N-acyloxylated cycloalkyl compounds, composition containing the same and methods of use therefor
AssigneesDaiichi Radioisotope Laboratories, Ltd., Yamagata Public Corporation for the Development of Industry
InventorsOsamu Itoh, Heitaro Obara, Hidekatsu Yokoyama, Masaaki Aoyama
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Abstract
Drugs or reagents containing as the active ingredient N-acyloxylated cycloalkyl compounds represented by general formula (I): wherein A is optionally substituted C4 or C5 cycloalkyl which may have one double bond in the ring; and R is C1-C3 alkyl or phenyl). The above compounds are hydroxyamine derivatives functioning as spin trapping agents and can rapidly react with free radicals or active oxygen in an objective organ in spite of their being excellent in stability during the preparation or administration thereof.
Claims23
A composition suitable for scavenging or detecting active oxygen or free radicals comprising an N-acyloxylated cycloalkyl compound of the following formula (I) and a carrier,
- wherein A represents a C4 or C5 alkylene group, wherein A may contain one ring double bond, and wherein A may be substituted with a group selected from the group consisting of an alkyl group, amino group, amide group, carbamoyl group, carboxyl group, keto group, hydroxyl group, sulfonic acid group, phenyl group, acetoxyl group, and acetoamino group, and R is a C1-C3 alkyl group or phenyl group.
A method of scavenging or detecting active oxygen or free radicals in vivo which comprises administering an N-acyloxylated cycloalkyl compound shown by the following formula (I) in vivo,
- wherein A represents a C4 or C5 alkylene group, wherein A may have one ring double bond, and wherein A may be substituted with a substituent selected from the group consisting of an alkyl group, amino group, amide group, carbamoyl group, carboxyl group, keto group, hydroxyl group, sulfonic acid group, phenyl group, acetoxyl group, and acetoamino group, and R is a C1-C3 alkyl group or phenyl group.
An N-acyloxylated cycloalkyl compound represented by the following formula (II′):
- wherein m is 0 or 1,
- and when m is 0, X′ and Y′ individually represent a hydrogen atom, alkyl group, amino group, amide group, carbamoyl group, carboxyl group, keto group, hydroxyl group, sulfonic acid group, phenyl group, acetoxyl group, or acetoamino group, and when m is 1, X′ and Y′ individually represent a hydrogen atom, alkyl group, amino group, amide group, carbamoyl group, carboxyl group, keto group, hydroxyl group, sulfonic acid group, phenyl group, or acetoamino group, R is a C1-C3 alkyl group or a phenyl group, R1, R2, R3, and R4 individually represent a C1-C4 alkyl group, and
- represents a single bond or double bond, provided that when both X′ and Y′ are a hydrogen atom, R is neither a phenyl group nor a methyl group, and when X′ is a hydrogen atom and Y′ is a hydroxyl group, R is not a methyl group.
A method of scavenging active oxygen or free radicals in a biological tissue or tissues, comprising:
- homogenizing a biological tissue or tissue to prepare a homogenized sample;
- and
- contacting said homogenized sample with an N-acyloxylated cycloalkyl compound shown by the following formula (I),
- wherein A represents a C4 or C5 alkylene group, wherein A may have one ring double bond, and wherein A may be substituted with a substituent selected from the group consisting of an alkyl group, amino group, amide group, carbamoyl group, carboxyl group, keto group, hydroxyl group, sulfonic acid group, phenyl group, acetoxyl group, and acetoamino group, and R is a C1-C3 alkyl group or phenyl group.
Dependencies are inferred from the claim text.