Synthesis and SAR evaluation of oxadiazolopyrazines as selective Haemophilus influenzae antibacterial agents

被引：28

作者：

Beebe, X ^{[1
]}

Nilius, AM ^{[1
]}

Merta, PJ ^{[1
]}

Soni, NB ^{[1
]}

Bui, MH ^{[1
]}

Wagner, R ^{[1
]}

Beutel, BA ^{[1
]}

机构：

[1] Abbott Labs, Infect Dis Res, Abbott Pk, IL 60064 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 19期

关键词：

D O I：

10.1016/S0960-894X(03)00727-3

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The parallel synthesis and antibacterial activity of 5-hydroxy[1,2,5] oxadiazolo[3,4-b]pyrazines is reported. The compounds were synthesized by condensing diaminofurazan with alpha-keto acids to give a variety of aryl-substituted analogues. Halogenated phenyl groups at C-6 give rise to the greatest Haemophilus influenzae antibacterial activity. (C) 2003 Elsevier Ltd. All rights reserved.

引用

收藏

页码：3133 / 3136

页数：4

相关论文

共 17 条

[1] The millennium bugs - the need for and development of new antibacterials [J].

Bax, R ;

Mullan, N ;

Verhoef, J .

INTERNATIONAL JOURNAL OF ANTIMICROBIAL AGENTS, 2000, 16 (01) :51-59

[2] ELECTROCHEMICAL PROPERTIES OF PYRAZINOTHIADIAZOLES [J].

CAMILLERI, P ;

ODELL, B ;

ONEILL, P .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1987, (11) :1671-&

[3]

Clark M.T., 1984, Patent No. [2122492(A), 2122492]

[4] The future challenges facing the development of new antimicrobial drugs [J].

Coates, A ;

Hu, YM ;

Bax, R ;

Page, C .

NATURE REVIEWS DRUG DISCOVERY, 2002, 1 (11) :895-910

[5] STUDIES IN CHEMISTRY OF 1,2,5-OXADIAZOLE .I. SYNTHESIS OF SOME FURAZANOPYRAZINES FROM 3,4-DIAMINO-1,2,5-OXADIAZOLE [J].

GASCO, A ;

RUA, G ;

MENZIANI, E ;

NANO, GM ;

TAPPI, G .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1969, 6 (05) :769-&

[6] A CONVENIENT SYNTHESIS OF DIAMINOGLYOXIME AND DIAMINOFURAZAN - USEFUL PRECURSORS FOR THE SYNTHESIS OF HIGH-DENSITY ENERGETIC MATERIALS [J].

GUNASEKARAN, A ;

JAYACHANDRAN, T ;

BOYER, JH ;

TRUDELL, ML .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (04) :1405-1407

[7]

*NAT COMM CLIN LAB, 2000, M745 NAT COMM CLIN L

[8]

National Committee for Clinical Laboratory Standards, 2002, 727A2 NAT COMM CLIN

[9] PHOTOCHEMISTRY OF SUBSTITUTED BENZOYLFORMATE ESTERS - A CONVENIENT METHOD FOR THE PHOTOCHEMICAL OXIDATION OF ALCOHOLS [J].

PIRRUNG, MC ;

TEPPER, RJ .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (08) :2461-2465

[10]

Ritter TK, 2001, ANGEW CHEM INT EDIT, V40, P3508, DOI 10.1002/1521-3773(20011001)40:19<3508::AID-ANIE3508>3.0.CO