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具有药理活性的亚砜亚胺类化合物:5-己基-7-(S-甲基磺酰亚胺基)呫吨-2-羧酸,一种强效抗过敏剂。

Pharmacologically active sulfoximides: 5-hexyl-7-)S-methylsulfonimidoly) xanthone-2-carboxylic acid, a potent antiallergic agent.

作者信息

Barnes A C, Hairsine P W, Matharu S S, Ramm P J, Taylor J B

出版信息

J Med Chem. 1979 Apr;22(4):418-24. doi: 10.1021/jm00190a012.

Abstract

The antiallergic activity of some xanthone derivatives containing a sulfoximide substitutent has been investigated. While 2-(S-methylsulfonimidoyl)xanthone itself was found to be inactive, a series of 7-(S-methylsulfonimidoly)-xanthone-2-carboxylic acids showed good levels of activity in the passive cutaneous anaphylaxis screen. N-Substituted sulfoximide derivatives were, without exception, less active than the corresponding unsubstituted compounds. The activity of the 7-(S-methylsulfonimidoyl)xanthone-2-carboxylic acids could be enhanced by the introduction of an alkyl or alkoxy substituent at C-5. As a result of these studies, 5-hexyl-7(S-methylsulfonimidoyl)xanthone-2-carboxylic acid has been selected for further investigation as an antipasthmatic agent.

摘要

已对一些含有亚磺酰亚胺取代基的氧杂蒽衍生物的抗过敏活性进行了研究。虽然发现2-(S-甲基磺酰亚胺基)氧杂蒽本身无活性,但一系列7-(S-甲基磺酰亚胺基)-氧杂蒽-2-羧酸在被动皮肤过敏反应筛选中显示出良好的活性水平。无一例外,N-取代的亚磺酰亚胺衍生物的活性低于相应的未取代化合物。在C-5位引入烷基或烷氧基取代基可增强7-(S-甲基磺酰亚胺基)-氧杂蒽-2-羧酸的活性。作为这些研究的结果,5-己基-7-(S-甲基磺酰亚胺基)-氧杂蒽-2-羧酸已被选作抗哮喘药进行进一步研究。

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