NYLACETIC ACID

It is newer COX-2 inhibitor and is a phe-nylacetic acid derivative. It also inhibits synthesis of IL-lb and TNF-a, thus inhibiting PGE production. It is rapidly and completely absorbed after oral administration, highly protein bound and bioavailability is almost 100%. It is metabolized to a major metabolite 4 -hydroxyaceclofenac. 

If the C-terminal component of a t t[CH2-S] pseudodipeptide derives from Gly, such compounds can be prepared by the simpler approach shown in Scheme 6. Borane treatment reduces the amino acid 14 to the amino alcohol 15 which is then further converted into the tosylate 16 with retention of the chirality in the N-terminal component 36 as described previously. Reaction of 16 with the disodium salt 17 of the commercially available sulfe-nylacetic acid yields the pseudodipeptide 18. 

For instance, a 2,4-dichlorophenoxyacetic acid systemic herbicide has been determined by adopting this procedure. 2,4-Dichlorophenol and 2,5-dihydroxyphe-nylacetic acid (also known as homogentisic acid) were used as electroactive competitors and DPV for signal transduction [6]. Likewise, 2-chloro-4-hydroxy-phenoxyacetic acid was applied as the electroactive competitor for detection of the... 

Bis(q anomethyl) Cyanomethylsulfi- Cyanomethylsulfi- Sulfinyldiacetic Sulfoxide nylacetamide nylacetic Acid Acid... 

The quinone 154, formed by oxidation of 6-fluoro-3,4-dihydroxyphe-nylacetic acid, cleanly eliminates fluoride giving the quinolactone 155, which can be interconverted with the quinomethane 156 by choice of conditions (99ABB98). The products 155 and 156 are not stable and give melanin-like polymers. 

Most A. are produced industrially from microbial cultures (see Industrial microbiology) highly productive strains of microorganisms are used for this purpose, and such strains are maintained in culture collections. Chemical synthesis of A. is also used to a small extent. As far as possible, nutrient media for industrial microbial A. production are prepared from readily available, cheap raw materials, e. g. various sugars, starch, soybean millings, corn steep liquor. The yield of penicillin G can be increased by adding phe-nylacetic acid to the medium as a precursor. As is ty-... 

Ravelli D, Protti S, Fagnoni M (2015) Photogenerated a, n-didehydrotoluenes from chlorophe-nylacetic acids at physiological pH. J Org Chem 80 852-858... 

The reaction proceeds via ZnBr2 catalysis with formation of an acetal intermediate 15A, and polarization of the C-Br bond. Transposition of the hemiacetal intermediate 15B and 1,2-migration of phenyl group affords the 2,2-dimethlyphe-nylacetic acid ester 16. 

Obtained by reaction of p-hydroxyphe-nylacetic acid with pyrogallol in the presence of boron trifluoride etherate under argon on a water bath for 1 h (92%) [5208] or at 100° for 15 min (40%) [5268]. 

Obtained by Friedel-Crafts acylation of 4-chloro-resorcinol with 4-ethoxyphe-nylacetic acid in the presence of boron trifluoride (good yield) [6233,6234]. 

The method was also suitable with a variety of substituted aryl- and hetereoacetic acids using iodoethane as the alkylating reagent. The ability to conduct the reaction on a 10-g scale was demonstrated by the reaction of 274 (phe-nylacetic acid) with z-PrI, which gave the desired product in 89% yield and 98% ee. 

The most straightforward method involves the conversion of pinene [l] into pinene hydrochloride [2], bornylchloride [3] and hence into borneol [6] (or iso-borneol) from which camphor [7] is obtained by oxidation. Also bornylchloride [3] is converted to isobro-nylacetate [5] upon heating with sodium acetate and glacial acetic acid. Alternatively, c-amphene [U] is oxidatively hydrated to camphor [7]-... 

Also obtained by heating a solution of ethyl 2-methoxybenzoyl-4-methoxyphe-nylacetate 180-200°) in acetic acid containing hydrochloric acid on a... 

DeCosta, D. P. and Pincock, J. A., Photochemistry of substituted 1-naphthyhnethyl esters of phe-nylacetic and 3-phenylpropionic acid radical pairs, ion pairs and Marcus electron transfer, /. Am. Chem. Soc., 115, 2180-2190,1993. 

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