10228-90-7Relevant articles and documents
9-substituted acridines. Demethoxylation of 9-methoxyacridine and dechlorination of 9-chloroacridine in hydroxylic solvents
Kalatzis, Evangelos,Konga, Zoi,Geronikolou, Konstantina
, p. 961 - 965 (1996)
In methanol-water mixtures containing sodium or potassium hydroxide (up to 2.00M) the demethoxylation of 9-methoxyacridine to 9-acridone is of first order in both the free form of 9-methoxyacridine and the hydroxyl ion. The rate of the reaction is increased with an increase in the concentration of water. Sodium perchlorate has a small retarding effect on the reaction. In methanol-water mixtures containing perchloric or hydrochloric acid (up to 3.45M) the demethoxylation is of first order with respect to the protonated form of 9-methoxyacridine. The rate of the reaction decreases with an increase in the concentration of the acid or of sodium perchlorate, but when the concentration of water is increased (≈1.7 to 50M) and that of the acid is not changed, it reaches a maximum value in mixtures containing 8 to 10M-water. The dechlorination of 9-chloroacridine to 9-methoxyacridine in methanol containing sodium hydroxide or methoxide (up to 0.31M) is of first order in both the 9-chloroacridine and the hydroxyl or methoxyl ions.
Spectrophotometric determination of cycloserine with 9-methoxyacridine
Stewart,Yoo
, p. 452 - 454 (1988)
Spectrophotometric assay for cycloserine based on the interaction of the drug with 9-methoxyacridine as a chromogenic agent is described. The highly colored substituted acridine product was identified as 9-(d-4-imino-3-isoxazolidinone)acridine. Color development was affected by time and temperature of heating and by the quantity of 9-methoxyacridine reagent utilized. The absorbance at 438 nm is linearly proportional to concentrations cycloserine with a detection limit of 0.3 μg/mL. The optimum range for the assay of cycloserine was from 5.0 x 10-6 to 3.0 x 10-4 M (correlation coefficient = 0.9999, n = 6). When applied to cycloserine capsules labeled to contain 250 mg, the proposed method gave mean recoveries of 101.84 ± 0.48%. The procedure is sufficiently sensitive, precise, and accurate for the determination of cycloserine in its dosage form.
Palladium-catalyzed intermolecular decarboxylative coupling of 2-phenylbenzoic acids with alkynes via C-H and C-C bond activation
Wang, Congyang,Rakshit, Souvik,Glorius, Frank
supporting information; experimental part, p. 14006 - 14008 (2010/12/24)
A novel protocol for palladium-catalyzed intermolecular formal [4 + 2] annulation of 2-phenylbenzoic acids with alkynes is described. Acridine is shown to be essential for the high reaction efficiency. Phenanthrene derivatives are formed in moderate to good yields without coupling (pseudo)halides or organometallic species.
On the thermally induced rearrangement of 2-alkoxypyridines to N-alkylpyridones
Lister, Troy,Prager, Rolf H.,Tsaconas, Michael,Wilkinson, Kerry L.
, p. 913 - 916 (2007/10/03)
Analogues of 2-methoxypyridine undergo rearrangement to N-methylpyridones under flash vacuum pyrolysis (FVP) conditions. Ethoxy derivatives undergo competitive ethyl migration and elimination of ethylene. Analogues of 4-methoxypyridine do not undergo rearrangement under FVP conditions, but demethylation on silica may occur. The ease of rearrangement follows the basicity of the alkoxyhetarene to some extent. The vapour-phase rearrangements have been contrasted to condensed-phase pyrolyses. and a four-centre transition state for the former is supported by computation. The rearrangement allows structural assignment to the two products from the reaction of 2,4-dichloroquinoline with pyrrolidine.
Biological active acridine derivatives, part 3: Aridinylaminoacids and their esters: Synthesis and cytostatic activity
Lyakhov,Suveyzdis,Bykhovskaya,Isko,Andronati,Litvinova
, p. 560 - 561 (2007/10/03)
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