75117-26-9Relevant academic research and scientific papers
6π/10π-Electrocyclization of ketene-iminium salts for the synthesis of substituted naphthylamines
Villedieu-Percheron, Emmanuelle,Catak, Saron,Zurwerra, Didier,Staiger, Roman,Lachia, Mathilde,De Mesmaeker, Alain
, p. 2446 - 2449 (2014/05/06)
An intramolecular 6π/10π-electrocyclization from ketene-iminium salts was developed for the preparation of naphthylamines. Various substituents on the nitrogen, on the aromatic ring, and on the olefin were studied. Tricyclic skeletons were obtained in few steps and good overall yields. The electrocyclization of ketene-iminium salts has been computationally explored by means of DFT calculations and their activation barriers were compared to the parent triene as well as the corresponding dienyl allenes and dienyl ketenes. Electrocyclizations for ketene-iminium salts were shown to be highly exergonic and have much smaller barriers to activation.
Synthesis of strigolactones analogues by intramolecular [2+2] cycloaddition of ketene-iminium salts to olefins and their activity on Orobanche cumana seeds
Lachia, Mathilde,Wolf, Hanno Christian,De Mesmaeker, Alain
, p. 2123 - 2128 (2014/05/06)
Strigolactones have been the latest identified phytohormones. Among the strigolactones analogues described recently, GR-24 remains the most studied derivative which is used as standard in this field. In order to improve several properties of GR-24 for pot
A novel approach toward the synthesis of strigolactones through intramolecular [2+2] cycloaddition of ketenes and ketene-iminiums to olefins. Application to the asymmetric synthesis of GR-24
Lachia, Mathilde,Jung, Pierre M.J.,De Mesmaeker, Alain
, p. 4514 - 4517 (2012/10/07)
An intramolecular [2+2] cycloaddition of ketenes and ketene-iminium was developed for the preparation of GR-24, a synthetic analogue of the family of strigolactone plant hormones. Excellent levels of regioselectivity and of chiral induction were obtained
Synthesis of 2-phenylnaphthalenes through gold-catalyzed dimerization via a highly selective carbon nucleophile pathway
Wang, Sinan,Zhang, Lei,Ding, Xiao,Zhou, Yu,Wang, Jinfang,Jiang, Hualiang,Liu, Hong
, p. 4514 - 4521 (2011/06/27)
A protocol for the facile synthesis of 2-phenylnaphthalene has been developed. The benzyl carbon acts as a nucleophilic center in the presence of the amide nitrogen and acetate oxygen, affording the selective formation of a naphthalene scaffold through th
SUBSTITUTED AMINO PHENYLACETIC ACIDS, DERIVATIVES THEREOF, THEIR PREPARATION AND THEIR USE AS CYCLOOXYGENASE 2 (COX-2) INHIBITORS
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Page 48, (2008/06/13)
Compounds of formula (I) wherein R is hydrogen, lower alkyl, (C3-C8)cycloalkyl, hydroxy, halo, lower alkoxy, trifluoromethoxy, trifluoromethyl or cyano; and A is biaryl, optionally substituted β-naphthyl, bicyclic heterocyclic aryl, (C3-C6)cycloalkylmonocyclic carbocyclic aryl, or (C5 or C6)cycloalkane fused-monocyclic carbocyclic aryl; pharmaceutically acceptable salts thereof, and pharmaceutically acceptable esters thereof; which are useful for the treatment of COX-2 dependent disorders.
Syntheses and characterization of the acyl glucuronide and hydroxy metabolites of diclofenac
Kenny, Jane R.,Maggs, James L.,Meng, Xiaoli,Sinnott, Deborah,Clarke, Stephen E.,Park, B. Kevin,Stachulski, Andrew V.
, p. 2816 - 2825 (2007/10/03)
In humans, metabolism of the commonly used nonsteroidal antiinflammatory drug diclofenac 1 yields principally the 4′-hydroxy 2, 5-hydroxy 3, and acyl glucuronide 4 metabolites. All three metabolites have been implicated in rare idiosyncratic adverse react
Synthesis, structure, and activity of diclofenac analogues as transthyretin amyloid fibril formation inhibitors
Oza, Vibha B.,Smith, Craig,Raman, Prakash,Koepf, Edward K.,Lashuel, Hilal A.,Petrassi, H. Mike,Chiang, Kyle P.,Powers, Evan T.,Sachettinni, James,Kelly, Jeffery W.
, p. 321 - 332 (2007/10/03)
Twelve analogues of diclofenac (1), a nonsteroidal antiinflammatory drug and known inhibitor of transthyretin (TTR) amyloid formation, were prepared and evaluated as TTR amyloid formation inhibitors. High activity was exhibited by five of the compounds. S
Process for preparation of o-(2,6-dichloroanilino)phenylacetic acid and novel intermediate for use in preparation of the same
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, (2008/06/13)
Disclosed is a process for the preparation of o-(2,6-dichloroanilino)phenylacetic acid (Diclofenac) or its pharmacologically acceptable acid addition salt, which comprises hydrolyzing an N,N-disubstituted-o-(2,6-dichloroanilino)phenylacetamide derivative with an alkali. Also a novel intermediate for use in the preparation of Diclofenac, that is, an N,N-disubstituted-o-halogenophenylacetamide in which the halogen is iodine or bromine, is disclosed.
