Isatin


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Related to Isatin: Oxindole

isatin

[′ī·sə·tən]
(organic chemistry)
C6H5NO2 An indole substituted with oxygen at carbon position 2 and 3; crystallizes as red needles that are soluble in hot water; used in dye manufacture.

Isatin

 

a heterocyclic compound; yellowish red crystals. Melting point 203.5°C. Characterized by tautomerism, isatin exists both in the lactam (I) and lactim (II) forms:

Isatin is soluble in acetone, benzene, methanol, and hot water. It exhibits mild acidic and basic properties, correspondingly forming salts with acids and bases. It is readily acylated, alkylated, nitrated, halogenated, sulfonated, and so forth.

Isatin can be obtained from aniline, by oxidation of indigo, and by other methods.

Isatin and some of its derivatives are valuable intermediates in the manufacture of indigoid vat dyes; it is also used for the detection and photometric determination of thiophene in benzene (so-called indophenine reaction), pyrrole, and mercaptans in air and for the detection of Cu and Ag. Isatin-β3-oxime, a product of the interaction of isatin with hydroxylamine, is used for the detection and determination of U and for the detection of Ag, Co, and many other elements.

References in periodicals archive ?
Initially, as a continuation of our work on the applications of mesoporous siliceous material catalysts for organic reaction, to optimize the reaction condition of the Friedel-Crafts reaction of indoles with isatins, we utilized isatin (0.10 mmol) and indole (0.20 mmol) as model substrates (Scheme 1), and the results are shown in Table 1.
A series of 1H-indole-2,3-dione 3-thiosemicarbazones obtained from the condensation of substituted isatin with thiosemicarbazides has been reported as active against ovarian carcinoma, cervix carcinoma and uterine sarcomacell lines (Pape et al.
(m,6H,ArH),8,96(s,1H,CH=N) e 3.23(bs,2H,C[H.sub.2]),6.39 39.2,112.8,115,6,116.2,120.6,121.7, (s,1H,HC),7.61-7.77 126.8,128.1,128.8,131.3,132.2,150.3, (m,4H,ArH),7.23-8.19 155.8,168.2,161.1,167.3,168.2 (m,6H,ArH),8.99(s,1H,CH=N), 13.15(s,1H,OH) f 2.88(bs,2H,C[H.sub.2]), 41.1,113.4,117.1,118.9,122.3,126.8, 6.25(s,1H,HC),6.85 128.1,128.8,131.3,132.3,150.3,155.5, (s,1H,=CH)6.93 68.2,160.7,167.6,168.2.,170.6 (s1H,CH-triazole),7.24 (s,IH,-CH=)7.52-7.83 (m,4H,ArH),7.14-8.21 (m,6H,ArH),8.71(s,1H,CH=N) g 3.25(bs,2H,C[H.sub.2]),6.22 39.9,112.2.112.6,114.1,115.2,116.7, (s,1H, HC),6.92-7.74 122.4,123.6,124.2,126.3,128.4,128.8, (m,4H,ArH of isatin ring) 130.2,131.4,135.5,150.5,151.7,155.5, 7.29-8.17(m,6H,ArH),10.75 156.4,160.7,168.3,187.4 (s1H,NH)
The 1H Isatin and 5-bromo Isatin were purchased from Sigma-Aldrich, USA, while Diclofenac was obtained as gift sample from Unamid pharmaceuticals, Sudan.
Kulangiappar, "Antioxidant and anticancer activities of isatin (1H-indole-2, 3-Dione), isolated from the flowers of Couroupita guianensis" Indian Journal of Medical Research, vol.
EM012 (reduced C57BL/6J mice brominated derivative DSS of noscapine) (Isoquinoline) Derivative of noscapine, encountered in Papaver somniferum Fumigaclavine C BALB/c mice (Indole) TNBS Aspergillus fumigatus Hypaconitine Sprague-Dawley rats (Diterpenoid) TNBS Aconitum carmichaeli Isatin Wistar rats (Indole) TNBS Isatis sp., Calanthe discolor, Couroupita guianensis Matrine BALB/c mice (Quinolizidine) TNBS Sophora sp.
One of the indole metabolic pathways was known as the isatin pathway, in which indole was degraded via the formation of indoxyl, 2,3-dihydroxyindole, isatin, N-formylanthranilic acid, anthranilic acid, salicylic acid, and catechol [15].
Effects of isatin, an endogenous MAO inhibitor, on dopamine (DA) and acetylcholine (ACh) concentrations in rats.
In a previous work we have reported the synthesis of a series of bis Schiff bases of isatin [6], for this study the 3-(2-(2-hydroxy-3-methoxybenzylidene)hydra- zono)indolin-2-one" bis Schiff base has been selected in an attempt to synthesize metal complexes and study the impact of coordination on the overall biological activity of the ligand molecule.
West, "Spectral and structural studies of metal complexes of isatin 3-hexamethyleneiminylthiosemicarbazone prepared electrochemically" Polyhedron, vol.
[5] suggested degradation of indole via formation of indoxyl, 2,3-dihydroxyindole, isatin, N-formylanthranilate, anthranilate, salicylate, and catechol in a gram-negative bacterium isolated from tap water.
Reactions of o-Aminothiophenol Derivatives with Isatin and 3-Methyl-1-phenyl-2-pyrazolin-5-one under MW Irradiation in the Presence of Montmorillonite KSF.