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Chemical Compound Review

SODIUM METHOXIDE     sodium methanolate

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Disease relevance of SODIUM METHOXIDE

  • In formalin-fixed and paraffin-embedded material of 2 cases of undifferentiated rhabdomyosarcomas composed of small round tumour cells with scanty cytoplasm pretreatment with sodium methoxide induced the immunostaining of SR-Ca-ATPase [1].

High impact information on SODIUM METHOXIDE

  • 3-Aminopyrrole-2,5-dicarboxylates were isolated in 81-99% purity and 51-99% yields after cleavage from the resin using TFA or sodium methoxide [2].
  • Hydrolysis of this ester with sodium methylate in methanol gives retinyl beta-D-glucuronide in about 15% yield [3].
  • [2-11C]Dimethyl carbonate (DMC) was prepared from [C-11]phosgene and excess of sodium methoxide in methanol containing dimethyl carbonate as added carrier [4].
  • Kinetics and stereochemical studies have been carried out on the reactions of the Z and E isomers of O-methylbenzohydroximoyl halides [1Z and 1E, ArC(X)=NOCH(3)] with sodium methoxide in 9:1 DMSO-methanol [5].
  • Unprotected 1a was then liberated in two steps: treatment with sodium methanolate removed the acetyl protecting groups, and finally, catalytic hydrogenation afforded the desired target molecule, which could be fully structurally assigned [6].

Biological context of SODIUM METHOXIDE

  • Treatment of 7 with methanolic sodium methoxide, followed by dehalogenation and hydrolysis with aqueous alkali, yielded 4-hydroxy-1-beta-D-ribofuranosylpyridazin-6-one (6-aza-3-deazauridine, 15) [7].
  • Lipids from thirty-one species, including marine and fresh water fishes, shell fishes, marine algae, and other aquatic animals, and from terrestrial organisms, were transesterified with sodium methoxide in methanol [8].
  • The (E)-stilbene isomer (2a) of the (Z)-combretastatin A-4 prodrug (1b) was efficiently prepared from (E)-combretastatin A-4 by a reaction sequence employing phosphorylation (dibenzyl chlorophosphite), cleavage (trimethyliodosilane) of the benzyl ester and reaction of the resulting phosphoric acid with sodium methoxide [9].
  • Methyl beta-D-galactofuranoside was readily obtained by tin(IV) chloride-catalyzed glycosylation of penta-O-benzoyl-alpha,beta-D-galactofuranose, followed by debenzoylation with sodium methoxide [10].
  • Sixteen new and one known unsymmetrical open-chain diacylamines were synthesized by sodium methoxide catalyzed acylation of amides with carboxylic esters and acylamino-carboxylic esters, or acylureas with acylamino-carboxylic esters and alpha-amino acid esters [11].

Anatomical context of SODIUM METHOXIDE


Associations of SODIUM METHOXIDE with other chemical compounds


Gene context of SODIUM METHOXIDE

  • For the assay of the unchanged compounds, plasma samples were acidified with 0.02 M HCI and derivatized first with nitrous acid, and afterwards with sodium methylate [19].

Analytical, diagnostic and therapeutic context of SODIUM METHOXIDE


  1. Sarcoplasmic reticulum (SR) Ca2(+)-ATPase as a marker of muscle cell differentiation: immunohistochemical investigations of rhabdomyosarcomas and enhancement of the immunostaining after sodium methoxide pretreatment. Krenács, T., Stiller, D., Krenács, L., Bahn, H., Molnar, E., Dux, L. Acta Histochem. (1990) [Pubmed]
  2. Solid-phase synthesis of 3-aminopyrrole-2,5-dicarboxylate analogues. Brouillette, Y., Rombouts, F.J., Lubell, W.D. Journal of combinatorial chemistry. (2006) [Pubmed]
  3. Chemical synthesis and growth-promoting activity of all-trans-retinyl beta-D-glucuronide. Barua, A.B., Olson, J.A. Biochem. J. (1987) [Pubmed]
  4. Synthesis of [2-11C]5,5-dimethyl-2,4-oxazolidinedione for studies with positron tomography. Ginos, J.Z., Tilbury, R.S., Haber, M.T., Rottenberg, D.A. J. Nucl. Med. (1982) [Pubmed]
  5. Mechanism of methoxide ion substitution in the z and e isomers of o-methylbenzohydroximoyl halides. Johnson, J.E., Dolliver, D.D., Yu, L., Canseco, D.C., McAllister, M.A., Rowe, J.E. J. Org. Chem. (2004) [Pubmed]
  6. Synthesis of the fully phosphorylated GPI anchor pseudohexasaccharide of Toxoplasma gondii. Pekari, K., Tailler, D., Weingart, R., Schmidt, R.R. J. Org. Chem. (2001) [Pubmed]
  7. Synthesis of pyridazine analogues of the naturally occurring nucleosides cytidine, uridine, deoxycytidine, and deoxyuridine. Katz, D.J., Wise, D.S., Townsend, L.B. J. Med. Chem. (1982) [Pubmed]
  8. Estimation of polyunsaturated fatty acid content in lipids of aquatic organisms using thin-layer chromatography on a plain silica gel plate. Nakamura, T., Fukuda, M., Tanaka, R. Lipids (1996) [Pubmed]
  9. Antineoplastic agents 393. Synthesis of the trans-isomer of combretastatin A-4 prodrug. Pettit, G.R., Rhodes, M.R., Herald, D.L., Chaplin, D.J., Stratford, M.R., Hamel, E., Pettit, R.K., Chapuis, J.C., Oliva, D. Anticancer Drug Des. (1998) [Pubmed]
  10. Synthesis of galactofuranose disaccharides of biological significance. Marino, C., Varela, O., de Lederkremer, R.M. Carbohydr. Res. (1989) [Pubmed]
  11. Synthesis of diacylamines and the preparation of alpha-amino-acylureas, a new type of alpha-amino acid derivatives. Weisz, I., Roboz, J., Wolf, I., Szabo, J., Bekesi, J.G. Bioorg. Med. Chem. Lett. (1998) [Pubmed]
  12. Immunocytochemical localization of cathepsins B, H, and their endogenous inhibitor, cystatin beta, in islet endocrine cells of rat pancreas. Watanabe, M., Watanabe, T., Ishii, Y., Matsuba, H., Kimura, S., Fujita, T., Kominami, E., Katunuma, N., Uchiyama, Y. J. Histochem. Cytochem. (1988) [Pubmed]
  13. Influence of the derivatization procedure on the results of the gaschromatographic fatty acid analysis of human milk and infant formulae. Kohn, G., van der Ploeg, P., Möbius, M., Sawatzki, G. Zeitschrift für Ernährungswissenschaft. (1996) [Pubmed]
  14. Monitoring the melt-extrusion transesterification of ethylene-vinylacetate copolymer by self-modeling curve resolution analysis of on-line near-infrared spectra. Sasić, S., Kita, Y., Furukawa, T., Watari, M., Siesler, H.W., Ozaki, Y. The Analyst. (2000) [Pubmed]
  15. Antineoplastic agents 429. Syntheses of the combretastatin A-1 and combretastatin B-1 prodrugs. Pettit, G.R., Lippert, J.W. Anticancer Drug Des. (2000) [Pubmed]
  16. Chemical synthesis and receptor binding of catfish somatostatin: a disulfide-bridged beta-D-Galp-(1-->3)-alpha-D-GalpNAc O-glycopeptide. Chen, L., Jensen, K.J., Tejbrant, J., Taylor, J.E., Morgan, B.A., Barany, G. J. Pept. Res. (2000) [Pubmed]
  17. LC/MS analysis and lipase modification of the sophorolipids produced by Rhodotorula bogoriensis. Nuñez, A., Ashby, R., Foglia, T.A., Solaiman, D.K. Biotechnol. Lett. (2004) [Pubmed]
  18. Gas chromatography-electron capture determination of styrene-7,8-oxide enantiomers. Kezić, S., Jakasa, I., Wenker, M.A., Boogaard, P.J., Monster, A.C., de Wolff, F.A. J. Chromatogr. B Biomed. Sci. Appl. (2000) [Pubmed]
  19. Liquid chromatographic determination of dihydralazine and hydralazine in human plasma and its application to pharmacokinetic studies of dihydralazine. Rouan, M.C., Campestrini, J. Journal of pharmaceutical sciences. (1985) [Pubmed]
  20. Immunocytochemical demonstration of LH-RH, somatostatin, and ACTH-like peptide in osmium-postfixed, resin-embedded median eminence. Beauvillain, J.C., Tramu, G. J. Histochem. Cytochem. (1980) [Pubmed]
  21. Glucosamine-containing sphingoglycolipids from sheep erythrocytes. Momoi, M., Yamakawa, T. J. Biochem. (1978) [Pubmed]
  22. A qualitative colorimetric test for brominated vegetable oil in soft drinks. Krishna Murthy, M.N., Rajalakshmi, S., Satyabodha, J.A., Nagaraja, K.V. Journal - Association of Official Analytical Chemists. (1991) [Pubmed]
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