Coumarin amino

Antioxidative compounds from oilseeds such as canola/rapeseed, mustard, flax, borage and evening primrose, soybean, cottonseed, peanut and sesame have been investigated. The antioxidative conq)onents present are diverse and may end up in the extracted oil or in their resultant meal after oil extraction. The antioxidative compounds present include tocopherols, sterols, phospholipids, phenolic acids and phenylpropanoids, flavonoids and isoflavonoids, hydrolyzable and condensed tannins, lignans, coumarins, amino acids, peptides and proteins as well as carotenoids (7). 

Chapter V. Quinaldine (V,2) 2-methyl-, 2 5-dimethyl- and 2-acetyl-thiophene (V,8-V,10) 2 5-dimethyl and 2 4-dimethyl-dicarbethoxy-p3nrole (V,12-V,13) 2-amino- and 2 4 dimethyl-thiazole (V,15-V,16) 3 5-dimethyl-pyrazole (V,17) 4-ethylp3rridine (from pyridine) (V,19) n-amyl-pyridines from picolines) (V,28) picolinic, nicotinic and isonicotinic acid (V,21-V,22) (ethyl nicotinate and p-cyanop3n idine (V,23-V,24) uramil (V,25) 4-methyl-(coumarin (V,28) 2-hyi-oxylepidine (V,29). 

As improvements over P-methylumbeUiferone (55—57), 4-methyl-7-amino-coumarin [26093-31-2] (12a) and 7-dimethylamino-4-methylcoumarin [87-014] (12b) (58—61) were proposed. These compounds are used for brightening wool and nylon either in soap powders or detergents, or as salts under acid dyeing conditions. They are obtained by the Pechmaim synthesis from appropriately substituted phenols and P-ketocarboxyflc acid esters or nitriles in the presence of Lewis acid catalysts (see Coumarin). 

Coumarin, 4-alkyl-3-phenyl-3,4-dihydro- H NMR, 3, 583 Coumarin, 3-amino-synthesis, 3, 806 Coumarin, 7-amino-application... 

Coumarin, 7-amino-7-(diethylamino)-, I, 333 Coumarin, 7-amino-4-methyl-fluorescence spectra, 3, 601 Coumarin, 7-amino-3-phenyl-brightening agents, I, 339 Coumarin, 4-aryl-occurrence, 3, 677 synthesis, 3, 810 Coumarin, 3-arylazo-4-hydroxy-structure, 3, 643 Coumarin, 3-bromo-reactions... 

For the synthesis of coumarins, the Pechmann reaction [145] is one of the most popular synthetic routes. As the reaction is conventionally carried out at high temperature, two microwave-assisted versions have been recently described. Besson and co-workers described the cyclocondensation of different m-amino phenols 226 with /1-ketoesters 227 on graphite/montmorillonite KIO support (Scheme 83). The use of graphite was crucial in the development of the reaction conditions. In fact, microwave irradiation of the reagents using different conditions gave poor results in terms of yields and purity. The optimized conditions, using a monomode microwave system, employed... 

Most of the important class of coumarins used as polyester FBAs are made via 7-amino-3-phenylcoumarin (11.46), which can be prepared by the Pechmann procedure from m-aminophenol. Conversion of intermediate 11.46 to FBAs may be achieved in various ways, two of which are shown in Scheme 11.13. 

Synthesis of the coumarin derivative 11.58 containing two isomeric triazolyl rings is indicated in Scheme 11.24- The substituted pyrazolyl derivative of naphthalimide 11.59 is prepared by a reaction sequence somewhat similar in principle to that already shown in Scheme 11.14, using 4-amino-1,3,5-trimethylpyrazole in the penultimate step followed by quaternisation. 

This chapter focuses on recent developments in the design and applications of fluorescent organic markers, such as coumarins, benzoxadiazoles, acridones, acridines, polyaromatics (naphthalene, anthracene, and pyrene), fluorescein, and rho-damine derivatives, which display maximum fluorescence emission in the UV/ visible region and have been applied in the labeling of relevant biomolecules, namely DNA, RNA, proteins, peptides, and amino acids, among others. 

Recently, chloromethylated benzocoumarin 11c, hydroxylmethylated benzocou-marin 12, and chloromethylated coumarin 13 were used in the efficient preparation of several fluorescent ester conjugates of /V-benzyloxycarbonyl-neurotransmitter amino acids, such as p-alanine, tyrosine, 3,4-dihydroxyphenylalanine (DOPA), glutamic acid, and y-aminobutyric acid (GABA) [39, 40],... 

Triazinothiadiazines 24 and 25 <2002IJH287> containing sydnone and coumarin systems have also been prepared from 4-amino-3-mercapto-6-substituted-l,2,4-triazin-5-ones 38 as shown in Scheme 5. 

DCIA is 7-diethylamino-3-[(4 -(iodoacetyl)amino)phenyl]-4-methylcoumarin, a derivative of the basic aminomethylcoumarin structure that contains a sulfhydryl-reactive iodoacetyl group and a diethyl substitution on its amine. This particular coumarin derivative is among the most fluorescent UV-excitable iodoacetamide probes available (Sippel, 1981) (Invitrogen). 

Ernsting, N.R, Asimov, M., and Shaefer, F.R (1982) The electronic origin of the p-p absorption of amino coumarins studied in a supersonically cooled free jet. Cbem. Pbys. Lett. 91, 231. 

Lindberg RL, Juvonen R, Negishi M (1992) Molecular characterization of the murine Coh locus an amino add difference at position 117 confers high and low coumarin 7-hydroxylase activity in P450coh, Pharmacogenetics 2 32-37... 

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