Indol-3-yl acetic acid

Chloro-benzoyl)-5-methoxy-2-methyl-1 H-indol-3-yl]-acetic acid carboxymethyl ester, C21H18CIN06, Mr 415,82, mp 150-153 °C (fine pale yellow crystals)... 

Abscisic acid, indole-3-yl acetic acid (regulator) Plants HPLC " [170]... 

In a study NSAIDs indomethacin (2-[l-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetic acid), acemetacin (l-[p-chlorobenzoyl]-5-methoxy-2-methylindole-3-acetic acid carboxymethyl ester), and etodolac (( )-l,8-diethyl-l,3,4,9-tetrahydropyrano-(3,4-b)indole-l-acetic acid) were tested on different ROS generating systems (Fig. 1). There are some satisfactory results that confirm that the anti-inflammatory activity of these compounds may be also partly due to their ability to scavenge ROS and RNS. The observed effective scavenging activity may contribute to the anti-inflammatory therapeutical effects [92,100]. 

Chloroacetic acid benazolin, cloquintocet, cloxyfonac, 4 CPA, cymoxanil, 2,4 D, diethatyl, fenchlorazole, flumioxazin, fluoroglycofen, fluroxypyr, glyphosate, indol 3 yl acetic acid, MCPA, naphthoxy acetic acid, naphthylacetamide, naphthyloxy acetic acid, 2 naphthyloxy acetic acid, 2.4.5 T, triazamate, see chloro acetylchloride... 

SYNS HETEROAUXIN IA. p-INDOLEACETIC ACID p-INDOLE-3-ACETIC ACID 3-INDOLE-ACETIC ACID INDOLYLACETIC ACID a-INDOL-3-YL-ACETIC ACID P-INDOLYLACETIC ACID ... 

INDOLENE see ICSIOO INDOLE, 1-PROPIONYL- see ICWlOO INDOLIN see BBW500 INDOLINE, 5-ACETYL- see ACO320 2,3-INDOUNEDIONE see ICROOO INDOLYLACETIC acid see ICNOOO INDOLYL-3-ACETIC acid see ICNOOO 3-INDOLYLACETIC acid see ICNOOO P-INDOLYLACETIC acid see ICNOOO a-INDOL-3-YL-ACETIC ACID see ICNOOO INDOLYLACETONITRILE see ICWOOO... 

Copolymers of 2-vinyl fluorenone with MMA [poly(2VF-co-MMA)s], containing 2VF units in a wide range of compositions, have been used as photoinitiating systems in combination with Et3N, or indole-3-yl acetic acid (lAA), in the polymerization of MMA in benzene solution [30,38] and compared with fluorenone (FLO) and 2-methyl fluorenone (2MF). 

Keith and Baker (1966) found that naptalam strongly inhibits the transport and function of the basipetal polar auxin, 4-(indol-3-yl)acetic acid (lAA). 

The benzoylated hydrazone resin (150 mg, 0.11 mmol) was suspended in 6 mL dichloroethane/trifluoroacetic acid (1/1). Then 10 eq. laevulinic acid was added, and the mixture was heated for 15 min to 2 h at 70°C. After cooling, the mixture was quenched with methanol, and the resin was filtered and washed with 5 mL dichloromethane, methanol, ethyl acetate, and methanol. The filtrate was evaporated to dryness, and the crude product was purified by preparative HPLC. Finally, [l-(4-bromobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid was obtained as white solid, in a yield of 57% with a purity of > 99% (HPLC), m.p. 15rC. 

Plant growth regulators indol 3-yl acetic acid (I), 2-(l-naphthyl) acetic acid (II), indol 3-yl propionic acid (HI), 2-<2-naphthyl) acetic acid (IV), indol 3-yl butyric acid (V), 2-(l-naphthyl) acetamick (VI) and indol 3-yl acetic acid ethyl ester (VII)... 

Both indole-3-carboxylic and indol-2-yl-acetic acids are easily decarboxylated in boiling water. In each case carbon dioxide is lost from a small concentration of P-protonated 3//-indolium cation, the loss being analogous to the decarboxylation of a P-keto-acid. Indole-l-carboxylic acid also decarboxylates very easily, but is sufficiently stable to allow isolation and use in acylation reactions. Indole-2-carboxylic acids can only be decarboxylated by heating in mineral acid or in the presence of copper salts. °... 

Savidge R A, Wareing P F 1984 Seasonal ambial activity and xylem development in Firms contorta in relation to endogenous indol-3-yl-acetic and (S)-abscisic acid levels. Can J For Res 14 676-682... 

According to another approach, treatment of A-[2-(indol-3-yl)ethyl]-l,2,5,6-tetrahydropyridine (137), obtained from the corresponding pyridinium salt 136 by borohydride reduction, first with potassium rerf-butoxide, and then with acetic acid, led to ( )-l via key intermediate 135 in 78% yield (102). 

Groves and Swan tried unsuccessfully to cyclize Af-2-(indol-3-yl)ethyl aminomethylenemalonate (1413) to tetrah ydro-/3-carboline-1 -acetate (1414) by the action of an acid or base. Instead of cyclization, hydrolysis of 1413 occurred to yield tryptamine (52JCS650). Later, Maclaren obtained 3,4-dihydro-/3-carboline when he treated 1413 with trifluoroacetic acid or boron trifluoride (87AJC1617). 

A mixture of 20.0 g (0.076 mole) of 2-phenacyl-l-tetralone, 11.6 g (0.076 mole) of 5-aminosalicyclic acid, and 70 ml of glacial acetic acid was heated under reflux for 4 hours, cooled, diluted with 10 ml of water and filtered. The filter cake was washed with water and dried to provide 15.5 g of solid, 5-(4,5-dihydro-2-phenyl-3H-benz[e]indol-3-yl)-2-hydroxy-benzoic acid. MP 215°-218°C. Recristallization from benzene-cyclohexane gave 6.5 g (22%) of yellow crystals, MP 245°-247°C. 

Some new six-membered Aplysinopsin analogues, 5-(17f-indol-3-ylmethylene)-2,4,6(17f,3/7,5//)-pyrimidinetriones 678, were prepared in 11-73% yield from indole derivatives 676 and 5-[(dimethylamino)methylene]-2,4,6(l/7,3/7,5//)-pyrimidinetriones 677 by heating in glacial acetic acid (Equation 162) <2001T3159>. 2-Methylindole reacts with pyrimidinetrione 677b (when R = Me) in a different manner from 677a (when = H). Instead of the expected 3-vinylindole 678, 3-[bis(2-methyl-l//-indol-3-yl)methyl]-2-methyl-l//-indole 679 was isolated in 71% yield (Scheme 135). 

It is possible to obtain derivatives of acylphosphonic diesters when less basic nucleophiles are employed " or from preparations carried out in anhydrous media. Thus, the phenylhydrazones and 2,4-dinitrophenylhydrazones of many esters are known and hydrazones and methylhydrazones of diethyl (l-oxoalkyl)phosphonates have been satisfactorily obtained through reactions in acetic acid. Hydrazones of (l-oxoalkyl)phos-phonic diesters have been employed in the synthesis of (17/-indole-2-yl)phosphonic esters, and the derivatives from dialkyl (2-oxoalkyl)phosphonates have been used to make indole-3-yl)- and [2-(l/f-indolemethyl)]-phosphonic esters by cyclization in polyphos-phoric acid. ... 

D-Xylose has been converted to (25)-3-(indol-3-yl)propane-l,2-diol 237 by two different routes, one involving direct Fischer indolization of 238. The dibenzyl-dithioacetal 239 was elaborated to the fused triazoline 240 following reaction with MCPBA. Initial oxidation was followed by elimination of acetic acid allowing intramolecular 1,3-dipolar cycloaddition reaction to construct the triazole ring. The bicyclic iV,S -acetals 242 and 241 were prepared by reaction of the 2,3-0-isopropylidene-D-ribofuranose with 2-aminoethane thiol followed by Mitsunobu reaction. These products are considered analogues of castanosper-mine and australine. ... 

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