PHARMACOLOGICALLY ACTIVE SULFOXIMIDES - 5-HEXYL-7-(S-METHYLSULFONIMIDOYL)XANTHONE-2-CARBOXYLIC ACID, A POTENT ANTI-ALLERGIC AGENT

被引：39

作者：

BARNES, AC ^{[1
]}

HAIRSINE, PW ^{[1
]}

MATHARU, SS ^{[1
]}

RAMM, PJ ^{[1
]}

TAYLOR, JB ^{[1
]}

机构：

[1] ROUSSEL LABS LTD,SWINDON SN3 5BZ,WILTSHIRE,ENGLAND

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1979年 / 22卷 / 04期

关键词：

D O I：

10.1021/jm00190a012

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The antiallergic activity of some xanthone derivatives containing a sulfoximide substituent has been investigated. While 2-(S-methylsulfonimidoyl)xanthone itself was found to be inactive, a series of 7-(S-methylsulfonimidoyl)-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 antiasthmatic agent. © 1979, American Chemical Society. All rights reserved.

引用

页码：418 / 424

页数：7

共 18 条

[1] SYNTHESIS OF SOME CYCLIC SULFOXIMIDES [J].

BARNES, AC ;

KENNEWEL.PD ;

TAYLOR, JB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (20) :776-777

[2]

BEIERSDORF AG, Patent No. 814400

[3]

Cox J S, 1970, Adv Drug Res, V5, P115

[4]

HOJO M, 1976, TETRAHEDRON LETT, P613

[5]

Jackson T. E, 1977, US Patent, Patent No. 4031227

[6] SULFOXIMIDES [J].

KENNEWELL, PD ;

TAYLOR, JB .

CHEMICAL SOCIETY REVIEWS, 1975, 4 (02) :189-209

[7]

MILLER P, 1978, ARCH INT PHARMACOD T, V231, P328

[8]

OVARY Z, 1964, IMMUNOLOGICAL METHOD, P259

[9] XANTHONE-2-CARBOXYLIC ACIDS, A NEW SERIES OF ANTIALLERGIC SUBSTANCES [J].

PFISTER, JR ;

ROOKS, WH ;

ROSZKOWSKI, AP ;

VANHORN, A ;

HARRISON, IT ;

FERRARESI, RW .

JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (10) :1032-+

[10]

SATZINGER G, 1970, ARZNEI-FORSCHUNG, V20, P1214

← 1 2 →