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Pharmaceutical compounds
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Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A technology of compounds and drugs, applied in the field of medicinal compounds, can solve problems affecting product performance, efficacy and tolerance reduction, etc.
Inactive Publication Date: 2007-03-07
NICOX SA
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Embodiment 1
[0262] Preparation of 4'-acetylaminophenyl 4-nitroxy (nitroxy) butyrate
[0267] a) Preparation of 4'-acetylaminophenyl 4-bromobutyrate
[0268] To a solution of 4-bromobutyric acid (4.6g, 27.6mmol) in chloroform (45ml) and N,N-dimethylformamide (20ml) was added paracetamol (4.17g, 27.6mmol), N , N'-dicyclohexylcarbodiimide (8.42 g, 40.8 mmol) and 4-dimethylaminopyridine (0.15 g, 1.25 mmol). The reaction mixture was maintained under stirring at room temperature for 72 hours, filtered and evaporated under vacuum. The crude reaction was treated with ethyl acetate, washed with brine then water. The organic phase was dried with sodiumsulfate and evaporated under vacuum. The residue was purified by silica gelchromatography, eluting with n-hexane / ethyl acetate 4 / 6 (v / v ratio). 5.33 g of product were obtained as a white solid. M.p. = 108°C-...
Embodiment 2
[0275] Preparation of 4-Hydroxy-3-(4-nitroxybutyryloxymethyl)-α-[(tetrabutylamino)methyl]benzyl alcohol
[0290] a) Preparation of 4-[(2-tert-butoxycarbonylamino-3,5-dibromophenyl)methylamino]trans cyclohexanol
[0291] To a solution of ambroxol (5g, 13.22mmol) in dioxane (35ml) and water (50ml) was added triethylamine (3.31ml, 23.7mmol) and di-tert-butyl dicarbonate (3.46g, 15.86mmol) . The reaction mixture was left under stirring at room temperature for 24 hours, then concentrated under reduced pressure. The residue was treated by portionwise addition of 1% HCl solution until pH 7, then the solution was extracted with ethyl acetate. The organic phase anhydrated with sodiumsulfate was evaporated under vacuum. This gave 4-[(2-tert-butoxycarbonylamino-3,5-dibromophenyl)methylamino]transcyclohexanol which was used in the next step without further purification. ...
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Abstract
Compounds with the general formula (I): A-B-N(O)s or salts thereof, where: s is an integer equal to 1 or 2; A=R-T1-, where R is a drug residue and T1= (CO) t or (X) t′, where When t′=0, t=1; when t′=1, t=0; B=-TB-X2-O-, where TB=(CO) when t=0, when t′=0 TB=X, X is as defined above;
Description
[0001] This application is a divisional application of the following applications: filing date: July 27, 2000; application number: 00814049.9 (PCT / EP00 / 07225); invention name: "pharmaceutical compound". field of invention [0002] The present invention relates to new medicaments for systemic and non-systemic use, and to compositions thereof for moderate intensity oxidative stress and endothelial dysfunction. Background technique [0003] Oxidative stress means the production of free radicals or free radical compounds that cause damage to cells and surrounding tissues (Pathophysiology: the biological basis for disease inadults and children), McCance & Huether 1998, pp. 48-54). [0004] Endothelial dysfunction means those dysfunctions related to the vascular endothelium. As described below (Pathophysiology: The Biological Basis of Disease in Adults and Children, McCance & Huether 1998, p. 1025), damage to the vascular endothelium is k...
Claims
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