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Chemical Compound Review:

CHEMBL1105 2-(6-methoxynaphthalen-2- yl)ethanoic acid

Synonyms: SureCN253759, AG-A-06318, CHEBI:35628, ANW-47289, AK-80115, ...

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Disease relevance of BRL 10720

In the patients with liver insufficiency the mean values of Cmax and AUC0-24 h for 6-methoxy-2-naphthylacetic acid were 26.75 +/- 8.45 mg/l and 623.64 +/- 161.8 mg X h/l respectively [1].
The photobiological properties of 6-methoxy-2-naphthylacetic acid (6-MNAA) were studied using a variety of in vitro phototoxicity assays: photohemolysis, photoperoxidation of linoleic acid, photosensitized degradation of histidine and thymine and the Candida phototoxicity test [2].
The action of 6-methoxy-2-naphthylacetic acid was tested on the following features of polymorphonuclear leukocytes activation: reactive oxygen species production in polymorphonuclear leukocytes stimulated with different agonists, reactive oxygen species production in polymorphonuclear leukocytes treated with pertussis toxin, NADPH-oxidase activity [3].

High impact information on BRL 10720

In humans, relative bioavailability is similar after administration of different dose levels, the mean terminal plasma half-life of BRL 10720 being about 24 hours, allowing for once-daily dosing [4].
Regulation of metalloproteinases and NF-kappaB activation in rabbit synovial fibroblasts via E prostaglandins and Erk: contrasting effects of nabumetone and 6MNA [5].
This article reports the kinetic determination of 6-methoxy-2-naphthylacetic acid (6-MNA), the major metabolite of nabumetone, from micelle-stabilized room temperature phosphorescence (MS-RTP) measurements made by using the stopped-flow mixing technique [6].
The present study set out to determine whether the observed effects of nabumetone on cyclooxygenase, in vivo, parallel those of its active metabolite, 6-methoxy-2-naphthylacetic acid (6MNA), in vitro [7].
We compared the effect of nabumetone and 6-methoxy-2-naphthylacetic acid (6-MNA; the principal active metabolite of nabumetone) with that of naproxen and indomethacin on the synthesis of rat gastric prostaglandins I2 and E2, in vitro and ex vivo [8].

Anatomical context of BRL 10720

Polymorphonuclear leukocytes activation: in vitro modulation by 6-methoxy-2-naphthylacetic acid, the major active metabolite of nabumetone [3].

Gene context of BRL 10720

Moreover, 6-methoxy-2-naphthylacetic acid did not influence the transduction of the signal following the binding of stimuli to membrane receptors, and NADPH-oxidase activity [3].

Analytical, diagnostic and therapeutic context of BRL 10720

Extractionless determination of 6-methoxy-2-naphthylacetic acid, a major metabolite of nabumetone, in human plasma by high-performance liquid chromatography [9].

References

Liver insufficiency as a factor modifying the pharmacokinetic characteristic of the preparation nabumetone. Maleev, A., Vlahov, V., Gruev, I., Dierdorf, D., Kostova, N., Bacracheva, N. International journal of clinical pharmacology, therapy, and toxicology. (1986) [Pubmed]
Photosensitizing properties of 6-methoxy-2-naphthylacetic acid, the major metabolite of the phototoxic non-steroidal anti-inflammatory and analgesic drug nabumetone. Canudas, N., Zamora, D., Villamizar, J.E., Fuentes, J., Castelli, C., Taddei, A. Die Pharmazie. (2005) [Pubmed]
Polymorphonuclear leukocytes activation: in vitro modulation by 6-methoxy-2-naphthylacetic acid, the major active metabolite of nabumetone. Allegrezza-Giulietti, A., Serretti, R., Peroni, M., Cervini, C. Pharmacol. Res. (1993) [Pubmed]
Preclinical overview of nabumetone. Pharmacology, bioavailability, metabolism, and toxicology. Mangan, F.R., Flack, J.D., Jackson, D. Am. J. Med. (1987) [Pubmed]
Regulation of metalloproteinases and NF-kappaB activation in rabbit synovial fibroblasts via E prostaglandins and Erk: contrasting effects of nabumetone and 6MNA. Pillinger, M.H., Dinsell, V., Apsel, B., Tolani, S.N., Marjanovic, N., Chan, E.S., Gomez, P., Clancy, R., Chang, L.F., Abramson, S.B. Br. J. Pharmacol. (2004) [Pubmed]
Simplex optimization of the variables affecting the micelle-stabilized room temperature phosphorescence of 6-methoxy-2-naphthylacetic acid and its kinetic determination in human urine. Pulgarín, J.A., Molina, A.A., Pardo, M.T. Anal. Biochem. (2005) [Pubmed]
The in vitro effects of 6-methoxy-2-naphthylacetic acid, the active metabolite of nabumetone, on rat gastric mucosal eicosanoid synthesis and metabolism. Melarange, R., Spangler, R., Hoult, J.R. Prostaglandins Leukot. Essent. Fatty Acids (1996) [Pubmed]
Effect of the antiinflammatory prodrug, nabumetone and its principal active metabolite on rat gastric mucosal, aortic and platelet eicosanoid synthesis, in vitro and ex vivo. Jeremy, J.Y., Thompson, C.S., Mikhailidis, D.P., Dandona, P. Prostaglandins Leukot. Essent. Fatty Acids (1990) [Pubmed]
Extractionless determination of 6-methoxy-2-naphthylacetic acid, a major metabolite of nabumetone, in human plasma by high-performance liquid chromatography. de Jager, A.D., Hundt, H.K., Hundt, A.F., Swart, K.J., Knight, M., Roberts, J. J. Chromatogr. B Biomed. Sci. Appl. (2000) [Pubmed]

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