater cytotoxicity than fluoxetine, compound 10a, in which the N-methylamino group in fluoxetine was replaced by morpholine, and the trifluoromethylphenyl ring was substituted with simple oxo group, suppressed NO production dose-dependently at 10, 20 and 40 μM concentrations with less cytotoxicity than fluoxetine, and inhibited iNOS mRNA and protein expression at the same concentrations in LPS-induced BV2 cells. The results suggested that the trifluoromethylphenyl ring moiety in fluoxetine is not necessary for the suppression of NO production and that 10a has the potential as a potent inhibitor of NO production.
Preparation of fluoxetine by multiple flow processing steps
Ahmed-Omer, Batoul,Sanderson, Adam J.
experimental part, p. 3854 - 3862 (2011/06/23)
Microflow technology is established as a modern and fashionable tool in synthetic organic chemistry, bringing great improvement and potential, on account of a series of advantages over flask methods. The study presented here focuses on the application of flow chemistry process in performing an efficient multiple step syntheses of (±)-fluoxetine as an alternative to conventional synthetic methods, and one of the few examples of total synthesis accomplished by flow technique.
Microwave-assisted synthesis and evaluation of substituted aryl propyl acridone-4-carboxamides as potential chemosensitizing agents for cancer
Velingkar, Vinaykumar S.,Dandekar, Vikrant D.
, p. 268 - 275 (2013/01/10)
A novel class of compounds with structure Aryl propyl acridone-4- carboxamides were synthesized by conventional and microwave (MW) irradiation methods and evaluated for their inhibitory effects on the transport activity of P- glycoprotein (P-gp) by standard Hoechst 33342 assay method. The title compounds with phenoxy substitution exhibited better activity.
Design, synthesis and evaluation of substituted N-(3-arylpropyl)-9,10- dihydro-9-oxoacridine-4-carboxamides as potent MDR reversal agents in cancer
Velingkar,Dandekar
experimental part, p. 504 - 510 (2012/01/06)
A novel class of molecules with structure N-(3-arylpropyl)-9,10-dihydro-9- oxoacridine-4-carboxamides (20-29) were designed by generating a pharmacophore for potent MDR reversal activity using phase drug design software. The designed molecules were synthesized by a novel synthesis route and evaluated for their inhibitory effects on the transport activity of P-glycoprotein (P-gp) by standard Hoechst 33342 assay method. Based on the pIC50 values of ten title compounds screened, three compounds exhibited better activity as compared to Verapamil used as standard.
Aryloxyphenylpropylamines their preparation and use
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, (2008/06/13)
Novel aryloxyphenylpropylamines having the formula STR1 wherein X is H, cyano, halogen, halogenoalkyl, C1-6 -alkoxy, C1-6 -alkyl, C1-5 -alkanoyl, C3-5 -alkylene, aryloxy or aralkoxy, and R is 3,4-methylenedioxy, aryl or heteroaryl which are optionally substituted with one or more cyano, halogeno, C1-6 -alkyl, C1-6 -alkoxy, C1-6 -alkenyl, trifluoromethyl, C3-5 -alkylene, aryloxy or aralkoxy; and R1 and R2 independently is C1-10 -alkyl, C3-7 -cycloalkyl, C2-10 -alkenyl, C3-6 -cycloalkyl-C1-5 -alkyl, optionally substituted with C1-5 -alkoxy or cyano; R1 and R2 may together form a carbocyclic ring and a salt thereof with a pharmaceutically acceptable acid, provided however that R1 is not C3-7 -cycloalkyl, C1-10 -alkyl, or alkenyl which may be straight, branched or cyclic, unsubstituted or substituted with C1-4 -alkoxy, aryloxy or cycloalkyl or cycloalkylalkyl, when X is H and R2 is a methyl group. The novel compounds are useful in the treatment of anoxia, migraine, ischemia, epilepsy, traumatic injury and neurodegenerative diseases.
DIRECT IODINATION OF ARYLCYCLOPROPANES
Saginova. L. G.,Bondarenko, O. B.,Shabarov, Yu. S.,Gazzaev, R. A.
, p. 1935 - 1939 (2007/10/02)
In reaction with phenylcyclopropane in carbon tetrachloride, nitromethane, or chloroform at temperatures between -10 and 20 deg C the complexes of iodine with (bistrifluoroacetoxyiodo)benzene and (diacetoxyiodo)benzene only give the products from the opening of the small ring.By means of the iodine-(diacetoxyiodo)benzene system in the reaction with arylcyclopropanes in a mixture of chloroform and trifluoroacetic acid at -30 deg C it is possible to obtain the products from iodination in the aromatic ring.
