91713-91-6Relevant articles and documents
Metabolic disposition of 14C-bromfenac in healthy male volunteers
Osman, Mohamed,Chandrasekaran, Appavu,Chan, Kelvin,Scatina, Jo Ann,Ermer, James,Cevallos, William,Sisenwine, Samuel F.
, p. 744 - 752 (1998)
The metabolic disposition of 14C-bromfenac, an orally active, potent, nonsteroidal, nonnarcotic, analgesic agent was investigated in six healthy male subjects after a single oral 50-mg dose. The absorption of radioactivity was rapid, producing a mean maximum plasma concentration (C(max)) of 4.9 ± 1.8 μg · equiv/mL, which was reached 1.0 ± 0.5 hours after administration. Unchanged drug was the major component found in plasma, and no major metabolites were detected in the plasma. Total radioactivity recovered over a 4-day period from four of the six subjects averaged 82.5% and 13.2% of the dose in the urine and faces, respectively. Excretion into urine was rapid; most of the radioactivity was excreted during the first 8 hours. Five radioactive chromatographic peaks, a cyclic amide and four polar metabolites, were detected in 0- to 24-hour urine samples. Similarity of metabolite profiles between humans and cynomolgus monkeys permitted use of this animal model to generate samples after a high dose for structure elucidation. Liquid chromatography/mass spectrometry (LC/MS) analysis of monkey urine samples indicated that the four polar metabolites were two pairs of diastereoisomeric glucuronides whose molecular weight differed by two daltons. Enzyme hydrolysis, cochromatography, and LC/MS experiments resulted in the identification of a hydroxylated cyclic amide as one of the aglycones, which formed a pair of diastereoisomeric glucuronides after conjugation. Data also suggested that a dihydroxycyclic amide formed by the reduction of the ketone group that joins the phenyl rings formed the second pair of diastereoisomeric glucuronides. Further, incubation of various reference standards in control (blank) urine and buffer with and without creatinine indicated that the hydroxy cyclic amide released from enzyme hydrolysis can undergo ex vivo transformations to a condensation product between creatinine and an α-keto acid derivative of the hydroxy cyclic amide that is formed by oxidation and ring opening. Further experiments with a dihydroxylated cyclic amide after reduction of the keto function indicated that it too can form a creatinine conjugate.
Bromfenac sodium intermediate purification system
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Paragraph 0011-0012, (2020/10/14)
The utility model discloses a bromfenac sodium intermediate purification system. The bromfenac sodium intermediate purification system comprises a washing device, a vacuum dryer and a purification device, the washing device comprises a water tank; a water inlet pipe and a water outlet pipe are respectively arranged at the upper part and the lower part of the water tank; the water inlet pipe is connected to a first tee joint; the drainage pipe is connected to the second tee joint; the first tee joint and the second tee joint are connected through a circulating pump; the other end of the first tee joint is connected with a pure water inlet valve; the other end of the second tee joint is connected with an external drainage valve; a filter basket is arranged on the inner side of the water tank; according to the bromfenac sodium intermediate purification system disclosed by the utility model, a 7-(4-bromobenzoyl)-1, 3-dihydro-2H-indole-2-ketone crude product is firstly washed with water, and vacuum drying is carried out after water washing is completed, so that primary purification is completed, and then secondary purification is carried out under a heating condition by virtue of a mixed solution of ethyl acetate and isopropanol, and the purification efficiency is high.
A preparation method of a bromfenac sodium sesquihydrate compound
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Paragraph 0018; 0034; 0037; 0038, (2018/10/11)
A preparation method of a bromfenac sodium sesquihydrate compound is disclosed. The method includes steps of subjecting a compound of a formula 3 and an aqueous solution of sodium hydroxide to a hydrolysis reaction; directly subjecting the reaction solution to suction filtration after the reaction is completed; collecting a filtrate; adding sodium chloride or sodium bicarbonate into the filtrate;washing solid precipitated after the sodium chloride or sodium bicarbonate is added with saturated brine and acetone; performing recrystallization using a mixed solvent that is water/acetone, water/glycol dimethyl ether or water/ethylene glycol; and washing the solid obtained by recrystallization with acetone to obtain the bromfenac sodium sesquihydrate compound that is the compound of the formula4. The method is simple to operate and stable in process, and the obtained bromfenac sodium sesquihydrate compound is yellow solid with extremely high purity.
