4371-31-7Relevant academic research and scientific papers
SERIES OF SKIN WHITENING (LIGHTENING) COMPOUNDS
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Page/Page column 9, (2010/02/17)
The present invention is directed to inhibitors of tyrosinase, pharmaceutical compositions comprising such tyrosinase inhibitors, and methods of making and using the same. Specifically, included in the present invention are compositions of matter comprised of at least one 2,4-dihydroxybenzene analog, which inhibit the activity of tyrosinase and which inhibit the overproduction of melanin.
Double helix formation of oligoresorcinols in water: Thermodynamic and kinetic aspects
Goto, Hidetoshi,Furusho, Yoshio,Miwa, Kazuhiro,Yashima, Eiji
supporting information; experimental part, p. 4710 - 4719 (2009/09/26)
We previously reported that the oligoresorcinols formed double-stranded helices in neutral water through interstrand aromatic interactions. In the present study, we synthesized a new series of oligomers from the 2merto the 15mer to explore the thermodynamics, kinetics, and mechanism of the double helix formation of the oligoresorcinols in water. The double helix formation was dependent on the chain length of the oligomers and s ignificantly affected by solvent, pH, salt, and temperature. The free energy change (-?G) for the double helix formation linearly increased withthe chain length from the 4mer to the 11mer (ΔΔG = -0.94 kc al mol-1 unit-1), whereas it did not change for the oligomers longer than the 11 mer. The van't Hoff analysis of the 9mer revealed that the double helix formation was an enthalpically driven process (ΔH = -27 ± 1.5 kcal mol-1 and ΔS = -70 ± 5 cal mol-1 K-1), which was consistentwith the upfield shifts in the 1H NMR spectra and the hypoch romicity of the absorption spectra as a result of the interstrand aromatic interactions in water. Furthermore, the kinetic analysis of the chainexchange reaction between the double helices of the optically active an d optically inactive 11mers revealed a small ΔS?, suggesting that the chain exchange proceeds not via the dissociation-association pathway, but via the direct exchange pathway.
Novel features in the oxidation of dihydroxy benzenes by 2,6-dichloroquinone-4-chloro-imide in acetic acid and sodium acetate buffer medium
Madhavi,Syama Sundar,Radhakrishna Murti
, p. 242 - 245 (2007/10/03)
Kinetics of oxidation of quinol, catechol and resorcinol by 2,6-dichloroquinone-4-chloro-imide (DCQCI) in CH3COOH-NaOAc system is reported. The kinetic features of ortho dihydroxy and para dihydroxy benzenes are similar. The reactions are zero order in oxidant at lower concentrations of oxidant (below 0.0005 M) and fractional order in substrate. At higher concentrations of oxidant, these two compounds exhibit first order in oxidant and fractional order in substrate leading to independence. Resorcinol exhibits different kinetic features: first order in oxidant at all concentrations and fractional order in substrate. The major products are coupling products under these conditions. Reactivity order is resorcinol 〉 catechol 〉 quinol. This result is novel. A mechanism is postulated to explain the observed order and a suitable rate law has been derived.
Catalytic aerobic oxidative coupling of some simple phenols and natural phenanthrols with CuCl(OH).TMEDA
Majumder,Chakraborty,Roychowdhury
, p. 389 - 393 (2007/10/03)
Aerobic oxidative coupling of phenol, catechol, resorcinol and pyrogallol with CuCl(OH).TMEDA as catalyst affords 2',4-dihydroxybiphenyl (1a), 3,3',4,4'-tetrahydroxybiphenyl (2a), 2,2',4,4'-tetrahydroxybiphenyl (3a) and 2,2',4,6'-tetrahydroxybiphenyl (4a) and 2',3,3',4,4',5-hexahydroxybiphenyl (5a), respectively, in moderate yields. Similar catalytic aerobic oxidative coupling of the naturally occurring phenanthrols, nudol (6a) [2,7-dihydroxy-3,4-dimethoxyphenanthrene], 2,7-dihydroxy-3,4,6-trimethoxyphenanthrene (6b) and cirrhopetalin (7) [7-hydroxy-4-methoxy-2,3-methylenedioxyphenanthrene] with the same reagent gives the corresponding 1,1'-biphenanthryls 8a and 8c and the 8,8'-biphenanthryl 9a, respectively, in very good yields. All these reactions exhibit a high degree of regioselectivity.
KINETICS OF OXIDATIVE COUPLING OF PHENOLS. OXIDATION OF RESORCINOLS BY ALKALINE HEXACYANOFERRATE (III)
Bhattacharjee, Mitra,Mahanti, Mahendra K.
, p. 1099 - 1105 (2007/10/02)
The reactions of resorcinol and 5-methylresorcinol (orcinol) with alkaline hexacyanoferrate(III), at constant ionic strength, gave coupled products.The rate of the reaction was dependent on the first power of concentration of each substrate, oxidant and alkali.The reaction pathway could be mechanistically visualized as proceeding via a radical intermediate formed in the rate determining step.This radical intermediate was detected by ESR spectroscopy, and showed an absorption in the visible region, and a typical absorption band at 1560 cm-1 in its infrared spectrum.
Kinetics of oxidative coupling of phenols. Oxidation of resorcinols by alkaline hexacyanoferrate(III)
Bhattacharjee, Mitra,Mahanti, Mahendra K.
, p. 225 - 228 (2007/10/02)
The reactions of resorcinol and 5-methylresorcinol(orcinol) with alkaline hexacyanoferrate(III), at constant ionic strength, gave coupled products.The rate of the reaction was dependent on the first powers of the concentrations of each component - substrate,oxidant and alkali.The reaction pathway was via the formation of a radical intermediate, which was detected by esr spectroscopy, and showed an absorption at 650 nm in the visible region, and a typical absorption band at 1560 cm-1 in the infrared spectrum.
Method for preparing 3,5,3',5'-tetrabromo-2,4,2',4'-tetraoxydiphenyl
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, (2008/06/13)
The method for preparing 3,5,3',5'-tetrabromo-2,4,2',4'-tetraoxydiphenyl consists in that 2,4,2',4'-tetramethoxydiphenyl is processed with an acid agent, such as aluminium chloride, aluminium bromide, or hydrogen bromide in acetic acid, in a medium of an organic solvent at a temperature up to 120°C; the obtained 2,4,2',4'-tetraoxydiphenyl is then processed with bromine in a medium of an organic solvent and the end product is finally isolated.
