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0091] Effect on cysteamine induced duodenal ulcer model
0092] Administration of cysteamine caused some mortality in rats within 24 hour. The rats when died had perforated ulcers. Polymeric benzimidazoles of Examples 1-7 (1.5
Problems solved by technology
wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 is as defied above, are known to be unstable at neutral or acidic pH of the gastric fluid and undergo decomposition in gastrointestinal fluid on oral administration resulting in loss of activity.
The method of preparing enteric coated tablets involves provision o
Method used
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example 2
[0061] The copolymer (5.0 g) prepared using glycidyl methacrylate and acrylamide was mixed with omeprazole (1.25 g) dissolved in aqueous medium at pH 9.8. The reaction mixture was stirred at 30.degree. C. for 18 hours. The product was filtered washed with water (100 ml.times.5) and dried under vacuum at 45.degree. C. for 12 hours to obtain 5.92 g of the polymer-substituted omeprazole.
example 3
[0062] The copolymer (5.0 g) prepared using glycidyl methacrylate and glycol dimethacrylate was mixed with omeprazole (1.25 g) dissolved in aqueous madium at pH 10.4. The reaction mixture was stirred at 30.degree. C. for 18 hours. The product was filtered washed with water (100 ml.times.5) and dried under vacuum at 45.degree. C. for 12 hours to obtain 6.05 g of the polymer-substituted omeprazole.
example 4
[0063] The procedure of Example 2 was followed using omeprazole (2.5 g) and pH 10.2 instead of omeprazole (1.25 g) and pH 9.8 to obtain 6.45 g of the polymer-substituted omeprazole.
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Abstract
Orally administrable acid stable anti-ulcer benzimidazole derivatives which are polymer based. The process of preparation comprises condensing a benzimidazole with a biocompatible partially orally biodegradable synthetic cross linked polymer in aqueous medium at 5°-80° C. and pH 4-11 under inert atmosphere. The weight percentage of benzimidazole with respect to the polymeric benzimidazole is 1-50. The reaction mixture is cooled and the product is isolated and dried at 25°-45° C. There is also provided a formulation of the polymeric benzimidazoles in combination with pharmaceutically acceptable excipients.
Description
[0001] "This is a continuation of International Application No. PCT / IN 00 / 00016, filed Feb. 24, 2000, the contents of which are expressly incorporated by reference herein in its entirety. The International Application is not published and will be published under PCT Article 21(2) in English."[0002] The benzimidazole derivatives are polymeric benzimidazoles of the formula 1: 1[0003] wherein R.sub.6H or CH.sub.3, X=--OCOCH.sub.2COO--, 2[0004] or --CONHCH.sub.2NHCO--, R.sub.7=H, CH.sub.3, C.sub.2H.sub.5 or CONH.sub.2, Y=OH or NH.sub.2, E=--COO--, B is benzimidazole moiety of the formula IIA: 3[0005] wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5=H, C.sub.1-12 alkyl, C.sub.6-1.sub.2 (un)substituted aryl C.sub.1-8 alkoxy, C.sub.6-12 aryloxy, C.sub.1-5 alkoxy carbonyl C.sub.6-12 aryloxy carbonyl, C.sub.1-5 alkoxy alkyl, C.sub.6-12 alkoxyaryl, C.sub.1-5 haloalkyl, C.sub.1-5 alkyl, C.sub.1-5 haloalkoxyl alkyl or C.sub.6-12 aryl thioethers, (un) substituted amines or diamines, (...
Claims
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