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US 6,280,773 B1Granted
Optimally stabilized microgranule comprising 5-pyrrolyl-2-pyridylmethylsulfinylbenzimidazole derivative
AssigneeIl-Yang Pharm. Co., Ltd
InventorsKil Do Cho, Dong Yeun Kim, Dong Woo Park, Hong Ryeol Jeon, Hee Jun Kim
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Abstract
The present invention relates to a microgranule prepared by using an alkali compound as a stabilizer for a 5-pyrrolyl-2-pyridylmethylsulfinylbenzimidazole derivative having the following formula (1), which is a very effective antiulcerative but highly unstable under acidic conditions, and by using a water-soluble polymer as a binding agent. in which X, R1, R2, R3, R4 and R5 are defined as described in the specification.
Claims6
A granule comprising a 5-pyrrolyl-2-pyridylmethylsulfinylbenzimidazole derivative represented by the following formula (1):
- in which
- X represents S, SO or SO2,
- R1 and R2 independently of one another represent hydrogen or alkyl,
- R3 represents hydrogen, C1-C8-alkyl, —SR6, —N(R7)2, 1-piperidinyl, 4-morpholinyl, 4-methylpiperazin-1-yl, 1-pyrrolidinyl, or a group of general formula —OR6 or —O(CH2)m—Z,
- wherein
- R6 represents C1-C4-alkyl, C2-C4-alkenyl, optionally substituted C3-C10-cycloalkyl, C2-C5-fluoroalkyl, or phenyl or benzyl each of which is optionally substituted by one or more halogen, or C1-C4-alkyl or alkoxy each of which is optionally substituted by halogen,
- R7 represents hydrogen or C1-C5-alkyl,
- Z represents a group of general formula —O(CH2)p—OR8, —O(CH2)q—R9 or —O(CH2)rO(CH2)s—OR10, wherein p and q independently of one another represent an integer of 1 to 3, r and s independently of one another represent an integer of 1 to 5, R8 represents hydrogen, lower alkyl, aryl or aralkyl, R9 represents hydrogen, alkoxycarbonyl, aryl or heteroaryl, and R10 represents hydrogen or lower alkyl,
- m represents an integer of 2 to 10,
- R4 and R5 independently of one another represent hydrogen or C1-C5-alkyl, or
- R4 and R3 or R3 and R5 represent —CH═CH—CH═CH—, —O(CH2)n—, —O(CH2)nO—, —CH2(CH2)n— or —OCH═CH— when R4 or R5 together with the adjacent carbon atoms on the pyridine ring form a ring, wherein n represents an integer of 1 to 4
- as an active ingredient, an alkali compound as a stabilizer in 0.2 to 7.0 times molar amount with respect to the active ingredient, and a water-soluble polymer as a binding agent in 0.1 to 50% by weight with respect to the granule.
9 more elements
Dependencies are inferred from the claim text.